MELANGES PESTICIDES

PESTICIDAL MIXTURES

Abrégé anglais

The present invention relates to mixtures comprising, as active components,
1) an insecticidal compound I selected from fipronil and ethiprole; and
2) a fungicidal compound IIA selected from azoles, carboxamides,
heterocylic
compounds, carbamates, and other active compounds, and optionally
3) one or two fungicidal compounds IIB selected from List B which is
defined as List A
plus triticonazole, orysastrobin, in synergistically effective amounts, all as
further
defined in the description.

Revendications

95
CLAIMS
1. A mixture comprising, as active components,
1) an insecticidal compound I selected from fipronil and ethiprole;
and
2) a fungicidal compound IIA selected from the following group called List A:
a) azoles selected from the group consisting of difenoconazole, bitertanole,
bromuconazole,
diniconazole, enilconazole, fenbuconazole, flusilazole, fluquinconazole,
flutriafol,
imibenconazole, ipconazole, myclobutanil, paclobutrazol, penconazole,
simeconazole,
tetraconazole, uniconazole-P, triadimenol, triadimefon, triticonazole,
cyazofamid,
pefurazoate, benomyl, carbendazim, fuberidazole, thiabendazole, ethaboxam,
etridiazole
and hymexazole;
b) carboxamides selected from the group consisting of carboxin, benalaxyl,
boscalid,
fenhexamid, flutolanil, furametpyr, mepronil, metalaxyl, mefenoxam, ofurace,
oxadixyl,
oxycarboxin, penthiopyrad, thifluzamide, tiadinil, N-(4'-bromobiphenyl-2-yl)-4-
difluoromethyl-2-methylthiazole-5-carboxamide, N-(4'-trifluoromethylbiphenyl-2-
yl)-4-
difluoromethyl-2-methylthiazole-5-carboxamide, N-(4'-chloro-3'-fluorobiphenyl-
2-yl)-4-
difluoromethyl-2-methylthiazole-5-carboxamide, N-(3',4'-dichloro-4-
fluorobiphenyl-2-yl)-3-
difluoromethyl-1-methylpyrazole-4-carboxamide, N-(2'-fluoro-4'-chloro-5'-
methylbiphenyl-2-
yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, N-(3',4',5'-
trifluorobiphenyl-2-yl)-
1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, N-(3',4',5'-
trifluorobiphenyl-2-yl)-1-
methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, N-(2',4',5'-
trifluorobiphenyl-2-yl)-1-
methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide, N-(3',4',5'-
trifluorobiphenyl-2-yl)-3-
chlorofluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, N-(3',4'-dichloro-4-
fluorobiphenyl-2-yl)-3-difluoro-methyl-1-methyl-pyrazole-4-carboxamide, N-
(3',4'-dichloro-
5-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide, N-(2-
(1,3-
dimethylbutyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid
amide, N-(cis-2-
bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic
acid amide,
N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-
carboxylic
acid amide, 3-(difluoromethyl)-1-methyl-N-[1,2,3,4-tetrahydro-9-(1-
methylethyl)-1,4-
methanonaphthalen-5-yl]-1H-pyrazole-4-carboxamide, N-(3',4'-dichloro-5-
fluorobiphenyl-2-
yl)-3-difluoromethyl-1-methylpyrazole-4-carboxamide; 3,4-dichloro-N-(2-
cyanophenyl)isothiazol-5-carboxamide; N-(2',4'-difluorobiphenyl-2-yl)-1-methyl-
3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N-(2',4'-dichloro-biphenyl-2-yl)-1-
methyl-3-

96
trifluoromethyl-1H-pyrazole-4-carboxamide; N-(2',4'-difluorobiphenyl-2-yl)-3-
difluoromethyl-
1-methyl-1H-pyrazole-4-carboxamide; N-(2',4'-dichlorobiphenyl-2-yl)-3-
difluoromethyl-1-
methyl-1H-pyrazole-4-carboxamide; N-(2',5'-difluorobiphenyl-2-yl)-1-methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N-(2',5'-dichlorobiphenyl-2-yl)-1-
methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N-(2',5'-difluorobiphenyl-2-yl)-3-
difluoromethyl-
1-methyl-1H-pyrazole-4-carboxamide; N-(2',5'-dichlorobiphenyl-2-yl)-3-
difluoromethyl-1-
methyl-1H-pyrazole-4-carboxamide; N-(3',5'-difluorobiphenyl-2-yl)-1-methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N-(3',5'-dichlorobiphenyl-2-yl)-1-
methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide, N-(3',5'-difluorobiphenyl-2-yl)-3-
difluoromethyl-
1-methyl-1H-pyrazole-4-carboxamide; N-(3',5'-dichlorobiphenyl-2-yl)-3-
difluoromethyl-1-
methyl-1H-pyrazole-4-carboxamide; N-(3'-fluorobiphenyl-2-yl)-1-methyl-3-
trifluoromethyl-
1H-pyrazole-4-carboxamide, N-(3'-chlorobiphenyl-2-yl)-1-methyl-3-
trifluoromethyl-1H-
pyrazole-4-carboxamide; N-(3'-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-
1H-pyrazole-
4-carboxamide, N-(3'-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-
pyrazole-4-
carboxamide; N-(2'-fluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-
4-
carboxamide; N-(2'-chlorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-
4-
carboxamide; N-(2'-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-
4-
carboxamide; N-(2'-chlorbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-
carboxamide; N-(2'-fluoro-4'-chloro-5'-methylbiphenyl-2-yl)-1-methyl-3-
trifluoromethyl-1H-
pyrazole-4-carboxamide; N-(3',4',5'-trifluorobiphenyl-2-yl)-1-methyl-3-
trifluoromethyl-1H-
pyrazole-4-carboxamide; N-(3',4',5'-trifluorobiphenyl-2-yl)-1-methyl-3-
difluoromethyl-1H-
pyrazole-4-carboxamide; N-(2',4',5'-trifluorobiphenyl-2-yl)-1-methyl-3-
difluoromethyl-1H-
pyrazole-4-carboxamide; N-(3',4',5'-trifluorobiphenyl-2-yl)-3-
chlorofluoromethyl-1-methyl-
1H-pyrazole-4-carboxamide; N-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-1-
methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N-[2-(1,1,2,3,3,3-
hexafluoropropoxy)-phenyl]-
3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, N-[2-(2-chloro-1,1,2-
trifluoroethoxy)phenyl]-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide;
N-[2-(2-
chlor-1,1,2-trifluoroethoxy)phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-
carboxamide;
4-carbonsaure-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-difluoromethyl-1-
methyl-1H-
pyrazole-4-carboxamide; N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-methyl-3-
trifluoromethyl-
1H-pyrazole-4-carboxamide; N-(4'-(trifluoromethylthio)biphenyl-2-yl)-3-
difluoromethyl-1-
methyl-1H-pyrazole-4-carboxamide; N-(4'-(trifluoromethylthio)biphenyl-2-yl)-1-
methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide;

97
flumorph;
flumetover, fluopicolide (picobenzamid), zoxamide;
carpropamid, diclocymet, mandipropamid;
N-(2-{4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-
methanesulfonylamino-3-methylbutyramide; and N-(2-{4-[3-(4-chlorophenyl)-prop-
2-
ynyloxy]-3-methoxyphenyl}ethyl)-2-ethanesulfonylamino-3-methyl-butyramide;
c) heterocylic compounds selected from the group consisting of fluazinam,
pyrifenox;
bupirimate, cyprodinil, fenarimol, ferimzone, mepanipyrim, nuarimol,
pyrimethanil;
triforine;
fenpiclonil, fludioxonil;
iprodione, procymidone, vinclozolin;
famoxadone, fenamidone, octhilinone, probenazole;
amisulbrom, anilazine, diclomezine, pyroquilon, proquinazid, tricyclazole;
2-butoxy-6-iodo-3-propylchromen-4-one;
acibenzolar-S-methyl, captafol, captan, dazomet, folpet, fenoxanil, quinoxyfen
and 3-[5-(4-
chlorophenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine;
d) carbamates selected from the group consisting of propineb;
diethofencarb, iprovalicarb, flubenthiavalicarb, propamocarb; and
methyl 3-(4-chlorophenyI)-3-(2-isopropoxycarbonylamino-3-
methylbutyrylamino)propanoate;
and
e) other active compounds selected from the group consisting of
guanidines: dodine, iminoctadine, guazatine;
antibiotics: kasugamycin, streptomycin, polyoxine, validamycin A;
nitrophenyl derivates: binapacryl, dinocap, dinobuton;
sulfur-containing heterocyclyl compounds: dithianon, isoprothiolane;
organometal compounds: fentin salts, such as fentin-acetate;
organophosphorus compounds: edifenphos, iprobenfos, fosetyl, fosetyl-aluminum,
phosphorous acid and its salts, pyrazophos, tolclofos-methyl;
organochlorine compounds: chlorothalonil, dichlofluanid, flusulfamide,
hexachlorobenzene,
phthalide, pencycuron, quintozene, thiophanate-methyl and tolylfluanid;
inorganic active compounds selected from the group consisting of Bordeaux
mixture,
copper acetate, copper hydroxide, copper oxychloride and sulfur; and

98
other compounds selected from the group consisting of cyflufenamid, cymoxanil,
dimethirimol, ethirimol, furalaxyl, metrafenone and spiroxamine.
2. The mixture according to claim 1, wherein the insecticidal compound I is
fipronil.
3. The mixture according to claim 1 or 2, wherein the fungicidal compound
IIA is an active
compound selected from azoxystrobin, trifloxystrobin, dimoxystrobin,
enestroburin and
metominostrobin.
4. The mixture according to claim 1 or 2, wherein the fungicidal compound
IIA is
prochloraz.
5. The mixture according to claim 1 or 2, wherein the fungicidal compound
IIA is
metalaxyl.
6. The mixture according to claim 1 or 2, wherein the fungicidal compound
IIA is thiram.
7. The mixture according to claim 1 or 2, wherein the fungicidal compound
IIA is
thiophanate-methyl.
8. The mixture according to claim 1 or 2, wherein the fungicidal compound
IIA is boscalid.
9. The mixture according to any one of claims 1 to 8, wherein the
fungicidal compound
IIA is prothioconazole, difenoconazole, flutriafol, triadimenol, fludioxonil
or mefenoxam.
10. The mixtures according to any one of claims 1 to 9, which additionally
comprises as
active components one or two fungicidal compounds IIB selected from a List B
which includes
the compounds of List A as defined in claim 1, in addition with strobilurins
selected from the
group consisting of azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin,
kresoxim-methyl,
metominostrobin, picoxystrobin, trifloxystrobin, or methyl (2-chloro-5-[1-(3-
methylbenzyloxyimino)ethyl]benzyl)carbamate, methyl (2-chloro-5-[1-(6-
methylpyridin-2-yl-
methoxyimino)ethyl]benzyl)carbamate, methyl 2-(ortho-((2,5-
dimethylphenyloxymethylene)phenyl)-3-methoxyacrylate, and also with
triticonazole,
orysastrobin, 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-
[1,2,4]triazolo[1,5-
a]pyrimidine, 6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine, 6-(4-

99
tert-butylphenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-
methyl-6-(3,5,5-
trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-methyl-6-octyl-
[1,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine, 6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-
ylamine, 6-ethyl-5-
octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-ethyl-6-octyl-
[1,2,4]triazolo[1,5-a]pyrimidine-
7-ylamine, 5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-
7-ylamine, 6-octyl-
5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-methoxymethyl-6-octyl-
[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-octyl-5-trifluoromethyl-
[1,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine, 5-trifluoromethyl-6-(3,5,5-trimethyl-hexyl)-
[1,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine,cyproconazole, epoxiconazole, hexaconazole,
metconazole,
propiconazole, tebuconazole, imazalil, prochloraz, triflumizol, dimethomorph,
aldimorph,
dodemorph, fenpropimorph, tridemorph; fenpropidin, mancozeb, maneb, metam,
metiram,
ferbam, thiram, zineb, ziram and basic copper sulfate;
in synergistically effective amounts,
with the proviso that the combination of compound IIA and compound IlB is not:
metalaxyl, fludioxonil and difenoconazole; metalaxyl-M, fludioxonil and
difenoconazole;
fludioxonil, metalaxyl and azoxystrobin; fludioxonil, metalaxyl and
picoxystrobin; fludioxonil,
metalaxyl; trifloxystrobin; fludioxonil, metalaxyl and kresoxim-methyl; and
fludioxonil and
propiconazole.
11. The mixture according to claim 10, wherein the fungicidal compound IIB
is
triticonazole.
12. The mixture according to claim 10, wherein the fungicidal compound IIB
is
orysastrobin.
13. The mixture according to claim 10, wherein the fungicidal compound IIB
is
tebuconazole, cyproconazole, prochloraz or thiram.
14. The mixture according to any one of claims 10 to 13, comprising the
compound I, the
compound IIA and two active compounds IIB.
15. The mixture according to any one of claims 10 to 13, comprising the
compound I, the
compound IIA, the compound IIIB, and an active compound HD selected from a
List D which
includes the compounds of List 6 as defined in claim 10, plus pyracolostrobin.

100
16. The mixture according to any one of claims 1 to 15, which further
comprises an
insecticidal compound.
17. The mixture according to claim 16, wherein the insecticidal compound is
selected from
the group consisting of pyrethroids, especially alpha-cypermethrin and
nicotinic receptor
agonists/antagonists compounds.
18. A mixture comprising as active components
(1) an insecticidal compound I which is fipronil or ethiprole;
(2) a nicotinic receptor agonists/antagonists compound IIIA or an
anthraniliamide
compound IIIB; and
(3) a compound IIB and/or compound IID selected from the group of compounds
of List D,
as defined in claim 15,
in synergistically effective amounts.
19. A fungicidal mixture comprising a fungicidal compound IlB as defined in
claim 1, and a
fungicidal compound IID selected from the group of compounds of List D, as
defined in claim
15, in synergistically effective amounts.
20. The fungicidal synergistic mixture according to claim 19, additionally
comprising a third
fungicidal compound IIB selected from the group of compounds of List B, as
defined in claim 1.
21. The fungicidal mixture according to claim 20, consisting of
clothianidin prochloraz,
triticonazole and pyracolostrobin.
22. The fungicidal mixture according to claim 20, consisting of
clothianidin, thiophanate-
methyl, triticonazole and pyracolostrobin.
23. The fungicidal mixture according to claim 20, consisting of
clothianidin, boscalid,
metalxyl and pyracolostrobin.
24. A pesticidal composition comprising a liquid or solid carrier and a
mixture as defined in
any one of claims 1 to 23.

101
25. A method for controlling phytopathogenic harmful fungi, wherein the
fungi, their habitat
or the plants to be protected against fungal attack, the soil or seed are
treated with an
effective amount of a mixture as defined in any one of claims 1 to 23.
26. A method for controlling insects, arachnids or nematodes comprising
contacting an
insect, acarid or nematode or their food supply, habitat, breeding grounds or
their locus with a
mixture as defined in any one of claims 1 to 18, in pesticidally effective
amounts.
27. A method for protecting plants from attack or infestation by insects,
acarids or
nematodes comprising contacting the plant, or the soil or water in which the
plant is growing,
with a mixture as defined in any one of claims 1 to 18, in pesticidally
effective amounts.
28. The method as claimed in claim 26 or 27, wherein the mixture as defined
in any one of
claims 1 to 18, is applied in an amount of from 5 g/ha to 2000 g/ha.
29. A method for protection of seed comprising contacting the seeds with a
mixture as
defined in any one of claims 1 to 23, in pesticidally effective amounts.
30. A method as claimed in claim 29, wherein the mixture as defined in any
one of claims
1 to 23, is applied in an amount of from 0.01 g to 10 kg per 100 kg of seeds.
31. A seed comprising a mixture as defined in any one of claims 1 to 23, in
an amount of
from 0.1 g to 10 kg per 100 kg of seeds.
32. A method as claimed in any one of claims 25 to 30, wherein
a) the compounds I and compounds IIA and compounds IIB;
b) or compound I, compounds IIA, IIB and IID; or
c) one or two compound(s) IIB and compound IID; or
d) compound I, compound IIIA or compound IIIB and compound IIB and/or compound
IID;
as defined in any one of claims 1 to 13, are applied simultaneously, that is
jointly or
separately, or in succession.
33. The mixture according to any one of claims 1 to 17, comprising the
compound 1 and
the compound IIA in a weight ratio of from 100:1 to 1:100.

102
34. The mixture according to any one of claims 1 to 17, comprising the
compound I, the
compound IIA and the compound IIB in a weight ratio of from 1:50:500 to
50:1:1.
35. A method for controlling pests or increasing the health of plants using
a mixture of a
compound I as defined in claim 1 or 2, with an active compound IIC selected
from a List C
consisting of cyproconazole, epoxiconazole, hexaconazole, metconazole,
propiconazole,
tebuconazole, imazalil, prochloraz, triflumizol, dimethomorph, aldimorph,
dodemorph,
fenpropimorph, tridemorph; fenpropidin, mancozeb, maneb, metam, metiram,
ferbam, thiram,
zineb, ziram and basic copper sulfate.

Description

CA 02857075 2014-07-16
1
PESTICIDAL MIXTURES
This application is a division of Canadian patent application No 2,675,367
corresponding to
international laid-open patent application WO 2008/095913.
The present invention relates to synergistic mixtures comprising, as active
components,
1) an insecticidal compound I selected from fipronil and ethiprole; and
2) a fungicidal compound IIA selected from List A:
a) azoles, in particular: difenoconazole, bitertanole, bromuconazole,
diniconazole,
enilconazole, fenbuconazole, flusilazole, fluquinconazole, flutriafol,
imibenconazole,
ipconazole, myclobutanil, paclobutrazol, penconazole, propiconazole,
simeconazole,
tetraconazole, uniconazole-P, triadimenol, triadimefon, triticonazole,
cyazofamid,
pefurazoate, benomyl, carbendazim, fuberidazole, thiabendazole, ethaboxam,
etridiazole and hymexazole;
b) strobilurins, in particular: azoxystrobin, dimoxystrobin, enestroburin,
fluoxastrobin,
kresoxim-methyl, metominostrobin, picoxystrobin, trifloxystrobin, or methyl (2-
chloro-
541-(3-methylbenzyloxyimino)ethylibenzyl)carbamate, methyl (2-chloro-541-(6-
methylpyridin-2-ylmethoxyimino)ethylibenzyl)carbamate, methyl
2-(ortho-((2,5-
dimethylphenyloxymethylene)pheny1)-3-methoxyacrylate;
c) carboxamides, in particular: carboxin, benalaxyl, boscalid, fenhexamid,
flutolanil,
furametpyr, mepronil, metalaxyl, mefenoxam (metalaxyl-M), ofurace, oxadixyl,
oxycarboxin, penthiopyrad, thifluzamide, tiadinil, N-(4'-bromobipheny1-2-y1)-4-
difluoromethy1-2-methylthiazole-5-carboxamide, N-(4'-trifluoromethylbipheny1-2-
y1)-
4-difluoromethy1-2-methylthiazole-5-carboxamide, N-(4'-chloro-3'-
fluorobipheny1-2-
y1)-4-difluoromethy1-2-methylthiazole-5-carboxamide, N-(2'-fluoro-4'-chloro-5'-
methylbipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4 carboxamide, N-
(3',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide, N-(3',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-difluoromethy1-1H-
pyrazole-4-carboxamide, N-(2',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-
difluoromethy1-1H-pyrazole-4-carboxamide, N-(3',4',5'-trifluorobipheny1-2-y1)-
3-
chlorofluoromethy1-1-methy1-1H-pyrazole-4-carboxamide, N-(3',4'-

CA 02857075 2014-07-16
WO 2008/095913 PCT/EP2008/051375
2
dichloro-4-fluorobipheny1-2-y1)-3-difluoro-methy1-1-methyl-pyrazole-
4-carboxamide, N-(3' ,4' -dichloro-5-fluorobipheny1-2-y1)-
3-difluoromethy1-1-methylpyrazole-4-carboxamide, N-(2-(1,3-
dimethylbuty1)-pheny1)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid
amide, N-(cis-2-bicyclopropy1-2-yl-pheny1)-3-difluoromethyl-1-methyl-1H-
pyrazole-4-carboxylic acid amide, N-(trans-2-bicyclopropy1-2-yl-pheny1)-3-
difluoro-methyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, 3-
(difluoromethyl)-1-methyl-N-[1 ,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-
methanonaphthalen-5-y1]-1H-pyrazole-4carboxamide, N-(3',4'-dichloro-4-
fluorobipheny1-2-y1)-3-difluoromethy1-1-methylpyrazole-4-carboxamide, N-
(3',4'-dichloro-5-fluorobipheny1-2-y1)-3-difluoromethy1-1-methylpyrazole-4-
carboxamide; 3,4-dichloro-N-(2-cyanophenyl)isothiazol-5-carboxamide; N-
(2',4'-difluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole- 4-
carboxamide; N-(2',4'-dichloro-bipheny1-2-y1)-1-methy1-3-trifluoromethyl-
1H-pyrazole- 4-carboxamide; N-(2',4'-difluorobipheny1-2-y1)-3-
difluoronnethy1-1-methy1-1H-pyrazole- 4-carboxamide; N-(2',4'-
dichlorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; N-(2',5'-difluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-
pyrazole- 4-carboxamide; N-(2',5'-dichlorobipheny1-2-y1)-1-methy1-3-
trifluoromethy1-1H-pyrazole-4-carboxamide; N-(2',5'-difluorobipheny1-2-y1)-
3-difluoromethy1-1-methy1-1H-pyrazole-4-carboxamide; N-(2',5'-
dichlorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; N-(3',5'-difluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-
pyrazole-4-carboxamide; N-(3',5'-dichloroblpheny1-2-y1)-1-methyl-3-
trifluoromethy1-1H-pyrazole-4-carboxamide, N-(3',5'-difluorobipheny1-2-y1)-
3-difluoromethy1-1-methy1-1H-pyrazole-4-carboxamide; N-(3',5'-
dichlorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; N-(3'-fluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-
pyrazole-4-carboxamide, N-(3'-chlorobipheny1-2-y1)-1-methy1-3-
trifluoromethy1-1H-pyrazole-4-carboxamide; N-(3'-fluorobipheny1-2-y1)-3-
difluoromethy1-1-methy1-1H-pyrazole-4-carboxamide, N-(3'-chlorobipheny1-
2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-carboxamide; N-(2'-
fluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-carboxamide;
N-(2'-chlorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide; N-(2'-fluorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-
pyrazole-4-carboxamide; N-(2'-chlorbipheny1-2-y1)-3-difluoromethy1-1-
methy1-1H-pyrazole-4-carboxamide; N-(2'-fluoro-4'-chloro-5'-
methylbipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide; N-(3',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-trifluoromethyl-
1H-pyrazole-4-carboxamide; N-(3',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-
difluoromethy1-1H-pyrazole-4-carboxamide; N-(2',4',5'-trifluorobipheny1-2-

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3
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide; N-(3',4',5'-
trifluorobipheny1-2-y1)-3-chlorofluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; N12-(1,1,2,3,3,3-hexafluoropropoxy)pheny11-1-methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N-[2-(1,1,2,3,3,3-
hexafluoropropoxy)-pheny1]-3-difluoromethy1-1-methyl-1H-pyrazole-4-
carboxamide, N42-(2-chloro-1,1,2-trifluoroethoxy)pheny11-1-methyl-3-
trifluoromethyl-1H-pyrazole-4-carboxamide; N42-(2-chlor-1,1,2-
trifluoroethoxy)pheny1]-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; 4-carbonsaure-N42-(1,1,2,2-tetrafluoroethoxy)pheny1]-3-
difluoromethy1-1-methy1-1H-pyrazole-4-carboxamide; N42-(1,1,2,2-
tetrafluoroethoxy)pheny1]-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide; N-(4'-(trifluoromethylthio)bipheny1-2-y1)-3-difluoromethy1-1-
methy1-1H-pyrazole-4-carboxamide; N-(4'-(trifluoromethylthio)bipheny1-2-
y1)-1-methy1-3-trifluoromethyl-1H-pyrazole-4-carboxamide;
flumorph;
flumetover, fluopicolide (picobenzamid), zoxamide;
carpropamid, diclocymet, mandipropamid;
N-(2-{413-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-
methanesulfonylamino-3-methylbutyramide, N-(2-{413-(4-chloropheny1)-
prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-ethanesulfonylamino-3-methyl-
butyramide;
d) heterocylic compounds, in particular: fluazinam, pyrifenox;
bupirimate, cyprodinil, fenarimol, ferimzone, mepanipyrim, nuarimol,
pyrimethanil;
triforine;
fenpiclonil, fludioxonil;
iprodione, procymidone, vinclozolin;
famoxadone, fenamidone, octhilinone, probenazole;
amisulbrom, anilazine, diclomezine, pyroquilon, proquinazid, tricyclazole;
2-butoxy-6-iodo-3-propylchromen-4-one;
acibenzolar-S-methyl, captafol, captan, dazomet, fol pet, fenoxanil, quin-
oxyfen; 345-(4-chloropheny1)-2,3-dimethylisoxazolidin-3-ylipyridine;
e) carbamates, in particular: mancozeb, maneb, metam, metiram, ferbam,
propineb,;
diethofencarb, iprovalicarb, flubenthiavalicarb, propamocarb;
methyl 3-(4-chloropheny1)-3-(2-isopropoxycarbonylamino-3-methyl-
butyrylamino)propanoate;
and

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4
0 other active compounds, selected from
guanidines: dodine, iminoctadine, guazatine;
antibiotics: kasugamycin, streptomycin, polyoxine, validamycin A;
nitrophenyl derivates: binapacryl, dinocap, dinobuton;
sulfur-containing heterocyclyl compounds: dithianon, isoprothiolane;
organometal compounds: fentin salts, such as fentin-acetate;
organophosphorus compounds: edifenphos, iprobenfos, fosetyl, fosetyl-
aluminum, phosphorous acid and its salts, pyrazophos, tolclofos-methyl;
organochlorine compounds: chlorothalonil, dichlofluanid, flusulfamide,
hexachlorobenzene, phthalide, pencycuron, quintozene, thiophanate-
methyl, tolylfluanid;
inorganic active compounds: Bordeaux mixture, copper acetate, copper hy-
droxide, copper oxychloride, sulfur;
others: cyflufenamid, cymoxanil, dimethirimol, ethirimol, furalaxyl,
metrafenone and spiroxamine.
The present invention also comprises synergistic mixtures as defined above,
which
further comprise one or two fungicidal compounds 11B selected from List B
which is
defined as List A plus triticonazole, orysastrobin, 5-chloro-7-(4-
methylpiperidin-1-y1)-6-
(2,4,6-trifluoropheny1)-[1,2,4]triazolo[1,5-a]pyrimidine, 6-(3,4-dichloro-
pheny1)-5-methyl-
[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-(4-tert-butylpheny1)-5-methyl-
[1,2,4]tri-
azolo[1,5-a]pyrimidine-7-ylamine, 5-methy1-6-(3,5,5-trimethyl-hexyl)-
[1,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine, 5-methyl-6-octy1[1,2,4]triazolo[1,5-a]pyrimidine-7-
ylamine, 6-
methy1-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-ethy1-5-octyl-
[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-ethy1-6-octyl-
[1,2,4]triazolo[1,5-a]pyri-
midine-7-ylamine, 5-ethy1-6-(3,5,5-trimethyl-hexy1)41,2,4]triazolo[1,5-
a]pyrimidine-7-
ylamine, 6-octy1-5-propy1[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-
methoxymethy1-
6-octy111,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-octy1-5-trifluoromethyl-
[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine and 5-trifluoromethy1-6-(3,5,5-
trimethyl-
hexy1)[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, cyproconazole,
epoxiconazole, hex-
aconazole, metconazole, prothioconazole, propiconazole, tebuconazole,
imazalil, pro-
chloraz, triflumizol, dimethomorph, aldimorph, dodemorph, fenpropimorph,
tridemorph;
fenpropidin, mancozeb, maneb, metam, metiram, ferbam, thiram, zineb, ziram and
ba-
sic copper sulfate;
in synergistically effective amounts,
with the proviso that the combination of compound 11A and compounds IIB is
not:
metalaxyl, fludioxonil and difenoconazole; metalaxyl-M, fludioxonil and
difenoconazole;

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fludioxonil, metalaxyl and azoxystrobin; fludioxonil, metalaxyl and
picoxystrobin; fludio-
xonil, metalaxyl; trifloxystrobin; fludioxonil, metalaxyl and kresoxim-methyl;
and fludio-
xonil and propiconazole.
5 The following subset of compounds IIB is hereinafter also designated as
compounds
IIC): cyproconazole, epoxiconazole, hexaconazole, metconazole, propiconazole,
tebu-
conazole, imazalil, prochloraz, triflumizol, dimethomorph, aldimorph,
dodemorph, fen-
propimorph, tridemorph; fenpropidin, mancozeb, maneb, metam, metiram, ferbam,
thiram, zineb, ziram and basic copper sulfate.
The present invention also comprises fungicidal synergistic mixtures
consisting of fun-
gicidal compound IIB and IID, wherein such compounds defined above.
The present invention also comprises fungicidal synergistic mixtures
consisting of three
fungicidal compounds, wherein two compounds are selected from List B, List B
is de-
fined above, and the third fungidical compound is fungicidal compound IID
selected
from List D, which is defined as List B plus pyracolostrobin.
The present invention also comprises quaternary mixtures comprising, as active
com-
ponents
1) an insecticidal compound I selected from fipronil and ethiprole; and
2) a fungicidal compound IIA;
3) a fungicidal compound IIB; and
4) and a fungicide, wherein the fungicide is fungicidal compound IID
in synergistically effective amounts.
The inventive mixtures can further contain one or more insecticidal compounds
III.
In this respect, the present invention also comprises mixtures comprising, as
active
components
(1) an insecticidal compound I selected from fipronil and ethiprole;
(2) a nicotinic receptor agonists/antagonists compound IIIA;
(3) and a fungicide, wherein the fungicide is fungicidal compound IID and/or
com-
pound IIB;
in synergistically effective amounts.

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,
,
WO 2008/095913
PCT/EP2008/051375
6
The present invention also comprises mixtures comprising, as active components
(1) an insecticidal compound I selected from fipronil and ethiprole;
(2) an anthraniliamide compound IIIB;
5 (3) and a fungicide, wherein the fungicide is fungicidal compound 110
and/or com-
pound IIB;
in synergistically effective amounts.
10 Moreover, the invention relates to a method for controlling pests, this
includes animal
pests and harmful fungi, using mixtures of a compound I (optionally together
with com-
pound III) with an active compound IIA and optionally compound(s) IIB (or IID)
and to
the use of a the aforementioned compounds for preparing such mixtures, and
also to
compositions comprising such mixtures.
The invention furthermore relates to a method for controlling pests, this
includes animal
pests and harmful fungi, using mixtures of a compound I with an active
compound IIC
and optionally compound(s) IIB and to the use of a compound I and the active
com-
pound IIC and optionally compound(s) IIB for preparing such mixtures.
The invention furthermore relates to a method for controlling pests, this
includes animal
pests and harmful fungi, using mixtures of a compound I with compound III, com-
pound(s) II and to the use of the aforementioned compounds for preparing such
mix-
tures.
The invention furthermore relates to a method for controlling pests, this
includes animal
pests and harmful fungi, using mixtures of compound I, fungicidal compound
IIA, fungi-
cidal compound IIB and compound IID and to the use of a compound I, active com-
pound IIA, and the active compound IIB and compound IID for preparing such
mixtures.
In one embodiment, the present invention provides methods for the control of
insects,
acarids or nematodes comprising contacting the insect, acarid or nematode or
their
food supply, habitat, breeding grounds or their locus with a pesticidally
effective
amount of the inventive mixtures.
Moreover, in another embodiment the present invention also relates to a method
of
protecting plants from attack or infestation by insects, acarids or nematodes
comprising
contacting the plant, or the soil or water in which the plant is growing, with
a pesticidally
effective amount of the inventive mixture.

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7
This invention also provides a method for treating, controlling, preventing or
protecting
an animal against infestation or infection by parasites which comprises
orally, topically
or parenterally administering or applying to the animals a parasiticidally
effective
amount of the inventive mixture.
The invention also provides a process for the preparation of a composition for
treating,
controlling, preventing or protecting a warm-blooded animal or a fish against
infestation
or infection by insects, acarids or nematodes which comprises a pesticidally
effective
amount of the inventive mixture.
Moreover, the invention relates to a method for controlling harmful fungi
using the in-
ventive mixtures and to the use of a compound I and the active compound IIA
and op-
tionally compound(s) II B for preparing such mixtures, and also to
compositions com-
prising such mixtures.
The invention furthermore relates to a method for controlling harmful fungi,
using the
synergistic fungicidal mixtures as defined above.
The present invention further relates to plant-protecting active ingredient
mixtures hav-
ing synergistically enhanced action of improving the health of plants and to a
method of
applying such inventive mixtures to the plants
Fipronil, its preparation and its action against insect and acarid pests is
known
(EP 295117).
Ethiprole, its preparation and its action against insect and acarid pests is
known
(WO 97/22593).
Mixtures, active against harmful fungi, of fipronil with
benzylideneazolylmethylcycloal-
kane fungicides have been described in a general manner in WO 95/12314 (US
5,877,194). Triticonazole and 2-(4-chlorobenzylidene)-1-(1H-1,2,4-triazol-1-
ylmethyl)-1-
cyclohexanol have been mentioned as azole mixing partners in this document.
WO 99/48366 discloses mixtures of triple oxime ether derivatives and
insecticides. A
mixture of orysastrobin and fipronil is mentioned as an example.
In WO 00/28825, at least quaternary compositions are described that comprise
an in-
secticide selected from phenylpyrazole or neonicotinoid insecticides and at
least three
fungicides including metalaxyl or metalaxyl-M and their close structural
derivatives,
fludioxonil and its close structural derivatives, and difenoconazole and its
close struc-

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8
tural derivatives. Explicitly preferred is a composition comprising
thiamethoxam as in-
secticide, metalaxyl or metalaxyl-M, fludioxonil and difenoconazole.
WO 02/102148 discloses mixtures of fludioxonil, metalaxyl and a strobilurine
fungicide
such as azoxystrobin, picoxystrobin, trifloxystrobin and kresoxim-methyl which
option-
ally may further contain an insecticide selected from fipronil or a
neonicotinoid insecti-
cide. Mixtures containing thiamethoxam as insecticide are mentioned
explicitly.
WO 05/051081 discloses antimicrobial compositions of fludioxonil and at least
one se-
lected from a list of certain azole compounds which optionally may further
contain an
insecticide, inter alia fipronil.
In WO 05/058040, combinations of fipronil and pyraclostrobin are disclosed
which may
contain one further fungicide or insecticide.
WO 03/075653 discloses mixtures of prothioconazole with several insecticides,
inter
alia fipronil.
WO 95/00303 generically discloses mixtures of fungicides and insecticides for
protec-
WO 06/066810 encompasses orysastrobin mixtures with a further fungicide, which
may
DE 195 48 873 discloses mixtures of fipronil with several fungicides,
especially several
azole fungicides for protection of technical materials, especially wood.
The active compounds 11A,I1B and IID mentioned above, their preparation and
their
http://www.hcIrss.demon.co.uk/index.html); they are commercially available.
Paticu-
larly, they are known from: bitertanol, P-([1,1'-bipheny1]-4-yloxy)-a-(1,1-
dimethylethyl)-
1H-1,2,4-triazole-1-ethanol (DE 23 24 020), bromuconazole, 11[4-bromo-2-(2,4-
di-
chlorophenyl)tetrahydro-2-furanyl]methy11-1H-1,2,4-triazole (Proc. 1990 Br.
Crop. Prot.

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9
phenoxy)pheny11-4-methyl-[1,3]dioxolan-2-ylmethy1}-1H41,2,41triazole (GB-A 2
098
607); diniconazole, (3E)-13-[(2,4-dichlorophenyl)methylene]-a-(1,1-
dimethylethyl)-1H-
1,2,4-triazole-1-ethanol (Noyaku Kagaku, 1983, Vol. 8, p. 575); enilconazole
(imazalil),
1-[2-(2,4-dichlorphenyI)-2-(2-propenyloxy)ethy1]-1H-imidazole (Fruits, 1973,
Vol. 28, p.
545); epoxiconazole, (2RS,3SR)-1-[3-(2-chlorophenyI)-2,3-epoxy-2-(4-fluorophe-
nyl)propy1]-1H-1,2,4-triazole (EP-A 196 038); fluquinconazole, 3-(2,4-
dichloropheny1)-6-
fluoro-211,2,4]-triazol-1-y1-3H-quinazolin-4-one (Proc. Br. Crop Prot. Conf.-
Pests Dis.,
5-3, 411 (1992)); fenbuconazole, a42-(4-chlorophenyl)ethy1]-a-pheny1-1H-1,2,4-
tri-
azole-1-propanenitrile (Proc. 1988 Br. Crop Prot. Conf. - Pests Dis. Vol. 1,
p. 33); flusi-
lazole, 1-{[bis-(4-fluorophenyl)methylsilanyl]methyl)-1H-[1,2,4]triazole
(Proc. Br. Crop
Prot. Conf.-Pests Dis., 1, 413 (1984)); flutriafol, a-(2-fluoropheny1)-a-(4-
fluoropheny1)-
1H-1,2,4-triazole-1-ethanol (EP 15 756); hexaconazole, 2-(2,4-dichlorophenyI)-
1-
[1,2,4]triazol-1-ylhexan-2-ol (CAS RN 79983-71-4); imibenconazole, (4-
chlorophe-
nyl)methyl N-(2,4-dichloropheny1)-1H-1,2,4-triazole-1-ethanirnidothioate
((Proc. 1988
Br. Crop Prot. Conf. - Pests Dis. Vol. 2, p. 519); imidothioate ((Proc. 1988
Br. Crop
Prot. Conf. - Pests Dis. Vol. 2, p. 519); ipconazole, 2-[(4-
chlorophenyl)methy1]-5-(1-
methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol (EP 267 778);
metconazole,
5-(4-chlorobenzy1)-2,2-dimethy1-141,2,4]triazol-1-ylmethylcyclopentanol (GB
857 383);
myclobutanil, 2-(4-chlorophenyI)-2-[1,2,4]triazol-1-ylmethylpentanenitrile
(CAS RN
88671-89-0); penconazole, 1-[2-(2,4-dichlorophenyl)penty1]-1H-[1,2,4]triazole
(Pesti-
cide Manual, 12th Ed. (2000), p.712); propiconazole, 1-[[2-(2,4-
dichloropheny1)-4-
propy1-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole (BE 835 579);
prothioconazole, 242-
(1-chlorocyclopropy1)-3-(2-chloropheny1)-2-hydroxypropyl]-2,4-dihydro-
[1,2,4]triazole-3-
thione (WO 96/16048); simeconazole, a-(4-fluorophenyI)-a-
[(trimethylsilyl)methyl]-1 H-
1,2,4-triazole-1-ethanol [CAS RN 149508-90-7] ; triadimefon, 1-(4-
chlorophenoxy)-3,3-
dimethy1-1-(1H-1,2,4-triazol-1-y1)-2-butanone; triadimeno1,13-(4-
chlorophenoxy)-a-(1,1-
dimethylethyl)-1H-1,2,4-triazole-1-ethanol; tebuconazole, 1-(4-chloropheny1)-
4,4-di-
methy1-3-[1,2,4]triazol-1-ylmethylpentan-3-ol (EP-A 40 345); tetraconazole, 1-
[2-(2,4-
dichloropheny1)-3-(1,1,2,2-tetrafluoroethoxy)propy1]-1H-1,2,4-triazole (EP 234
242);
triticonazole, (5E)-5-[(4-chlorophenyl)methylene]-2,2-dimethy1-1-(1H-1,2,4-
triazol-1-
ylmethyl)cyclopentanol (FR 26 41 277); prochloraz, N-{propy112-(2,4,6-
trichlorophen-
oxy)ethylflimidazole-1-carboxamide (US 3 991 071); pefurazoate, 4-pentenyl 2-
[(2-fu-
ranylmethyl)(1H-imidazol-1-ylcarbonyl)amino]butanoate [CAS RN 101903-30-4] ;
tri-
flumizole, (4-chloro-2-trifluoromethylpheny1)-(2-propoxy-141,2,4]triazol-1-
ylethyli-
dene)amine (JP-A 79/119 462); cyazofamid, 4-chloro-2-cyano-N,N-dimethy1-5-(4-
me-
thylpheny1)-1H-imidazole-1-sulfonamide (CAS RN 120116-88-3]; benomyl, N-buty1-
2-
acetylaminobenzoimidazol-1-carboxamide (US 3 631 176); carbendazim, methyl (1H-
benzoimidazol-2-y1)-carbamate (US 3 657 443); thiabendazole, 2-(1,3-thiazol-4-
yl)benzimidazole (US 3 017415) ; fuberidazole, 2-(2-furany1)-1H-benzimidazole
(DE 12
09 799); ethaboxam, N-(cyano-2-thienylmethyl)-4-ethy1-2-(ethylamino)-5-
thiazolcarbox-
amide (EP-A 639 574); etridiazole; hymexazole, 5-methy1-1,2-oxazol-3-ol (JP
518249,

CA 02857075 2014-07-16
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JP 532202); azoxystrobin, methyl 2-{246-(2-cyano-1-vinylpenta-1,3-
dienyloxy)pyrimi-
din-4-yloxy]pheny1}-3-methoxyacrylate (EP-A 382 375); dimoxystrobin, (E)-2-
(methoxy-
imino)-N-methy1-24a-(2,5-xylyloxy)-o-tolyl]acetamide (EP-A 477 631);
fluoxastrobin,
(E)-{246-(2-chlorophenoxy)-5-fluoropyrimidin-4-yloxy]phenyl)(5,6-dihydro-1,4,2-
dioxa-
5 zin-3-yl)methanone 0-methyloxime (WO 97/27189); kresoxim-methyl, methyl
(E)-me-
thoxyimino[a-(o-tolyloxy)-o-tolyl]acetate (EP-A 253 213); metominostrobin, (E)-
2-(me-
thoxyimino)-N-methy1-2-(2-phenoxyphenyl)acetamide (EP-A 398 692);
orysastrobin,
(2E)-2-(methoxyimino)-2-{2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethy1-2,8-dioxa-
3,7-
diazanona-3,6-dien-1-yl]pheny1)-N-methylacetamide (WO 97/15552);
picoxystrobin,
10 methyl 3-methoxy-2-[2-(6-trifluoromethylpyridin-2-
yloxymethyl)phenyl]acrylate (EP-A
278 595); trifloxystrobin, methyl (E)-methoxyimino-{(E)-a-[1-(a,a,a-trifluoro-
m-
tolyl)ethylideneaminooxy]-o-tolyl}acetate (EP-A 460 575); carboxin, 5,6-
dihydro-2-
methyl-N-pheny1-1,4-oxathiin-3-carboxamide (US 3 249 499); benalaxyl, methyl N-
(phenylacety1)-N-(2,6-xyly1)-DL-alaninate (DE 29 03 612); boscalid, 2-chloro-N-
(4'-
chlorbipheny1-2-yl)nicotinamide (EP-A 545 099); fenhexamid, N-(2,3-dichloro-4-
hydroxypheny1)-1-methylcyclohexanecarboxamide (Proc. Br. Crop Prot. Conf. -
Pests
Dis., 1998, Vol. 2, p. 327); flutolanil,a,a,a-trifluoro-3'-isopropoxy-o-
toluanilide (JP
1104514); furametpyr, 5-chloro-N-(1,3-dihydro-1,1,3-trimethy1-4-
isobenzofurany1)-1,3-
dimethyl-1H-pyrazole-4-carboxamide [CAS RN 123572-88-3]; mepronil, 3'-
isopropoxy-
o-toluanilide (US 3 937 840); metalaxyl, methyl N-(methoxyacety1)-N-(2,6-
xyly1)-DL-
alaninate (GB 15 00 581); mefenoxam (metalaxyl-M), methyl N-(2,6-
dimethylphenyI)-N-
(methoxyacety1)-D-alaninate; ofurace, (RS)-a-(2-chloro-N-2,6-xylylacetamido)-y
-
butyrolactone [CAS RN 58810-48-3]; oxadixyl; N-(2,6-dimethylphenyI)-2-methoxy-
N-(2-
oxo-3-oxazolidinyl)acetamide (GB 20 58 059); oxycarboxin, 5,6-dihydro-2-methy1-
1,4-
oxathiin-3-carboxanilide 4,4-dioxide (US 3 399 214); penthiopyrad, N42-(1,3-
dimethylbuty1)-3-thienyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-
carboxamide (JP
10130268); thifluzamide, N42,6-dibromo-4-(trifluoromethoxy)pheny1]-2-methyl-4-
(trifluoromethyl)-5-thiazolecarboxamide; tiadinil, 3'-chloro-4,4'-dimethy1-
1,2,3-
thiadiazole-5-carboxanilide [CAS RN 223580-51-6]; dimethomorph, 3-(4-
chloropheny1)-
3-(3,4-dimethoxyphenyI)-1-morpholin-4-ylpropenone (EP-A 120 321); flumorph, 3-
(4-
fluoropheny1)-3-(3,4-dimethoxypheny1)-1-morpholin-4-ylpropenone (EP-A 860
438);
flumetover, 2-(3,4-dimethoxyphenyI)-N-ethyl-a,a,a-trifluoro-N-methyl-p-
toluamide
[AGROW No. 243, 22 (1995)]; fluopicolide (picobenzamid), 2,6-dichloro-N-(3-
chloro-5-
trifluoromethylpyridin-2-ylmethyl)benzamide (WO 99/42447); zoxamide, (RS)-3,5-
dichloro-N-(3-chloro-1-ethy1-1-methy1-2-oxopropyl)-p-toluamide [CAS RN 156052-
68-5];
carpropamid, 2,2-dichloro-N-[1-(4-chlorophenyl)ethy1]-1-ethy1-3-
methylcyclopropane-
carboxamide [CAS RN 104030-54-8]; diclocymet, 2-cyano-N-[(1R)-1-(2,4-
dichlorophenyl)ethy1]-3,3-dimethyl butanamide; mandipropamid, (RS)-2-(4-chloro-
pheny1)-N-[3-methoxy-4-(prop-2-ynyloxy)phenethy1]-2-(prop-2-ynyloxy)acetamide
[CAS
RN 374726-62-2]; fluazinam, 3-chloro-N13-chloro-2,6-dinitro-4-
(trifluoromethyl)pheny1]-
5-(trifluoromethyl)-2-pyridinamine (The Pesticide Manual, publ. The British
Crop Pro-
.

CA 02857075 2014-07-16
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11
tection Council, 10th ed. (1995), p. 474); pyrifenox, 1-(2,4-dichlorophenyI)-2-
(3-pyridi-
nypethanone 0-methyloxime (EP-A 49 854); bupirimate, 5-buty1-2-ethylamino-6-
methyl-
pyrimidin-4-yldimethylsulfamate [CAS RN 41483-43-6]; cyprodinil, (4-
cyclopropy1-6-
methylpyrimidin-2-yl)phenylamine (EP-A 310 550); fenarimol, (4-chlorophenyl)
(2-
chlorophenyl) pyrimidin-5-ylmethanol (GB 12 18 623); ferimzone, (Z)-2'-
methylaceto-
phenone 4,6-dimethylpyrimidin-2-ylhydrazone [CAS RN 89269-64-7]; mepanipyrim,
(4-
methy1-6-prop-1-ynylpyrimidin-2-yl)phenylamine (EP-A 224 339); nuarimol, a-(2-
chloro-
pheny1)-a-(4-fluoropheny1)-5-pyrimidinemethanol (GB 12 18 623); pyrimethanil,
4,6-di-
methylpyrimidin-2-ylphenylamine (DD-A 151 404); triforine, N,N-{piperazine-1,4-
diy1-
bisKtrichloromethyl)methylenelldiformamide (DE 19 01 421); fenpiclonil, 4-(2,3-
di-
chloropheny1)-1H-pyrrole-3-carbonitrile (Proc. 1988 Br. Crop Prot. Conf. -
Pests Dis.,
Vol. 1, p. 65); fludioxonil, 4-(2,2-difluorobenzo[1,3]dioxo1-4-y1)-1H-pyrrole-
3-carbonitrile
(The Pesticide Manual, publ. The British Crop Protection Council, 10th ed.
(1995), p.
482); aldimorph, 4-alkyl-2,5(or 2,6)-dimethylmorpholine, comprising 65-75% of
2,6-di-
methylmorpholine and 25-35% of 2,5-dimethylmorpholine, comprising more than
85%
of 4-dodecy1-2,5(or 2,6)-dimethylmorpholine, where "alkyl" may also include
octyl, de-
cyl, tetradecyl or hexadecyl and where the cis/trans ratio is 1:1; dodemorph,
4-cyclo-
dodecy1-2,6-dimethylmorpholine (DE 1198125); fenpropimorph, (RS)-cis-443-(4-
tert-
butylpheny1)-2-methylpropy1]-2,6-dimethylmorpholine (DE 27 52 096);
tridemorph, 2,6-
dimethy1-4-tridecylmorpholine (DE 11 64 152); fenpropidin, (RS)-1-[3-(4-tert-
butylphe-
ny1)-2-methylpropyl]piperidine (DE 27 52 096); iprodione, N-isopropy1-3-(3,5-
dichloro-
pheny1)-2,4-dioxoimidazolidine-1-carboxamide (GB 13 12 536); procymidone, N-
(3,5-
dichloropheny1)-1,2-dimethylcyclopropane-1,2-dicarboximide (US 3 903 090);
vinclo-
zolin, 3-(3,5-dichloropheny1)-5-methy1-5-vinyloxazolidine-2,4-dione (DE-OS 22
07 576);
famoxadone, (RS)-3-anilino-5-methy1-5-(4-phenoxypheny1)-1,3-oxazolidine-2,4-
dione;
fenamidone, (S)-1-anilino-4-methy1-2-methylthio-4-phenylimidazolin-5-one;
octhilinone;
probenazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide; amisulbrom, N,N-
dimethy1-3-(3-
bromo-6-fluoro-2-methylindole-1-sulfony1)-[1,2,4]triazole-1-sulfonamide (WO
03/053145); anilazine, 4,6-dichloro-N-(2-chloropheny1)-1,3,5-triazine-2-amine
(US 2
720 480); diclomezine, 6-(3,5-dichloropheny1)-p-tolyl)pyridazin-3(2H)-one;
pyroquilon;
proquinazid, 6-iodo-2-propoxy-3-propylquinazolin-4(3H)-one (WO 97/48684);
tricycla-
zole, 5-methy1-1,2,4-triazolo[3,4-b]benzothiazole (GB 14 19 121); acibenzolar-
S-me-
thyl, methyl benzo[1,2,3]thiadiazole-7-carbothionate; captafol, N-(1,1,2,2-
tetrachloro-
ethylthio)cyclohex-4-ene-1,2-dicarboximide; captan, 2-trichloromethylsulfanyl-
3a,4,7,7a-tetrahydroisoindole-1,3-dione (US 2 553 770); dazomet, 3,5-dimethy1-
1,3,5-
thiadiazinane-2-thione; folpet, 2-trichloromethylsulfanylisoindole-1,3-dione
(US 2 553
770); fenoxanil, N-(1-cyano-1,2-dimethylpropy1)-2-(2,4-dichlorophenoxy)
propanamide;
quinoxyfen, 5,7-dichloro-4-(4-fluorophenoxy)quinoline (US 5 240 940);
mancozeb,
manganese ethylenebis(dithiocarbanate) zinc complex (US 3 379 610); maneb, man-
ganese ethylenebis(dithiocarbamate) (US 2 504 404); metam,
methyldithiocarbaminic
acid (US 2 791 605); metiram, zinc ammoniate ethylenebis(dithiocarbamate) (US
3 248

CA 02857075 2014-07-16
WO 2008/095913 PCT/EP2008/051375
12
400); propineb, zinc propylenebis(dithiocarbamate) polymer (BE 611 960);
ferbam,
iron(3+) dimethyldithiocarbamate (US 1 972 961); thiram,
bis(dimethylthiocarbamoyl)
disulfide (DE 642 532); ziram, dimethyldithiocarbamate; zineb, zinc
ethylenebis(dithio-
carbamate) (US 2 457 674); diethofencarb, isopropyl 3,4-diethoxycarbanilate;
iprovali-
carb, isopropyl R1S)-2-methy1-1-(1-p-tolylethylcarbamoyl)propyl]carbamate (EP-
A 472
996); flubenthiavalicarb (benthiavalicarb), isopropyl {(S)-1-[(1R)-1-(6-
fluorobenzothia-
zol-2-yl)ethylcarbamoyl]-2-methylpropyl}carbamate (JP-A 09/323 984);
propamocarb,
propyl 3-(dimethylamino)propylcarbamate (DE 16 43 040); dodine, (2,4-
dichlorophen-
oxy)acetic acid (US 2 867 562); iminoctadine, bis(8-guanidinooctyl)amine (GB
11 14 155); guazatine, mixture of products from the amidation of
iminodi(octamethy-
lene)diamine, mainly iminoctadine; kasugamycin, 1L-1,3,4/2,5,6-1-deoxy-
2,3,4,5,6-
pentahydroxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-4-(a-iminoglycino)-a-D-
arabino-
hexopyranoside; streptomycin, 0-2-deoxy-2-methylamino-a-L-glucopyranosyl-
(1¨>2)-
0-5-deoxy-3-C-formyl-a-L-Iyxofuranosyl-(1-4)N1,N3-diamidino-D-streptamine;
polyox-
ins, 5-(2-amino-5-0-carbamoy1-2-deoxy-L-xylonamido)-1-(5-carboxy-1,2,3,4-
tetrahydro-
2,4-dioxopyrimidin-1-y1)-1,5-dideoxy-13-D-allofuranuronic acid and the salts
thereof;
validamycin A, binapacryl, (RS)-2-sec-butyl-4,6-dinitrophenyl 3-
methylcrotonate; dino-
cap, the mixture of 2,6-dinitro-4-octylphenyl crotonate and 2,4-dinitro-6-
octylphenyl
crotonate, wherein "octyl" is a mixture of 1-methylheptyl, 1-ethylhexyl and 1-
propyl-
pentyl (US 2 526 660); dinobuton, (RS)-2-sec-buty1-4,6-dinitrophenyl isopropyl
carbon-
ate; dithianon, 5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiin-2,3-
dicarbonitrile
(GB 857 383); isoprothiolane, indo1-3-ylacetic acid; fentin acetate,
triphenyltin acetate
(US 3 499 086); edifenphos, 0-ethyl S,S-diphenyl phosphorodithioate;
iprobenfos, S-
benzyl 0,0-diisopropyl phosphorothioate (Jpn. Pesticide Inf., No. 2, S. 11
(1970)); fo-
setyl, fosetyl-aluminum, (aluminum) ethylphosphonate (FR 22 54 276);
pyrazophos,
ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo[1,5-a]pyrimidine-6-
carboxylate
(DE 15 45 790); tolclofos-methyl, 0-2,6-dichloro-p-toly10,0-dimethyl
phosphorothioate
(GB 14 67 561); chlorothalonil, 2,4,5,6-tetrachloroisophthalonitrile (US 3 290
353); di-
chlofluanid, N-dichlorofluoromethylthio-N,N-dimethyl-N-phenylsulfamide (DE
11 93 498); flusulfamide, 2',4-dichloro-a,a,a-trifluoro-4'-nitro-m-
toluenesulfanilide (EP-A
199 433); hexachlorobenzene (C. R. Seances Acad. Agric. Fr., Vol. 31, p. 24
(1945));
phthalide (DE 16 43 347); pencycuron, 1-(4-chlorobenzy1)-1-cyclopenty1-3-
phenylurea
(DE 27 32 257); quintozene, pentachloronitrobenzene (DE 682 048); thiophanate-
methyl, 1,2-phenylenebis(iminocarbonothioyl)bis(dimethylcarbamate) (DE-OS 19
30
540); tolylfluanid, N-dichlorofluoromethylthio-N,N-dimethyl-N-p-tolylsulfamide
(DE 11 93 498); Bordeaux mixture, mixture of calcium hydroxide and copper(11)
sulfate;
copper hydroxide, Cu(OH)2; copper oxychloride, Cu2C1(OH)3; cyflufenamid, (Z)-
N4a-
(cyclopropylmethoxyimino)-2,3-difluoro-6-(trifluoromethyl)benzy1]-2-
phenylacetamide
(WO 96/19442); cymoxanil, 1-(2-cyano-2-methoxyiminoacety1)-3-ethylurea (US 3
957
847); dimethirimol, 5-butyl-2-dimethylamino-6-methylpyrimidin-4-ol (GB 11 82
584);
ethirimol, 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol (GB 11 82 584);
furalaxyl, methyl

CA 02857075 2014-07-16
,
WO 2008/095913
PCT/EP2008/051375
13
N-(2-furoyI)-N-(2,6-xyly1)-DL-alaninate (GB 14 48 810); metrafenone, 3'-bromo-
2,3,4,6'-
tetramethoxy-2',6-dimethylbenzophenone (US 5 945 567); spiroxamine, (8-tert-
buty1-
1,4-dioxaspiro[4.5]dec-2-yl)diethylamine (EP-A 281 842).
5 The compounds named according to IUPAC, their preparation and their
fungicidal ac-
tivity are likewise known: methyl (2-chloro-541-(3-
methylbenzyloxyimino)ethyl]ben-
zyl)carbamate, methyl (2-chloro-541-(6-methylpyridin-2-
ylmethoxyimino)ethyl]ben-
zyl)carbamate (EP-A 12 01 648); methyl 2-(ortho-((2,5-dimethylphenyloxymethy-
lene)pheny1)-3-methoxyacrylate (EP-A 226 917); 5-chloro-7-(4-methylpiperidin-1-
y1)-6-
10 (2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine (WO 98/46608),
3,4-dichloro-N-
(2-cyanophenyl)isothiazole-5-carboxamide (WO 99/24413), N-(2-{4-[3-(4-
chlorophe-
nyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-methanesulfonylamino-3-
methylbutyr-
amide, N-(2-{4-[3-(4-chlorophenyl)prop-2-ynyloxy]-3-methoxyphenyl}ethyl)-2-
ethane-
sulfonylamino-3-methylbutyramide (WO 04/049804), N-(4'-bromobipheny1-2-y1)-4-
di-
15 fluoromethy1-2-methylthiazole-5-carboxamide, N-(4'-
trifluoromethylbipheny1-2-y1)-4-
difluoromethy1-2-methylthiazole-5-carboxamide, N-(4'-chloro-3'-fluorobipheny1-
2-y1)-4-
difluoromethy1-2-methylthiazole-5-carboxamide, N-(3',4'-dichloro-4-
fluorobipheny1-2-y1)-
3-difluoromethy1-1-methylpyrazole-4-carboxamide (WO 03/066609); N-(3',4'-
dichloro-5-
fluorobipheny1-2-y1)-3-difluoromethy1-1-methylpyrazole-4-carboxamide (WO
20 03/053145); 2-butoxy-6-iodo-3-propylchromen-4-one (WO 03/14103); 315-(4-
chloro-
pheny1)-2,3-dimethylisoxazolidin-3-yl]pyridine (EP-A 10 35 122); amisulbrom,
N,N-
dimethy1-3-(3-bromo-6-fluoro-2-methylindole-1-sulfony1)41,2,4]triazole-1-
sulfonamide
(WO 03/053145); methyl 3-(4-chloropheny1)-3-(2-isopropoxycarbonylamino-3-
methyl-
butyrylamino)propanoate (EP-A 1028125); pyraclostrobin (The Pesticide Manual,
.13th
25 edition, p 900).
6-(3,4-dichloro-pheny1)-5-methy141,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-
(4-tert-
butylpheny1)-5-methy141,2,41triazolo[1,5-a]pyrimidine-7-ylamine, 5-methy1-6-
(3,5,5-
trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-methy1-6-octyl-
30 [1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-methy1-5-
octy141,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine, 6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-
ylamine, 5-
ethy1-6-octy141,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-ethy1-6-(3,5,5-
trimethyl-hexyl)-
[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-octy1-5-
propy111,2,4]triazolo[1,5-
a]pyrimidine-7-ylamine, 5-methoxymethy1-6-octy141,2,4]triazolo[1,5-
a]pyrimidine-7-yl-
35 amine, 6-octy1-5-trifluoromethy1[1,2,41triazolo[1,5-a]pyrimidine-7-
ylamine and 5-
trifluoromethy1-6-(3,5,5-trimethyl-hexy1)41,2,41triazolo[1,5-a]pyrimidine-7-
ylamine are
known from EP-A 71 792; EP-A 141 317; WO 03/009687; WO 05/087771; WO
05/087772; WO 05/087773; PCT/EP/05/002426; PCT/EP2006/050922; asn/or
PCT/EP2006/060399.

CA 02857075 2014-07-16
WO 2008/095913 PCT/EP2008/051375
14
N-(2',4'-difluorobipheny1-2-y1)-1-methyl-3-trifluoromethyl-1 H-pyrazole-4-
carboxamide;
N-(2',4'-dichlorobipheny1-2-y1)-1-methy1-3-trifluoromethyl-1H-pyrazole-4-
carboxa m id e;
N-(2',4'-difluorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide;
N-(2',4'-dichlorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide;
N-(2',5'-difluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide;
N-(2',5'-dichlorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1 H-pyrazole-4-
carboxamide;
N-(2',5'-difl uorobipheny1-2-y1)-3-d ifluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide;
N-(2',5'-dichlorobipheny1-2-y1)-3-d ifluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide;
N-(3',5'-difluorobipheny1-2-y1)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-
carboxamide;
N-(3',5'-dichlorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxa m id e,
N-(3',5'-difluorobipheny1-2-y1)-3-difluoromethyl-1-methyl-1H-pyrazole-4-
carboxamide;
N-(3',5'-dichlorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide;
N-(3'-fluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide;
N-(3'-chlorobipheny1-2-y1)-1-methy1-3-trifluoromethyl-1H-pyrazole-4-
carboxamide; N-(3'-
fluorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-carboxamide;
N-(3'-chlorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; N-(2'-
fluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-carboxamide; N-
(2'-
chlorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-carboxamide; N-
(2'-
fluorobipheny1-2-y1)-3-difluoromethy1-1-methy1-1 H-pyrazole-4-carboxamide; N-
(2'-
chlorbipheny1-2-y1)-3-difluoromethy1-1-methy1-1 H-pyrazole-4-ca rboxam id e; N-
(2'-fluoro-
4'-chloro-5'-methylbipheny1-2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide; N-(3',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-trifluoromethy1-1
H-pyrazole-
4-ca rboxa mid e; N-(3',4',5'-trifluorobi pheny1-2-y1)-1-methy1-3-d ifl
uoromethyl-1H-
pyrazole-4-carboxam id e; N-(2',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-
difluoromethyl-
1H-pyrazole-4-carboxamide; N-(3',4',5'-trifluorobipheny1-2-y1)-3-
chlorofluoromethy1-1-
methy1-1H-pyrazole-4-carboxamide; N42-(1,1,2,3,3,3-hexafluoropropoxy)pheny1]-1-
methy1-3-trifluoromethy1-1H-pyrazole-4-carboxamide; N-[2-(1,1,2,3,3,3-
hexafluoropropoxy)-pheny1]-3-difluoromethy1-1-m ethy1-1H-pyrazole-4-ca rboxa
mid e,
N-[2-(2-chloro-1,1,2-trifluoroethoxy)pheny1]-1-m ethy1-3-trifluoromethyl-1H-
pyrazole-4-
carboxamide; N42-(2-chlor-1,1,2-trifluoroethoxy)pheny11-3-difluoromethyl-1-
methyl-1H-
pyrazole-4-ca rboxa m id e; 4-ca rbons5ure-N42-(1,1,2,2-tetrafluoroeth
oxy)pheny1]-3-
d ifluo romethyl-1-methyl-1 H-pyrazole-4-ca rboxa m id e; N-[2-(1,1,2,2-
tetrafluoroethoxy)pheny1]-1-methy1-3-trifluoromethy1-1H-pyrazole-4-
carboxamide; N-(4'-
(trifluoromethylthio)bipheny1-2-y1)-3-difluoromethy1-1-methy1-1H-pyrazole-4-
carboxamide; and N-(4'-(trifluoromethylthio)bipheny1-2-y1)-1-methy1-3-
trifluoromethy1-
1H-pyrazole-4-carboxamide are known from WO 2006/087343, WO 2001/42223, WO
2005/34628, WO 2005/123689, WO 2005/123690, WO 2006/120219,
PCT/EP2006/064991, and/or EP application no. 06123463.9.

CA 02857075 2014-07-16
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PCT/EP2008/051375
One typical problem arising in the field of pest control lies in the need to
reduce the
dosage rates of the active ingredient in order to reduce or avoid unfavorable
environmental or toxicological effects whilst still allowing effective pest
control.
5 In regard to the instant invention the term pests embrace animal pests,
and harmful
fungi.
Another problem encountered concerns the need to have available pest control
agents
which are effective against a broad spectrum of pests, e.g. both animal pests
and
10 harmful fungi.
There also exists the need for pest control agents that combine knock-down
activity
with prolonged control, that is, fast action with long lasting action.
15 Another difficulty in relation to the use of pesticides is that the
repeated and exclusive
application of an individual pesticidal compound leads in many cases to a
rapid selec-
tion of pests, that means animal pests, and harmful fungi, which have
developed natu-
ral or adapted resistance against the active compound in question. Therefore
there is a
need for pest control agents that help prevent or overcome resistance.
Another problem underlying the present invention is the desire for
compositions that
improve plants, a process which is commonly and hereinafter referred to as
"plant
health". The term plant health comprises various sorts of improvements of
plants that
are not connected to the control of pests. For example, advantageous
properties that
may be mentioned are improved crop characteristics including: emergence, crop
yields,
protein content, oil content, starch content, more developed root system
(improved root
growth), improved stress tolerance (e.g. against drought, heat, salt, UV,
water, cold),
reduced ethylene (reduced production and/or inhibition of reception),
tillering increase,
increase in plant height, bigger leaf blade, less dead basal leaves, stronger
tillers,
greener leaf color, pigment content, photosynthetic activity, less input
needed (such as
fertilizers or water), less seeds needed, more productive tillers, earlier
flowering, early
grain maturity, less plant verse (lodging), increased shoot growth, enhanced
plant
vigor, increased plant stand and early and better germination; or any other
advantages
familiar to a person skilled in the art.
It was therefore an object of the present invention to provide pesticidal
mixtures which
solve the problems of reducing the dosage rate and / or enhancing the spectrum
of
activity and / or combining knock-down activity with prolonged control and /
or to resis-
tance management and/or promoting the health of plants.

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We have found that this object is in part or in whole achieved by the
combination of
active compounds defined in the outset.
Especially, it has been found that a mixture of a compound of formula I and
compound
5 IIA as defined in the outset show markedly enhanced action against pests
compared to
the control rates that are possible with the individual compounds and/or is
suitable for
improving the health of plants when applied to plants, parts of plants, seeds,
or at their
locus of growth.
10 Furthermore, it has been found that a mixture of a compound of formula
I, a nicotinic
receptor agonists/antagonists compound IIIA or an anthranilamide compound
IIIB,
compound IIB and/or compound IID as defined in the outset show markedly
enhanced
action against pests compared to the control rates that are possible with the
individual
compounds and/or is suitable for improving the health of plants when applied
to plants,
15 parts of plants, seeds, or at their locus of growth.
Furthermore, it has been found that mixtures of compound I, fungicidal
compound IIA,
fungicidal compound IIB and compound IID as defined in the outset show
markedly
enhanced action against pests compared to the control rates that are possible
with the
20 individual compounds and/or is suitable for improving the health of
plants when applied
to plants, parts of plants, seeds, or at their locus of growth.
In this connection, it has been found that a mixture of a compound of formula
I and
compound I IC as defined in the outset can be used for plant protection, since
also
25 these mixtures show markedly enhanced action against pests compared to
the control
rates that are possible with the individual compounds and/or is suitable for
improving
the health of plants when applied to plants, parts of plants, seeds, or at
their locus of
growth.
30 It has furthermore been found that the following mixtures can be used
for plant protec-
tion, since these mixtures show markedly enhanced action against fungal pests
com-
pared to the control rates that are possible with the individual compounds
and/or are
suitable for improving the health of plants when applied to plants, parts of
plants,
seeds, or at their locus of growth:
1) Fungicidal mixtures consisting of fungicidal compound IIB and IID as
defined
above.
2) Fungicidal mixtures consisting of three fungicidal compounds, wherein
two com-
pounds are selected from List B, wherein List B is defined above, and the
third
40 fungidical
compound is fungicidal compound IID selected from List D, which is
defined as List B plus pyracolostrobin.

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It has been found that the action of the inventive mixtures goes far beyond
the fungi-
cidal and/or insecticidal and/or plant health improving action of the active
compounds
present in the mixture alone.
Moreover, we have found that simultaneous, that is joint or separate,
application of a
compound I and compound IIA (and optionally one or two compounds IIB, or
optionally
compound IIB and compound IID) or successive application of a compound I and
the
compounds IIA (and IIB, IID) allows enhanced control of pests, that means
animal
pests, and harmful fungi, compared to the control rates that are possible with
the indi-
vidual compounds (synergistic mixtures).
Moreover, we have found that simultaneous, that is joint or separate,
application of a
compound I, a nicotinic receptor agonists/antagonists compound IIIA or an
anthranila-
mide compound IIIB, compound II B and/or compound IID or successive
application of a
compound I, a nicotinic receptor agonists/antagonists compound IIIA or an
anthranila-
mide compound III B and compounds IID allows enhanced control of pests, that
means
animal pests, and harmful fungi, compared to the control rates that are
possible with
the individual compounds (synergistic mixtures).
Moreover, we have found that simultaneous, that is joint or separate,
application of a
fungicidal compounds IIB and IID and optionally a third fungicidal compound
IIB or suc-
cessive application of two compound IIB and compound IID and optionally a
third fun-
gicidal compound IIB allows enhanced control of pests, that means harmful
fungi, com-
pared to the control rates that are possible with the individual compounds
(synergistic
mixtures).
Preferred are the inventive secondary mixtures containing fipronil as compound
I.
Preferred are the inventive tertiary mixtures containing fipronil as compound
I.
Preferred are the inventive quaternary mixtures containing fipronil as
compound I.
Preferred are the inventive secondary mixtures containing ethiprole as
compound I.
Preferred are the inventive tertiary mixtures containing ethiprole as compound
I.
Preferred are the inventive quaternary mixtures containing ethiprole as
compound I.
Preferred are the inventive mixtures wherein, when compound IIA is
fludioxonil, then
compounds II B1 and 11132 (or IID2) are not selected from bitertanol,
bromuconazole,
cyproconazole, difenoconazole, diniconazole, epoxiconazole, fenbuconazole,
fluquin-
conazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole,
metcona-
zole, myclobutanil, penconazole, propiconazole, prothioconazole, simeconazole,
tri-

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adimenol, triadimefon, tebuconazole, tetraconazole, triticonazole,
paclobutrazol, and
uniconazole-P.
Furthermore, inventive mixtures are preferred which do not contain
fludioxonil.
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound IIA selected from the list comprising azoles:,
difenoconazole, fen-
buconazole, fluquinconazole, flutriafol, ipconazole, tetraconazole,
triadimenol, triadime-
fon, triticonazole, cyazofamid, triflumizol, benomyl, carbendazim,
thiabendazole, eth-
aboxam, and hymexazole.
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound IIA selected from the list comprising strobilurins:
azoxystrobin,
dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, picoxystrobin,
and
trifloxystrobin;
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound IIA selected from the list comprising carboxamides:
carboxin,
benalaxyl, fenhexamid, flutolanil, furametpyr, metalaxyl, mefenoxam (metalwryl-
M),
ofurace, oxadixyl, oxycarboxin, penthiopyrad, thifluzamide, tiadinil,
fluopicolide (pico-
benzamid), and diclocymet.
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound IIA selected from the list comprising heterocylic
compounds:
pyrimethanil,
fenpiclonil, fludioxonil, iprodione, procymidone, famoxadone, fenamidone,
octhilinone,
probenazole, diclomezine, pyroquilon, proquinazid, tricyclazole, captafol,
captan, da-
zomet, fenoxanil, and quinoxyfen.
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound IIA selected from the list comprising carbamates: propineb
diethofencarb, iprovalicarb, propamocarb, and methyl 3-(4-chlorophenyI)-3-(2-
isopropoxycarbonylamino-3-methylbutyrylamino)propanoate.
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound IIA selected from the carboxamides as defined at the
outset, pref-
ereably the carboxamides, more preferably N-(2'-fluoro-4'-chloro-5'-methyl-
ibipheny1-2-
y1)-1-methyl-3-trifluoro-imethyl-1H-pyrazole-4 carboxamide, N-(3',4',5'-
trifluorobipheny1-
2-y1)-1-methy1-3-trifluoromethy1-1H-pyrazole-4-carboxamide, N-(3',4',5'-
trifluorobipheny1-2-y1)-1-methy1-3-difluoromethy1-1H-pyrazole-4-carboxamide, N-
(2',4',5'-trifluorobipheny1-2-y1)-1-methy1-3-difluoromethy1-1H-pyrazole-4-
carboxamide,

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N-(3',4',5'-trifluorobipheny1-2-y1)-3-chlorofluoromethy1-1-methy1-1H-pyrazole-
4-
carboxamide, N-(3' ,4' -dichloro-4-fluorobipheny1-2-y1)-3-difluoro-methy1-1-
methyl-
pyrazole-4-carboxamide, N-(3' ,4' -dichloro-5-fluorobipheny1-2-y1)-3-
difluoromethy1-
1-methylpyrazole-4-carboxamide, N-(2-(1,3-dimethylbutyI)-pheny1)-1,3-dimethyl-
5-
fluoro-1H-pyrazole-4-carboxylic acid amide, N-(cis-2-bicyclopropy1-2-yl-
pheny1)-3-
difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, N-(trans-2-
bicyclopropy1-
2-yl-pheny1)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, 3-
(difluoromethyl)-1-methyl-N-[1 ,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-
methanonaphthalen-5-y1]-1H-pyrazole-4carboxamide.
Especially preferred are secondary mixtures containing fipronil as compound I
and a
fungicidal compound 11A selected from the list comprising: guazatine;
streptomycin,
validamycin A; binapacryl, dinocap, dinobuton; dithianon, isoprothiolane;
fentin salts,
such as fentin-acetate; edifenphos, iprobenfos, fosetyl, pyrazophos,
chlorothalonil, di-
chlofluanid, flusulfamide, phthalide, quintozene, thiophanate-methyl,
tolylfluanid; cop-
per acetate, copper hydroxide, copper oxychloride, sulfur; cyflufenamid,
cymoxanil,
dimethirimol, ethirimol, furalaxyl, metrafenone and spiroxamine.
Also especially preferred are secondary mixtures containing fipronil as
compound land
a fungicidal compound IIA selected from the list comprising prothioconazole,
difeno-
conazole, flutriafol, triadimenol, fludioxonil, mefenoxam, metalaxyl,
azoxystronbin, tri-
floxystrobin.
Also especially preferred are tertiary mixtures containing fipronil as
compound land a
fungicidal compound IIA and fungicdal compound IIB selected from the list
comprising
triticonazole, tebuconazole, cyproconazole, prochloraz or thiram.
Also especially preferred are quarternary mixtures containing fipronil as
compound!
and a fungicidal compound IIA, fungicdal compound IIB and fungicidal compound
IID,
wherein compound I ID is pyraclostrobin.
In addition, with respect to their intended use, the following secondary
mixtures are
also especially preferred, wherein said mixtures contain fipronil as compound
1 and a
fungicidal compound IIC selected from the group consisting of cyproconazole,
epoxi-
conazole, hexaconazole, metcona-izole, propiconazole, tebu-con-iazole,
imazalil, pro-
chloraz, dimethomorph, aldimorph, dodemorph, fenpropi-morph, tridemorph, man-
cozeb, maneb, metam, metiram, ferbam, thiram, zineb, ziram and basic copper
sulfate.
Especially preferred are tertiary mixtures containing fipronil as compound l,
fungicidal
compound IIA, fungicidal compound IIB and pyraclostrobin.

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With respect to their intended use, the secondary, tertiary and quaternary
mixtures of
compound!, compound 11A (or compound IIC) and compounds I1B1 and compound
11D2 listed in the tables below are especially preferred. If compound IIA is
identical with
compound 11131 or IID2, the respective secondary (instead of tertiary) or
tertiary mixture
5 (instead of quarternay) is disclosed.
Table 1
Mixtures wherein compound I is fipronil, compound IIA is trifloxystrobin, and
the combi-
nation of compounds IIBI and 11D2 in each case corresponds to a row of Table
Q.
Table 2
Mixtures wherein compound 1 is fipronil, compound IIA is azoxystrobin, and the
combi-
nation of compounds I1B1 and 11D2 in each case corresponds to a row of Table
Q.
Table 3
Mixtures wherein compound 1 is fipronil, compound IIA is boscalid, and the
combination
of compounds 1181 and 11D2 in each case corresponds to a row of Table Q.
Table 4
Mixtures wherein compound I is fipronil, compound IIA is metalaxyl, and the
combina-
tion of compounds I IB1 and IID2 in each case corresponds to a row of Table Q.
Table 5
Mixtures wherein compound! is fipronil, compound 11A is metalaxyl-M, and the
combi-
nation of compounds 11131 and IID2 in each case corresponds to a row of Table
Q.
Table 6
Mixtures wherein compound I is fipronil, compound IIC is cyproconazole, and
the com-
bination of compounds 11131 and IID2 in each case corresponds to a row of
Table Q.
Table 7
Mixtures wherein compound 1 is fipronil, compound IIC is epoxiconazole, and
the com-
bination of compounds 11131 and IID2 in each case corresponds to a row of
Table Q.
Table 8
Mixtures wherein compound 1 is fipronil, compound IIA is fenbuconazole, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.

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Table 9
Mixtures wherein compound 1 is fipronil, compound IIA is fluquinconazole, and
the
combination of compounds 11131 and IID2 in each case corresponds to a row of
Table
Q.
Table 10
Mixtures wherein compound 1 is fipronil, compound IIA is flutriafol, and the
combination
of compounds 11B1 and IID2 in each case corresponds to a row of Table Q.
Table 11
Mixtures wherein compound 1 is fipronil, compound IIA is ipconazole, and the
combina-
tion of compounds I1B1 and II02 in each case corresponds to a row of Table Q.
Table 12
Mixtures wherein compound I is fipronil, compound IIC is metconazole, and the
combi-
nation of compounds 11131 and IID2 in each case corresponds to a row of Table
Q.
Table 13
Mixtures wherein compound 1 is fipronil, compound IIC is propiconazole, and
the com-
bination of compounds 1161 and IID2 in each case corresponds to a row of Table
Q.
Table 14
Mixtures wherein compound! is fipronil, compound IIC is tebuconazole, and the
com-
bination of compounds 11E31 and IID2 in each case corresponds to a row of
Table Q.
Table 15
Mixtures wherein compound 1 is fipronil, compound IIA is triadimenol, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
=> tritconazole is not in compound IIA listing
Table 16
Mixtures wherein compound 1 is fipronil, compound IIA is imazalil, and the
combination
of compounds 11E31 and IID2 in each case corresponds to a row of Table Q.
Table 17
Mixtures wherein compound! is fipronil, compound IIC is prochloraz, and the
combina-
tion of compounds 1181 and IID2 in each case corresponds to a row of Table Q.
Table 18
Mixtures wherein compound 1 is fipronil, compound IIA is carbendazim, and the
combi-
nation of compounds 11131 and IID2 in each case corresponds to a row of Table
Q.

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Table 19
Mixtures wherein compound 1 is fipronil, compound IIA is thiabendazole, and
the com-
bination of compounds 1161 and 11D2 in each case corresponds to a row of Table
Q.
Table 20
Mixtures wherein compound 1 is fipronil, compound IIA is ethaboxam, and the
combina-
tion of compounds I1B1 and II02 in each case corresponds to a row of Table Q.
Table 21
Mixtures wherein compound I is fipronil, compound IIA is hymexazole, and the
combi-
nation of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 22
Mixtures wherein compound! is fipronil, compound IIA is pyrimethanil, and the
combi-
nation of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 23
Mixtures wherein compound 1 is fipronil, compound IIA is fludioxonil, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 24
Mixtures wherein compound 1 is fipronil, compound IIC is aldimorph, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 25
Mixtures wherein compound 1 is fipronil, compound IIC is dodemorph, and the
combi-
nation of compounds I1B1 and 11D2 in each case corresponds to a row of Table
Q.
Table 26
Mixtures wherein compound 1 is fipronil, compound IIC is fenpropimorph, and
the com-
bination of compounds 1161 and IID2 in each case corresponds to a row of Table
Q.
Table 27
Mixtures wherein compound 1 is fipronil, compound IIA is iprodione, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 28
Mixtures wherein compound 1 is fipronil, compound 11A is captan, and the
combination
of compounds11B1 and IID2 in each case corresponds to a row of Table Q.

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Table 29
Mixtures wherein compound 1 is fipronil, compound IIA is fenoxanil, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
5 Table 30
Mixtures wherein compound! is fipronil, compound IIA is probenazole, and the
combi-
nation of compounds 11E31 and 11D2 in each case corresponds to a row of Table
Q.
Table 31
10 Mixtures wherein compound 1 is fipronil, compound IIC is mancozeb, and
the combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 32
Mixtures wherein compound 1 is fipronil, compound IIC is metiram, and the
combination
15 of compounds11131 and IID2 in each case corresponds to a row of Table Q.
Table 33
Mixtures wherein compound 1 is fipronil, compound IIC is thiram, and the
combination
of compounds I IBI and IID2 in each case corresponds to a row of Table Q.
Table 34
Mixtures wherein compound I is fipronil, compound IIC is ziram, and the
combination of
compounds 11B1 and IID2 in each case corresponds to a row of Table Q.
25 Table 35
Mixtures wherein compound 1 is fipronil, compound IIA is guazatin, and the
combination
of compounds 1181 and IID2 in each case corresponds to a row of Table Q.
Table 36
30 Mixtures wherein compound 1 is fipronil, compound IIA is thiophanate-
methyl, and the
combination of compounds 11131 and IID2 in each case corresponds to a row of
Table
Q.
Table 37
35 Mixtures wherein compound I is fipronil, compound IIA is chlorothalonil,
and the combi-
nation of compounds 1181 and II02 in each case corresponds to a row of Table
Q.
Table 38
Mixtures wherein compound I is fipronil, compound IIA is metrafenone, and the
combi-
40 nation of compounds 11E31 and 11D2 in each case corresponds to a row of
Table Q.

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Table 39
Mixtures wherein compound 1 is fipronil, compound IIA is difenoconazole, and
the com-
bination of compounds 11131 and IID2 in each case corresponds to a row of
Table Q.
Table 40
Mixtures wherein compound 1 is fipronil, compound IIA is N-(2'-fluoro-4'-
chloro-5'-
methyl-ibipheny1-2-y1)-1-methyl-3-trifluoro-imethyl-1H-pyrazole-4 carboxamide
and the
combination of compounds I1B1 and 11D2 in each case corresponds to a row of
Table
Q.
Table 41
Mixtures wherein compound 1 is fipronil, compound IIA is N-(3',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-trifluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds 11B1 and IID2 in each case corresponds to a row of Table Q.
Table 42
Mixtures wherein compound 1 is fipronil, compound IIA is N-(3',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds I1B1 and II02 in each case corresponds to a row of Table Q.
Table 43
Mixtures wherein compound! is fipronil, compound IIA is N-(2',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 44
Mixtures wherein compound! is fipronil, compound 11A is N-(3',4',5'-
trifluorobipheny1-2-
y1)-3-chlorofluoromethyl-l-methyl-1H-pyrazole-4-carboxamide, and the
combination of
compounds 11131 and IID2 in each case corresponds to a row of Table Q.
Table 45
Mixtures wherein compound! is fipronil, compound IIA is N-(3',4'-dichloro-4-
fluorobipheny1-2-y1)-3-difluoro-methyl-1-methyl-pyrazole-4-carboxamide, and
the com-
bination of compounds 11131 and IID2 in each case corresponds to a row of
Table Q.
Table 46
Mixtures wherein compound 1 is fipronil, compound IIA is N-(3',4'-dichloro-
5-fluorobipheny1-2-y1)-3-difluoromethy1-1-methylpyrazole-4-carboxamide, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.

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Table 47
Mixtures wherein compound 1 is fipronil, compound IIA is N-(2-(1,3-
dimethylbutyI)-
pheny1)-1,3-dimethyl-5-fiuoro-1H-pyrazole-4-carboxylic acid amide, and the
combina-
tion of compounds 11B1 and IID2 in each case corresponds to a row of Table Q.
5
Table 48
Mixtures wherein compound 1 is fipronil, compound IIA is N-(cis-2-
bicyclopropy1-2-yl-
pheny1)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, and the
com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 49
Mixtures wherein compound 1 is fipronil, compound IIA is N-(trans-2-
bicyclopropy1-2-yl-
pheny1)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 50
Mixtures wherein compound I is fipronil, compound IIA is 3-(difluoromethyl)-1-
methyl-N-
[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methanonaphthalen-5-y1]-1H-pyrazole-
4-
carboxamide, and the combination of compounds I1B1 and IID2 in each case corre-
sponds to a row of Table Q.
Table 51
Mixtures wherein compound! is ethiprole, compound 11A is trifioxystrobin, and
the
combination of compounds 11131 and 11D2 in each case corresponds to a row of
Table
Q.
Table 52
Mixtures wherein compound 1 is ethiprole, compound IIA is azoxystrobin, and
the com-
bination of compounds 11B1 and IID2 in each case corresponds to a row of Table
Q.
Table 53
Mixtures wherein compound I is ethiprole, compound IIA is boscalid, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 54
Mixtures wherein compound 1 is ethiprole, compound 11A is metalaxyl, and the
combi-
nation of compounds 11131 and IID2 in each case corresponds to a row of Table
Q.
Table 55
Mixtures wherein compound! is ethiprole, compound IIA is metalaxyl-M, and the
com-
bination of compounds 11E31 and IID2 in each case corresponds to a row of
Table Q.

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Table 56
Mixtures wherein compound 1 is ethiprole, compound IIC is cyproconazole, and
the
combination of compounds 11131 and IID2 in each case corresponds to a row of
Table
Q.
Table 57
Mixtures wherein compound 1 is ethiprole, compound IIC is epoxiconazole, and
the
combination of compounds 11B1 and IID2 in each case corresponds to a row of
Table
Q.
Table 58
Mixtures wherein compound! is ethiprole, compound IIA is fenbuconazole, and
the
combination of compounds 11E11 and IID2 in each case corresponds to a row of
Table
Q.
Table 59
Mixtures wherein compound! is ethiprole, compound IIA is fluquinconazole, and
the
combination of compounds 11131 and 11D2 in each case corresponds to a row of
Table
Q.
Table 60
Mixtures wherein compound 1 is ethiprole, compound IIA is flutriafol, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 61
Mixtures wherein compound 1 is ethiprole, compound IIA is ipconazole, and the
combi-
nation of compounds I IB1 and 11D2 in each case corresponds to a row of Table
Q.
Table 62
Mixtures wherein compound 1 is ethiprole, compound IIC is metconazole, and the
com-
bination of compounds 11B1 and IID2 in each case corresponds to a row of Table
Q.
Table 63
Mixtures wherein compound 1 is ethiprole, compound IIC is propiconazole, and
the
combination of compounds 11131 and IID2 in each case corresponds to a row of
Table
Q.

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Table 64
Mixtures wherein compound I is ethiprole, compound II is prothioconazole, and
the
combination of compounds I1B1 and 11D2 in each case corresponds to a row of
Table
Q.
Table 65
Mixtures wherein compound I is ethiprole, compound IIC is tebuconazole, and
the
combination of compounds I1B1 and 11D2 in each case corresponds to a row of
Table
Q.
Table 66
Mixtures wherein compound I is ethiprole, compound IIA is triadimenol, and the
combi-
nation of compounds I IB1 and 11D2 in each case corresponds to a row of Table
Q.
Table 67
Mixtures wherein compound I is ethiprole, compound IIC is imazalil, and the
combina-
tion of compounds 1161 and IID2 in each case corresponds to a row of Table Q.
Table 68
Mixtures wherein compound I is ethiprole, compound IIC is prochloraz, and the
combi-
nation of compounds11B1 and IID2 in each case corresponds to a row of Table Q.
Table 69
Mixtures wherein compound I is ethiprole, compound IIA is carbendazim, and the
com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 70
Mixtures wherein compound I is ethiprole, compound IIA is thiabendazole, and
the
combination of compounds I1B1 and IID2 in each case corresponds to a row of
Table
Q.
Table 71
Mixtures wherein compound I is ethiprole, compound IIA is ethaboxam, and the
combi-
nation of compounds 181 and II02 in each case corresponds to a row of Table Q.
Table 72
Mixtures wherein compound I is ethiprole, compound IIA is hymexazole, and the
com-
bination of compounds 1161 and IID2 in each case corresponds to a row of Table
Q.

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Table 73
Mixtures wherein compound 1 is ethiprole, compound IIA is pyrimethanil, and
the com-
bination of compounds I I B1 and IID2 in each case corresponds to a row of
Table Q.
Table 74
Mixtures wherein compound I is ethiprole, compound IIA is fludioxonil, and the
combi-
nation of compounds I1B1 and 11D2 in each case corresponds to a row of Table
Q.
Table 75
Mixtures wherein compound I is ethiprole, compound IIC is aldimorph, and the
combi-
nation of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 76
Mixtures wherein compound! is ethiprole, compound IIC is dodemorph, and the
com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 77
Mixtures wherein compound I is ethiprole, compound IIC is fenpropimorph, and
the
combination of compounds 11B1 and 11D2 in each case corresponds to a row of
Table
Q.
Table 78
Mixtures wherein compound I is ethiprole, compound IIA is iprodione, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 79
Mixtures wherein compound I is ethiprole, compound IIA is captan, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 80
Mixtures wherein compound 1 is ethiprole, compound IIA is fenoxanil, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 81
Mixtures wherein compound 1 is ethiprole, compound IIA is probenazole, and the
com-
bination of compounds 1161 and IID2 in each case corresponds to a row of Table
Q.
Table 82
Mixtures wherein compound 1 is ethiprole, compound IIC is mancozeb, and the
connbi-
nation of compounds I IB1 and 1102 in each case corresponds to a row of Table
Q.

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Table 83
Mixtures wherein compound 1 is ethiprole, compound IIC is metiram, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 84
Mixtures wherein compound I is ethiprole, compound IIC is thiram, and the
combination
of compounds I IB1 and IID2 in each case corresponds to a row of Table Q.
Table 85
Mixtures wherein compound I is ethiprole, compound IIC is ziram, and the
combination
of compounds 11B1 and IID2 in each case corresponds to a row of Table Q.
Table 86
Mixtures wherein compound I is ethiprole, compound IIA is guazatin, and the
combina-
tion of compounds 1161 and IID2 in each case corresponds to a row of Table Q.
Table 87
Mixtures wherein compound I is ethiprole, compound IIA is thiophanate-methyl,
and the
combination of compounds 11B1 and 11D2 in each case corresponds to a row of
Table
Q.
Table 88
Mixtures wherein compound I is ethiprole, compound IIA is chlorothalonil, and
the
combination of compounds 11131 and IID2 in each case corresponds to a row of
Table
Q.
Table 89
Mixtures wherein compound I is ethiprole, compound IIA is metrafenone, and the
com-
bination of compounds 1161 and IID2 in each case corresponds to a row of Table
Q.
Table 90
Mixtures wherein compound I is ethiprole, compound IIA is difenoconazole, and
the
combination of compounds 11B1 and IID2 in each case corresponds to a row of
Table
Q.
Table 91
Mixtures wherein compound 1 is fipronil, compound IIA is N-(3',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-trifluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds I IB1 and IID2 in each case corresponds to a row of Table Q.

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Table 92
Mixtures wherein compound 1 is fipronil, compound IIA is N-(3',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds 11131 and IID2 in each case corresponds to a row of Table Q.
5
Table 93
Mixtures wherein compound 1 is flpronil, compound IIA is N-(2',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 94
Mixtures wherein compound 1 is ethiprole, compound 11A is N-(3',4',5'-
trifluorobipheny1-
2-y1)-3-chlorofluoromethy1-1-methy1-1H-pyrazole-4-carboxamide, and the
combination
of compounds 11131 and IID2 in each case corresponds to a row of Table Q.
Table 95
Mixtures wherein compound 1 is ethiprole, compound IIA is N-(3',4'-dichloro-4-
fluorobipheny1-2-y1)-3-difluoro-methy1-1-methyl-pyrazole-4-carboxamide, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
Q.
Table 96
Mixtures wherein compound I is ethiprole, compound IIA is N-(3',4'-dichloro-
5-fluorobipheny1-2-y1)-3-difluoromethy1-1-methylpyrazole-4-carboxamide, and
the com-
bination of compounds 11131 and IID2 in each case corresponds to a row of
Table Q.
Table 97
Mixtures wherein compound 1 is ethiprole, compound IIA is N-(2-(1,3-
dimethylbutyI)-
pheny1)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid amide, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 98
Mixtures wherein compound 1 is ethiprole, compound IIA is N-(cis-2-
bicyclopropy1-2-yl-
pheny1)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, and the
com-
bination of compounds 11B1 and IID2 in each case corresponds to a row of Table
Q.
Table 99
Mixtures wherein compound 1 is ethiprole, compound IIA is N-(trans-2-
bicyclopropy1-2-
yl-pheny1)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, and
the
combination of compounds 11131 and 11D2 in each case corresponds to a row of
Table
Q.

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Table 100
Mixtures wherein compound I is ethiprole, compound IIA is 3-(difluoromethyl)-1-
methyl-
N-[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methanonaphthalen-5-y1]-1H-
pyrazole-
4carboxamide, and the combination of compounds II B1 and 11D2 in each case
corre-
sponds to a row of Table Q.
Table Q
Mixture No. Compound I1B1 Compound IID2
M-1 trifloxystrobin
M-2 trifloxystrobin orysatrobin
M-3 trifloxystrobin azoxystrobin
M-4 trifloxystrobin difenoconazole
M-5 trifloxystrobin boscalid
M-6 trifloxystrobin metalaxyl
M-7 trifloxystrobin cyproconazole
M-8 trifloxystrobin epoxiconazole
M-9 trifloxystrobin fenbuconazole
M-10 trifloxystrobin fluquinconazole
M-11 trifloxystrobin flutriafol
M-12 trifloxystrobin ipconazole
M-13 trifloxystrobin metconazole
M-14 trifloxystrobin propiconazole
M-15 trifloxystrobin prothioconazole
M-16 trifloxystrobin tebuconazole
M-17 trifloxystrobin triadimenol
M-18 trifloxystrobin triticonazole
M-19 trifloxystrobin imazalil
M-20 trifloxystrobin prochloraz
M-21 trifloxystrobin carbendazim
M-22 trifloxystrobin thiabendazole
M-23 trifloxystrobin ethaboxam
M-24 trifloxystrobin hymexazole
M-25 trifloxystrobin pyrimethanil
M-26 trifloxystrobin fludioxonil
M-27 trifloxystrobin aldimorph
M-28 trifloxystrobin dodemorph
M-29 trifloxystrobin fenpropimorph
M-30 trifloxystrobin iprodione
M-31 trifloxystrobin captan
M-32 trifloxystrobin fenoxanil

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Mixture No. Compound I1B1 Compound I I D2
M-33 trifloxystrobin probenazol
M-34 trifloxystrobin mancozeb
M-35 trifloxystrobin metiram
M-36 trifloxystrobin thiram
M-37 trifloxystrobin ziram
M-38 trifloxystrobin guazatin
M-39 trifloxystrobin thiophanate-methyl
M-40 trifloxystrobin chlorothalonil
M-41 trifloxystrobin metrafenone
M-42 trifloxystrobin pyraclostrobin
M-43 orysastrobin
M-44 orysastrobin azoxystrobin
M-45 orysastrobin difenoconazole
M-46 orysastrobin boscalid
M-47 orysastrobin metalaxyl
M-48 orysastrobin cyproconazole
M-49 orysastrobin epoxiconazole
M-50 orysastrobin fenbuconazole
M-51 orysastrobin fluquinconazole
M-52 orysastrobin flutriafol
M-53 orysastrobin ipconazole
M-54 orysastrobin metconazole
M-55 orysastrobin propiconazole
M-56 orysastrobin prothioconazole
M-57 orysastrobin tebuconazole
M-58 orysastrobin triadimenol
M-59 orysastrobin triticonazole
M-60 orysastrobin imazalil
M-61 orysastrobin prochloraz
M-62 orysastrobin carbendazim
M-63 orysastrobin thiabendazole
M-64 orysastrobin ethaboxam
M-65 orysastrobin hymexazole
M-66 orysastrobin pyrimethanil
M-67 orysastrobin fludioxonil
M-68 orysastrobin aldimorph
M-69 orysastrobin dodemorph
M-70 orysastrobin fenpropimorph _

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Mixture No. Compound I1B1 Compound IID2
M-71 orysastrobin iprodione
M-72 orysastrobin captan
M-73 orysastrobin fenoxanil
M-74 orysastrobin probenazol
M-75 orysastrobin mancozeb
M-76 orysastrobin metiram
M-77 orysastrobin thiram
M-78 orysastrobin ziram
M-79 orysastrobin guazatin
M-80 orysastrobin thiophanate-methyl
M-81 orysastrobin chlorothalonil
M-82 orysastrobin metrafenone
M-83 orysastrobin pyraclostrobin
M-84 azoxystrobin
M-85 azoxystrobin difenoconazole
M-86 azoxystrobin boscalid
M-87 azoxystrobin metalaxyl
M-88 azoxystrobin cyproconazole
M-89 azoxystrobin epoxiconazole
M-90 azoxystrobin fenbuconazole
M-91 azoxystrobin fluquinconazole
M-92 azoxystrobin flutriafol
M-93 azoxystrobin ipconazole
M-94 azoxystrobin metconazole
M-95 azoxystrobin propiconazole
M-96 azoxystrobin prothioconazole
M-97 azoxystrobin tebuconazole
M-98 azoxystrobin triadimenol
M-99 azoxystrobin triticonazole
M-100 azoxystrobin imazalil
M-101 azoxystrobin prochloraz
M-102 azoxystrobin carbendazim
M-103 azoxystrobin thiabendazole
M-104 azoxystrobin ethaboxam
M-105 azoxystrobin hymexazole
M-106 azoxystrobin pyrimethanil
M-107 azoxystrobin fludioxonil
M-108 azoxystrobin aldimorph

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Mixture No. Compound 11131 Compound 11D2
M-109 azoxystrobin dodemorph
M-110 azoxystrobin fenpropimorph
M-111 azoxystrobin iprodione
M-112 azoxystrobin captan
M-113 azoxystrobin fenoxanil
M-114 azoxystrobin probenazol
M-115 azoxystrobin mancozeb
M-116 azoxystrobin metiram
M-117 azoxystrobin thiram
M-118 azoxystrobin ziram
M-119 azoxystrobin guazatin
M-120 azoxystrobin thiophanate-methyl
M-121 azoxystrobin chlorothalonil
M-122 azoxystrobin metrafenone
M-123 azoxystrobin pyraclostrobin
M-124 difenoconazole
M-125 difenoconazole boscalid
M-126 difenoconazole metalaxyl
M-127 difenoconazole cyproconazole
M-128 difenoconazole epoxiconazole
M-129 difenoconazole fenbuconazole
M-130 difenoconazole fluquinconazole
M-131 difenoconazole flutriafol
M-132 difenoconazole ipconazole
M-133 difenoconazole metconazole
M-134 difenoconazole propiconazole
M-135 difenoconazole prothioconazole
M-136 difenoconazole tebuconazole
M-137 difenoconazole triadimenol
M-138 difenoconazole triticonazole
M-139 difenoconazole imazalil
M-140 difenoconazole prochloraz
M-141 difenoconazole carbendazim
M-142 difenoconazole thiabendazole
M-143 difenoconazole ethaboxam
M-144 difenoconazole hymexazole
M-145 difenoconazole pyrimethanil
M-146 difenoconazole fludioxonil

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Mixture No. Compound 181 Compound IID2
M-147 difenoconazole aldimorph
M-148 difenoconazole dodemorph
M-149 difenoconazole fenpropimorph
M-150 difenoconazole iprodione
M-151 difenoconazole captan
M-152 difenoconazole fenoxanil
M-153 difenoconazole probenazol
M-154 difenoconazole mancozeb
M-155 difenoconazole metiram
M-156 difenoconazole thiram
M-157 difenoconazole ziram
M-158 difenoconazole guazatin
M-159 difenoconazole thiophanate-methyl
M-160 difenoconazole chlorothalonil
M-161 difenoconazole metrafenone
M-162 difenoconazole pyraclostrobin
M-163 boscalid
M-164 boscalid metalaxyl
M-165 boscalid cyproconazole
M-166 boscalid epoxiconazole
M-167 boscalid fenbuconazole
M-168 boscalid fluquinconazole
M-169 boscalid flutriafol
M-170 boscalid ipconazole
M-171 boscalid metconazole
M-172 boscalid propiconazole
M-173 boscalid prothioconazole
M-174 boscalid tebuconazole
M-175 boscalid triadimenol
M-176 boscalid triticonazole
M-177 boscalid imazalil
M-178 boscalid prochloraz
M-179 boscalid carbendazim
M-180 boscalid thiabendazole
M-181 boscalid ethaboxam
M-182 boscalid hymexazole
M-183 boscalid pyrimethanil
M-184 boscalid fludioxonil

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Mixture No. Compound I1B1 Compound IID2
M-185 boscalid aldimorph
M-186 boscalid dodemorph
M-187 boscalid fenpropimorph
M-188 boscalid iprodione
M-189 boscalid captan
M-190 boscalid fenoxanil
M-191 boscalid probenazol
M-192 boscalid mancozeb
M-193 boscalid metiram
M-194 boscalid thiram
M-195 boscalid ziram
M-196 boscalid guazatin
M-197 boscalid thiophanate-methyl
M-198 boscalid chlorothalonil
M-199 boscalid metrafenone
M-200 boscalid pyraclostrobin
M-201 metalaxyl
M-202 metalaxyl cyproconazole
M-203 metalaxyl epoxiconazole
M-204 metalaxyl fenbuconazole
M-205 metalaxyl fluquinconazole
M-206 metalaxyl flutriafol
M-207 metalaxyl ipconazole
M-208 metalaxyl metconazole
M-209 metalaxyl propiconazole
M-210 metalaxyl prothioconazole
M-211 metalaxyl tebuconazole
M-212 metalaxyl triadimenol
M-213 metalaxyl triticonazole
M-214 metalaxyl imazalil
M-215 metalaxyl prochloraz
M-216 metalaxyl carbendazim
M-217 metalaxyl thiabendazole
M-218 metalaxyl ethaboxam
M-219 metalaxyl hymexazole
M-220 metalaxyl pyrimethanil
M-221 metalaxyl fludioxonil
M-222 metalaxyl aldimorph

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Mixture No. Compound I1B1 Compound IID2
M-223 metalaxyl dodemorph
M-224 metalaxyl fenpropi morph
M-225 metalaxyl iprodione
M-226 metalaxyl captan
M-227 metalaxyl fenoxanil
M-228 metalaxyl probenazol
M-229 metalaxyl mancozeb
M-230 metalaxyl metiram
M-231 metalaxyl thiram
M-232 metalaxyl ziram
M-233 metalaxyl guazatin
M-234 metalaxyl thiophanate-methyl
M-235 metalaxyl chlorothalonil
M-236 metalaxyl metrafenone
M-237 metalaxyl pyraclostrobin
M-238 cyproconazole
M-239 cyproconazole epoxiconazole
M-240 cyproconazole fenbuconazole
M-241 cyproconazole fluquinconazole
M-242 cyproconazole flutriafol
M-243 cyproconazole ipconazole
M-244 cyproconazole metconazole
M-245 cyproconazole propiconazole
M-246 cyproconazole prothioconazole
M-247 cyproconazole tebuconazole
M-248 cyproconazole triadimenol
M-249 cyproconazole triticonazole
M-250 cyproconazole imazalil
M-251 cyproconazole prochloraz
M-252 cyproconazole carbendazim
M-253 cyproconazole thiabendazole
M-254 cyproconazole ethaboxam
M-255 cyproconazole hymexazole
M-256 cyproconazole pyrimethanil
M-257 cyproconazole fludioxonil
M-258 cyproconazole aldimorph
M-259 cyproconazole dodemorph
M-260 cyproconazole fenpropimorph

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Mixture No. Compound I1B1 Compound I ID2
M-261 cyproconazole iprodione
M-262 cyproconazole captan
M-263 cyproconazole fenoxanil
M-264 cyproconazole probenazol
M-265 cyproconazole mancozeb
M-266 cyproconazole metiram
M-267 cyproconazole thiram
M-268 cyproconazole ziram
M-269 cyproconazole guazatin
M-270 cyproconazole thiophanate-methyl
M-271 cyproconazole chlorothalonil
M-272 cyproconazole metrafenone
M-273 cyproconazole pyraclostrobin
M-274 epoxiconazole
M-275 epoxiconazole fenbuconazole
M-276 epoxiconazole fluquinconazole
M-277 epoxiconazole flutriafol
M-278 epoxiconazole ipconazole
M-279 epoxiconazole metconazole
M-280 epoxiconazole propiconazole
M-281 epoxiconazole prothioconazole
M-282 epoxiconazole tebuconazole
M-283 epoxiconazole triadimenol
M-284 epoxiconazole triticonazole
M-285 epoxiconazole imazalil
M-286 epoxiconazole prochloraz
M-287 epoxiconazole carbendazim
M-288 epoxiconazole thiabendazole
M-289 epoxiconazole ethaboxam
M-290 epoxiconazole hymexazole
M-291 epoxiconazole pyrimethanil
M-292 epoxiconazole fludioxonil
M-293 epoxiconazole aldimorph
M-294 epoxiconazole dodemorph
M-295 epoxiconazole fenpropimorph
M-296 epoxiconazole iprodione
M-297 epoxiconazole captan
M-298 epoxiconazole fenoxanil

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Mixture No. Compound I IB1 Compound 11D2
M-299 epoxiconazole probenazol
M-300 epoxiconazole mancozeb
M-301 epoxiconazole metiram
M-302 epoxiconazole thiram
M-303 epoxiconazole ziram
M-304 epoxiconazole guazatin
M-305 epoxiconazole thiophanate-methyl
M-306 epoxiconazole chlorothalonil
M-307 epoxiconazole metrafenone
M-308 epoxiconazole pyraclostrobin
M-309 fenbuconazole
M-310 fenbuconazole fluquinconazole
M-311 fenbuconazole flutriafol
M-312 fenbuconazole ipconazole
M-313 fenbuconazole metconazole
M-314 fenbuconazole propiconazole
M-315 fenbuconazole prothioconazole
M-316 fenbuconazole tebuconazole
M-317 fenbuconazole triadimenol
M-318 fenbuconazole triticonazole
M-319 fenbuconazole imazalil
M-320 fenbuconazole prochloraz
M-321 fenbuconazole carbendazim
M-322 fenbuconazole thiabendazole
M-323 fenbuconazole ethaboxam
M-324 fenbuconazole hymexazole
M-325 fenbuconazole pyrimethanil
M-326 fenbuconazole fludioxonil
M-327 fenbuconazole aldimorph
M-328 fenbuconazole dodemorph
M-329 fenbuconazole fenpropimorph
M-330 fenbuconazole iprodione
M-331 fenbuconazole captan
M-332 fenbuconazole fenoxanil
M-333 fenbuconazole probenazol
M-334 fenbuconazole mancozeb
M-335 fenbuconazole metiram
M-336 fenbuconazole thiram

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Mixture No. Compound I1B1 Compound IID2
M-337 fenbuconazole ziram
M-338 fenbuconazole guazatin
M-339 fenbuconazole thiophanate-methyl
M-340 fenbuconazole chlorothalonil
M-341 fenbuconazole metrafenone
M-342 fenbuconazole pyraclostrobin
M-343 fluquinconazole
M-344 fluquinconazole flutriafol
M-345 fluquinconazole ipconazole
M-346 fluquinconazole metconazole
M-347 fluquinconazole propiconazole
M-348 fluquinconazole prothioconazole
M-349 fluquinconazole tebuconazole
M-350 fluquinconazole triadimenol
M-351 fluquinconazole triticonazole
M-352 fluquinconazole imazalil
M-353 fluquinconazole prochloraz
M-354 fluquinconazole carbendazim
M-355 fluquinconazole thiabendazole
M-356 fluquinconazole ethaboxam
M-357 fluquinconazole hymexazole
M-358 fluquinconazole pyrimethanil
M-359 fluquinconazole fludioxonil
M-360 fluquinconazole aldimorph
M-361 fluquinconazole dodemorph
M-362 fluquinconazole fenpropimorph
M-363 fluquinconazole iprodione
M-364 fluquinconazole captan
M-365 fluquinconazole fenoxanil
M-366 fluquinconazole probenazol
M-367 fluquinconazole mancozeb
M-368 fluquinconazole metiram
M-369 fluquinconazole thiram
M-370 fluquinconazole ziram
M-371 fluquinconazole guazatin
M-372 fluquinconazole thiophanate-methyl
M-373 fluquinconazole chlorothalonil
M-374 fluquinconazole metrafenone

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Mixture No. Compound 11E31 Compound I I D2
M-375 fluquinconazole pyraclostrobin
M-376 flutriafol
M-377 flutriafol ipconazole
M-378 flutriafol metconazole
M-379 flutriafol propiconazole
M-380 flutriafol prothioconazole
M-381 flutriafol tebuconazole
M-382 flutriafol triadimenol
M-383 flutriafol triticonazole
M-384 flutriafol imazalil
M-385 flutriafol prochloraz
M-386 flutriafol carbendazim
M-387 flutriafol thiabendazole
M-388 flutriafol ethaboxam
M-389 flutriafol hymexazole
M-390 flutriafol pyrimethanil
M-391 flutriafol fludioxonil
M-392 flutriafol aldimorph
M-393 flutriafol dodemorph
M-394 flutriafol fenpropimorph
M-395 flutriafol iprodione
M-396 flutriafol captan
M-397 flutriafol fenoxanil
M-398 flutriafol probenazol
M-399 flutriafol mancozeb
M-400 flutriafol metiram
M-401 flutriafol thiram
M-402 flutriafol ziram
M-403 flutriafol guazatin
M-404 flutriafol thiophanate-methyl
M-405 flutriafol chlorothalonil
M-406 flutriafol metrafenone
M-407 flutriafol pyraclostrobin
M-408 ipconazole
M-409 ipconazole metconazole
M-410 ipconazole propiconazole
M-411 ipconazole prothioconazole
M-412 ipconazole tebuconazole

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Mixture No. Compound 181 Compound IID2
M-413 ipconazole triadimenol
M-414 ipconazole triticonazole
M-415 ipconazole imazalil
M-416 ipconazole prochloraz
M-417 ipconazole carbendazim
M-418 ipconazole thiabendazole
M-419 ipconazole ethaboxam
M-420 ipconazole hymexazole
M-421 ipconazole pyrimethanil
M-422 ipconazole fludioxonil
M-423 ipconazole aldimorph
M-424 ipconazole dodemorph
M-425 ipconazole fenpropimorph
M-426 ipconazole iprodione
M-427 ipconazole captan
M-428 ipconazole fenoxanil
M-429 ipconazole probenazol
M-430 ipconazole mancozeb
M-431 ipconazole metiram
M-432 ipconazole thiram
M-433 ipconazole ziram
M-434 ipconazole guazatin
M-435 ipconazole thiophanate-methyl
M-436 ipconazole chlorothalonil
M-437 ipconazole metrafenone
M-438 ipconazole pyraclostrobin
M-439 metconazole
M-440 metconazole propiconazole
M-441 metconazole prothioconazole
M-442 metconazole tebuconazole
M-443 metconazole triadimenol
M-444 metconazole triticonazole
M-445 metconazole imazalil
M-446 metconazole prochloraz
M-447 metconazole carbendazim
M-448 metconazole thiabendazole
M-449 metconazole ethaboxam
M-450 metconazole hymexazole

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Mixture No. Compound I1B1 Compound IID2
M-451 metconazole pyrimethanil
M-452 metconazole fludioxonil
M-453 metconazole aldimorph
M-454 metconazole dodemorph
M-455 metconazole fenpropimorph
M-456 metconazole iprodione
M-457 metconazole captan
M-458 metconazole fenoxanil
M-459 metconazole probenazol
M-460 metconazole mancozeb
M-461 metconazole metiram
M-462 metconazole thiram
M-463 metconazole ziram
M-464 metconazole guazatin
M-465 metconazole thiophanate-methyl
M-466 metconazole chlorothalonil
M-467 metconazole metrafenone
M-468 metconazole pyraclostrobin
M-469 propiconazole -
M-470 propiconazole prothioconazole
M-471 propiconazole tebuconazole
M-472 propiconazole triadimenol
M-473 propiconazole triticonazole
M-474 propiconazole imazalil
M-475 propiconazole prochloraz
M-476 propiconazole carbendazim
M-477 propiconazole thiabendazole
M-478 propiconazole ethaboxam
M-479 propiconazole hymexazole
M-480 propiconazole pyrimethanil
M-481 propiconazole fludioxonil
M-482 propiconazole aldimorph
M-483 propiconazole dodemorph
M-484 propiconazole fenpropimorph
M-485 propiconazole iprodione
M-486 propiconazole captan
M-487 propiconazole fenoxanil
M-488 propiconazole probenazol

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Mixture No. Compound I1B1 Compound IID2
M-489 propiconazole ma ncozeb
M-490 propiconazole metiram
M-491 propiconazole thiram
M-492 propiconazole ziram
M-493 propiconazole guazatin
M-494 propiconazole thiophanate-methyl
M-495 propiconazole chlorothalonil
M-496 propiconazole metrafenone
M-497 propiconazole pyraclostrobin
M-498 prothioconazole
M-499 prothioconazole tebuconazole
M-500 prothioconazole triadimenol
M-501 prothioconazole triticonazole
M-502 prothioconazole imazalil
M-503 prothioconazole prochloraz
M-504 prothioconazole carbendazim
M-505 prothioconazole thiabendazole
M-506 prothioconazole ethaboxam
M-507 prothioconazole hymexazole
M-508 prothioconazole pyrimethanil
M-509 prothioconazole fludioxonil
M-510 prothioconazole aldimorph
M-511 prothioconazole dodemorph
M-512 prothioconazole fenpropimorph
M-513 prothioconazole iprodione
M-514 prothioconazole captan
M-515 prothioconazole fenoxanil
M-516 prothioconazole probenazol
M-517 prothioconazole mancozeb
M-518 prothioconazole metiram
M-519 prothioconazole thiram
M-520 prothioconazole ziram
M-521 prothioconazole guazatin
M-522 prothioconazole thiophanate-methyl
M-523 prothioconazole chlorothalonil
M-524 prothioconazole metrafenone
M-525 prothioconazole pyraclostrobin
M-526 tebuconazole

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Mixture No. Compound 11E31 Compound IID2
M-527 tebuconazole triadimenol
M-528 tebuconazole triticonazole
M-529 tebuconazole imazalil
M-530 tebuconazole prochloraz
M-531 tebuconazole carbendazim
M-532 tebuconazole thiabendazole
M-533 tebuconazole ethaboxam
M-534 tebuconazole hymexazole
M-535 tebuconazole pyrimethanil
M-536 tebuconazole fludioxonil
M-537 tebuconazole aldimorph
M-538 tebuconazole dodemorph
M-539 tebuconazole fenpropimorph
M-540 tebuconazole iprodione
M-541 tebuconazole captan
M-542 tebuconazole fenoxanil
M-543 tebuconazole probenazol
M-544 tebuconazole mancozeb
M-545 tebuconazole metiram
M-546 tebuconazole thiram
M-547 tebuconazole ziram
M-548 tebuconazole guazatin
M-549 tebuconazole thiophanate-methyl
M-550 tebuconazole chlorothalonil
M-551 tebuconazole metrafenone
M-552 tebuconazole pyraclostrobin
M-553 triadimenol
M-554 triadimenol triticonazole
M-555 triadimenol imazalil
M-556 triadimenol prochloraz
M-557 triadimenol carbendazim
M-558 triadimenol thiabendazole
M-559 triadimenol ethaboxam
M-560 triadimenol hymexazole
M-561 triadimenol pyrimethanil
M-562 triadimenol fludioxonil
M-563 triadimenol aldimorph
M-564 triadimenol dodemorph

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Mixture No. Compound I1B1 Compound IID2
M-565 triadimenol fenpropimorph
M-566 triadimenol iprodione
M-567 triadimenol captan
M-568 triadimenol fenoxanil
M-569 triadimenol probenazol
M-570 triadimenol mancozeb
M-571 triadimenol metiram
M-572 triadimenol thiram
M-573 triadimenol ziram
M-574 triadimenol guazatin
M-575 triadimenol thiophanate-methyl
M-576 triadimenol chlorothalonil
M-577 triadimenol metrafenone
M-578 triadimenol pyraclostrobin
M-579 triticonazole -
M-580 triticonazole imazalil
M-581 triticonazole prochloraz
M-582 triticonazole carbendazim
M-583 triticonazole thiabendazole
M-584 triticonazole ethaboxam
M-585 triticonazole hymexazole
M-586 triticonazole pyrimethanil
M-587 triticonazole fludioxonil
M-588 triticonazole aldimorph
M-589 triticonazole dodemorph
M-590 triticonazole fenpropi morph
M-591 triticonazole iprodione
M-592 triticonazole captan
M-593 triticonazole fenoxanil
M-594 triticonazole probenazol
M-595 triticonazole mancozeb
M-596 triticonazole metiram
M-597 triticonazole thiram
M-598 triticonazole ziram
M-599 triticonazole guazatin
M-600 triticonazole thiophanate-methyl
M-601 triticonazole chlorothalonil
M-602 triticonazole metrafenone

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Mixture No. Compound I1B1 Compound IID2
M-603 triticonazole pyraclostrobin
M-604 imazalil
M-605 imazalil prochloraz
M-606 imazalil carbendazim
M-607 imazalil thiabendazole
M-608 imazalil ethaboxam
M-609 imazalil hymexazole
M-610 imazalil pyrimethanil
M-611 imazalil fludioxonil
M-612 imazalil aldimorph
M-613 imazalil dodemorph
M-614 imazalil fenpropimorph
M-615 imazalil iprodione
M-616 imazalil captan
M-617 imazalil fenoxanil
M-618 imazalil probenazol
M-619 imazalil mancozeb
M-620 imazalil metiram
M-621 imazalil thiram
M-622 imazalil ziram
M-623 imazalil guazatin
M-624 imazalil thiophanate-methyl
M-625 imazalil chlorothalonil
M-626 imazalil metrafenone
M-627 imazalil pyraclostrobin
M-628 prochloraz
M-629 prochloraz carbendazim
M-630 prochloraz thiabendazole
M-631 prochloraz ethaboxam
M-632 prochloraz hymexazole
M-633 prochloraz pyrimethanil
M-634 prochloraz fludioxonil
M-635 prochloraz aldimorph
M-636 prochloraz dodemorph
M-637 prochloraz fenpropimorph
M-638 prochloraz iprodione
M-639 prochloraz captan
M-640 prochloraz fenoxanil

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Mixture No. Compound 11E11 Compound IID2
M-641 prochloraz probenazol
M-642 prochloraz mancozeb
M-643 prochloraz metiram
M-644 prochloraz thiram
M-645 prochloraz ziram
M-646 prochloraz guazatin
M-647 prochloraz thiophanate-methyl
M-648 prochloraz chlorothalonil
M-649 prochloraz metrafenone
M-650 prochloraz pyraclostrobin
M-651 carbendazim
M-652 carbendazim thiabendazole
M-653 carbendazim ethaboxam
M-654 carbendazim hymexazole
M-655 carbendazim pyrimethanil
M-656 carbendazim fludioxonil
M-657 carbendazim aldimorph
M-658 carbendazim dodemorph
M-659 carbendazim fenpropimorph
M-660 carbendazim iprodione
M-661 carbendazim captan
M-662 carbendazim fenoxanil
M-663 carbendazim probenazol
M-664 carbendazim mancozeb
M-665 carbendazim metiram
M-666 carbendazim thiram
M-667 carbendazim ziram
M-668 carbendazim guazatin
M-669 carbendazim thiophanate-methyl
M-670 carbendazim chlorothalonil
M-671 carbendazim metrafenone
M-672 carbendazim pyraclostrobin
M-673 thiabendazole
M-674 thiabendazole ethaboxam
M-675 thiabendazole hymexazole
M-676 thiabendazole pyrimethanil
M-677 thiabendazole fludioxonil
M-678 thiabendazole aldimorph

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Mixture No. Compound I1B1 Compound IID2
M-679 thiabendazole dodemorph
M-680 thiabendazole fenpropi morph
M-681 thiabendazole iprodione
M-682 thiabendazole captan
M-683 thiabendazole fenoxanil
M-684 thiabendazole probenazol
M-685 thiabendazole mancozeb
M-686 thiabendazole metiram
M-687 thiabendazole thiram
M-688 thiabendazole ziram
M-689 thiabendazole guazatin
M-690 thiabendazole thiophanate-methyl
M-691 thiabendazole chlorothalonil
M-692 thiabendazole metrafenone
M-693 thiabendazole pyraclostrobin
M-694 ethaboxam -
M-695 ethaboxam hymexazole
M-696 ethaboxam pyrimethanil
M-697 ethaboxam fludioxonil
M-698 ethaboxam aldimorph
M-699 ethaboxam dodemorph
M-700 ethaboxam fenpropimorph
M-701 ethaboxam iprodione
M-702 ethaboxam captan
M-703 ethaboxam fenoxanil
M-704 ethaboxam probenazol
M-705 ethaboxam mancozeb
M-706 ethaboxam metiram
M-707 ethaboxam thiram
M-708 ethaboxam ziram
M-709 ethaboxam guazatin
M-710 ethaboxam thiophanate-methyl
M-711 ethaboxam chlorothalonil
M-712 ethaboxam metrafenone
M-713 ethaboxam pyraclostrobin
M-714 hymexazole -
M-715 hymexazole pyrimethanil
M-716 hymexazole fludioxonil

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Mixture No. Compound I1B1 Compound IID2
M-717 hymexazole aldimorph
M-718 hymexazole dodemorph
M-719 hymexazole fenpropimorph
M-720 hymexazole iprodione
M-721 hymexazole captan
M-722 hymexazole fenoxanil
M-723 hymexazole probenazol
M-724 hymexazole mancozeb
M-725 hymexazole metiram
M-726 hymexazole thiram
M-727 hymexazole ziram
M-728 hymexazole guazatin
M-729 hymexazole thiophanate-methyl
M-730 hymexazole chlorothalonil
M-731 hymexazole metrafenone
M-732 hymexazole pyraclostrobin
M-733 pyrimethanil
M-734 pyrimethanil fludioxonil
M-735 pyrimethanil aldimorph
M-736 pyrimethanil dodemorph
M-737 pyrimethanil fenpropimorph
M-738 pyrimethanil iprodione
M-739 pyrimethanil captan
M-740 pyrimethanil fenoxanil
M-741 pyrimethanil probenazol
M-742 pyrimethanil mancozeb
M-743 pyrimethanil metiram
M-744 pyrimethanil thiram
M-745 pyrimethanil ziram
M-746 pyrimethanil guazatin
M-747 pyrimethanil thiophanate-methyl
M-748 pyrimethanil chlorothalonil
M-749 pyrimethanil metrafenone
M-750 pyrimethanil pyraclostrobin
M-751 fludioxonil
M-752 fludioxonil aldimorph
M-753 fludioxonil dodemorph
M-754 fludioxonil fenpropimorph

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Mixture No. Compound 11E11 Compound IID2
M-755 fludioxonil iprodione
M-756 fludioxonil captan
M-757 fludioxonil fenoxanil
M-758 fludioxonil probenazol
M-759 fludioxonil mancozeb
M-760 fludioxonil metiram
M-761 fludioxonil thiram
M-762 fludioxonil ziram
M-763 fludioxonil guazatin
M-764 fludioxonil thiophanate-methyl
M-765 fludioxonil chlorothalonil
M-766 fludioxonil metrafenone
M-767 fludioxonil pyraclostrobin
M-768 aldimorph
M-769 aldimorph dodemorph
M-770 aldimorph fenpropimorph
M-771 aldimorph iprodione
M-772 aldimorph captan
M-773 aldimorph fenoxanil
M-774 aldimorph probenazol
M-775 aldimorph mancozeb
M-776 aldimorph metiram
M-777 aldimorph thiram
M-778 aldimorph ziram
M-779 aldimorph guazatin
M-780 aldimorph thiophanate-methyl
M-781 aldimorph chlorothalonil
M-782 aldimorph metrafenone
M-783 aldimorph pyraclostrobin
M-784 dodemorph
M-785 dodemorph fenpropimorph
M-786 dodemorph iprodione
M-787 dodemorph captan
M-788 dodemorph fenoxanil
M-789 dodemorph probenazol
M-790 dodemorph mancozeb
M-791 dodemorph metiram
M-792 dodemorph thiram

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Mixture No. Compound I1B1 Compound IID2
M-793 dodemorph ziram
M-794 dodemorph guazatin
M-795 dodemorph thiophanate-methyl
M-796 dodemorph chlorothalonil
M-797 dodemorph metrafenone
M-798 dodemorph pyraclostrobin
M-799 fenpropimorph
M-800 fenpropimorph iprodione
M-801 fenpropimorph captan
M-802 fenpropimorph fenoxanil
M-803 fenpropimorph probenazol
M-804 fenpropimorph mancozeb
M-805 fenpropimorph metiram
M-806 fenpropimorph thiram
M-807 fenpropimorph ziram
M-808 fenpropimorph guazatin
M-809 fenpropimorph thiophanate-methyl
M-810 fenpropimorph chlorothalonil
M-811 fenpropimorph metrafenone
M-812 fenpropimorph pyraclostrobin
M-813 iprodione
M-814 iprodione captan
M-815 iprodione fenoxanil
M-816 iprodione probenazol
M-817 iprodione mancozeb
M-818 iprodione metiram
M-819 iprodione thiram
M-820 iprodione ziram
M-821 iprodione guazatin
M-822 iprodione thiophanate-methyl
M-823 iprodione chlorothalonil
M-824 iprodione metrafenone
M-825 iprodione pyraclostrobin
M-826 captan
M-827 captan fenoxanil
M-828 captan probenazol
M-829 captan mancozeb
M-830 captan metiram

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Mixture No. Compound I1B1 Compound IID2
M-831 captan thiram
M-832 captan ziram
M-833 captan guazatin
M-834 captan thiophanate-methyl
M-835 captan chlorothalonil
M-836 captan metrafenone
M-837 captan pyraclostrobin
M-838 fenoxanil
M-839 fenoxanil probenazol
M-840 fenoxanil mancozeb
M-841 fenoxanil metiram
M-842 fenoxanil thiram
M-843 fenoxanil ziram
M-844 fenoxanil guazatin
M-845 fenoxanil thiophanate-methyl
M-846 fenoxanil chlorothalonil
M-847 fenoxanil metrafenone
M-848 fenoxanil pyraclostrobin
M-849 probenazol
M-850 probenazol mancozeb
M-851 probenazol metiram
M-852 probenazol thiram
M-853 probenazol ziram
M-854 probenazol guazatin
M-855 probenazol thiophanate-methyl
M-856 probenazol chlorothalonil
M-857 probenazol metrafenone
M-858 probenazol pyraclostrobin
M-859 mancozeb
M-860 mancozeb metiram
M-861 mancozeb thiram
M-862 mancozeb ziram
M-863 mancozeb guazatin
M-864 mancozeb thiophanate-methyl
M-865 mancozeb chlorothalonil
M-866 mancozeb metrafenone
M-867 mancozeb pyraclostrobin
M-868 metiram

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Mixture No. Compound I1B1 Compound IID2
M-869 metiram thiram
M-870 metiram ziram
M-871 metiram guazatin
M-872 metiram thiophanate-methyl
M-873 metiram chlorothalonil
M-874 metiram metrafenone
M-875 metiram pyraclostrobin
M-876 thiram
M-877 thiram ziram
M-878 thiram guazatin
M-879 thiram thiophanate-methyl
M-880 thiram chlorothalonil
M-881 thiram metrafenone
M-882 thiram pyraclostrobin
M-883 ziram
M-884 ziram guazatin
M-885 ziram thiophanate-methyl
M-886 ziram chlorothalonil
M-887 ziram metrafenone
M-888 ziram pyraclostrobin
M-889 guazatin
M-890 guazatin thiophanate-methyl
M-891 guazatin chlorothalonil
M-892 guazatin metrafenone
M-893 guazatin pyraclostrobin
M-894 thiophanate-methyl -
M-895 thiophanate-methyl chlorothalonil
M-896 thiophanate-methyl metrafenone
M-897 thiophanate-methyl pyraclostrobin
M-898 chlorothalonil
M-899 chlorothalonil metrafenone
M-900 chlorothalonil pyraclostrobin
M-901 metrafenone
M-902 metrafenone pyraclostrobin
In a particular preferred embodiment, the present invention comprises the
following
tertiary and quaternay mixtures:

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Table 1'
Mixtures wherein compound 1 is fipronil, compound IIA is trifloxystrobin, and
the combi-
nation of compounds I1B1 and IID2 in each case corresponds to a mixture set
forth in
Table S.
5
Table 2'
Mixtures wherein compound 1 is fipronil, compound IIA is azoxystrobin, and the
combi-
nation of compounds 11131 and IID2 in each case corresponds to a mixture set
forth in
Table S.
Table 3'
Mixtures wherein compound 1 is fipronil, compound IIA is metalaxyl, and the
combina-
tion of compounds IIBI and IID2 in each case corresponds to a mixture set
forth in Ta-
ble S.
Table 4'
Mixtures wherein compound 1 is fipronil, compound IIA is metalaxyl-M, and the
combi-
nation of compounds 11131 and IID2 in each case corresponds to a mixture set
forth in
Table S.
Table 5'
Mixtures wherein compound 1 is fipronil, compound IIC is cyproconazole, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a mixture set
forth in
Table S.
Table 6'
Mixtures wherein compound 1 is fipronil, compound IIA is flutriafol, and the
combination
of compounds 11131 and IID2 in each case corresponds to a mixture set forth in
Table S.
Table 7'
Mixtures wherein compound 1 is fipronil, compound IIC is tebuconazole, and the
com-
bination of compounds I1B1 and IID2 in each case corresponds to a mixture set
forth in
Table S.
Table 8'
Mixtures wherein compound! is fipronil, compound IIA is triadimenol, and the
combina-
tion of compounds 11131 and IID2 in each case corresponds to a mixture set
forth in Ta-
ble S.

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Table 9'
Mixtures wherein compound I is fipronil, compound IIC is prochloraz, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a mixture set
forth in Ta-
ble S.
Table 10'
Mixtures wherein compound I is fipronil, compound IIA is fludioxonil, and the
combina-
tion of compounds I1B1 and IID2 in each case corresponds to a mixture set
forth in Ta-
ble S.
Table 11'
Mixtures wherein compound I is fipronil, compound IIC is thiram, and the
combination
of compounds I1B1 and IID2 in each case corresponds to a mixture set forth in
Table S.
Table 12'
Mixtures wherein compound I is fipronil, compound IIA is difenoconazole, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a mixture set
forth in
Table S.
Table S
Mixture Mixture Mixture Mixture
No No
S-1. M-1
as disclosed in Table Q S-53. M-247 as disclosed in Table Q
S-2. M-3
as disclosed in Table Q S-54. M-248 as disclosed in Table Q
S-3. M-4
as disclosed in Table Q S-55. M-249 as disclosed in Table Q
S-4. M-6
as disclosed in Table Q S-56. M-251 as disclosed in Table Q
S-5. M-7
as disclosed in Table Q S-57. M-257 as disclosed in Table Q
S-6. M-
11 as disclosed in Table Q S-58. M-267 as disclosed in Table Q
S-7. M-
15 as disclosed in Table Q S-59. M-273 as disclosed in Table Q
S-8. M-
16 as disclosed in Table Q S-60. M-376 as disclosed in Table Q
S-9. M-
17 as disclosed in Table Q S-61. M-380 as disclosed in Table Q
S-10. M-
18 as disclosed in Table Q S-62. M-381 as disclosed in Table Q
S-11. M-
20 as disclosed in Table Q S-63. M-382 as disclosed in Table Q
S-12. M-
26 as disclosed in Table Q S-64. M-383 as disclosed in Table Q
S-13. M-
36 as disclosed in Table Q S-65. M-385 as disclosed in Table Q
S-14. M-
42 as disclosed in Table Q S-66. M-391 as disclosed in Table Q
S-15. M-
84 as disclosed in Table Q S-67. M-401 as disclosed in Table Q
S-16. M-
85 as disclosed in Table Q S-68. M-407 as disclosed in Table Q
S-17. M-
87 as disclosed in Table Q S-69. M-498 as disclosed in Table Q
S-18. M-
88 as disclosed in Table Q S-70. M-499 as disclosed in Table Q

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Mixture Mixture Mixture Mixture
No No
S-19. M-92 as
disclosed in Table Q S-71. M-500 as disclosed in Table Q
S-20. M-96 as
disclosed in Table Q S-72. M-501 as disclosed in Table Q
S-21. M-97 as
disclosed in Table Q S-73. M-503 as disclosed in Table Q
S-22. M-98 as
disclosed in Table Q 8-74. M-509 as disclosed in Table Q
S-23. M-99 as
disclosed in Table Q S-75. M-519 as disclosed in Table Q
S-24. M-101 as
disclosed in Table Q S-76. M-525 as disclosed in Table Q
S-25. M-107 as
disclosed in Table Q S-77. M-526 as disclosed in Table Q
S-26. M-117 as
disclosed in Table Q S-78. M-527 as disclosed in Table Q
S-27. M-123 as
disclosed in Table Q S-79. M-528 as disclosed in Table Q
S-28. M-126 as
disclosed in Table Q S-80. M-530 as disclosed in Table Q
S-29. M-127 as
disclosed in Table Q S-81. M-536 as disclosed in Table Q
S-30. M-131 as
disclosed in Table Q S-82. M-546 as disclosed in Table Q
S-31. M-135 as
disclosed in Table Q S-83. M-552 as disclosed in Table Q
S-32. M-136 as
disclosed in Table Q S-84. M-553 as disclosed in Table Q
S-33. M-137 as
disclosed in Table Q S-85. M-554 as disclosed in Table Q
S-34. M-138 as
disclosed in Table Q S-86. M-556 as disclosed in Table Q
S-35. M-140 as
disclosed in Table Q S-87. M-562 as disclosed in Table Q
S-36. M-146 as
disclosed in Table Q S-88. M-572 as disclosed in Table Q
8-37. M-156 as disclosed in Table Q S-89. M-578 as
disclosed in Table Q
S-38. M-162 as
disclosed in Table Q S-90. M-579 as disclosed in Table Q
S-39. M-201 as
disclosed in Table Q S-91. M-581 as disclosed in Table Q
S-40. M-202 as
disclosed in Table Q S-92. M-587 as disclosed in Table Q
S-41. M-206 as
disclosed in Table Q S-93. M-597 as disclosed in Table Q
S-42. M-210 as
disclosed in Table Q S-94. M-603 as disclosed in Table Q
S-43. M-211 as
disclosed in Table Q S-95. M-628 as disclosed in Table Q
S-44. M-212 as
disclosed in Table Q 8-96. M-634 as disclosed in Table Q
S-45. M-213 as
disclosed in Table Q S-97. M-644 as disclosed in Table Q
S-46. M-215 as
disclosed in Table Q 3-98. M-650 as disclosed in Table Q
S-47. M-221 as
disclosed in Table Q S-99. M-751 as disclosed in Table Q
S-48. M-231 as
disclosed in Table Q S-100. M-876 as disclosed in Table Q
S-49. M-237 as
disclosed in Table Q S-101. M-761 as disclosed in Table Q
S-50. M-238 as
disclosed in Table Q S-102. M-767 as disclosed in Table Q
S-51. m-242 as
disclosed in Table Q 8-103. M-882 as disclosed in Table Q
S-52. M-246 as disclosed in Table Q
The inventive mixtures can further contain one or more insecticidal compound
III. The
following list of insecticides together with which the inventive mixtures
according to the

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invention can be used, is intended to illustrate the possible combinations,
but not to
impose any limitation:
A.1. Organo(thio)phosphates: acephate, azamethiphos, azinphos-ethyl, azinphos-
methyl, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos,
chlorpyrifos-
methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos/ DDVP,
dicro-
tophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos,
famphur,
fenamiphos, fenitrothion, fenthion, flupyrazophos, fosthiazate, heptenophos,
isoxathion,
malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos,
naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate,
phor-
ate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos,
propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep,
tebupirim-
fos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos,
trichlorfon, vamido-
thion;
A.2. Carbamates: aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim,
butoxy-
carboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb,
formetanate,
furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb,
pro-
poxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate;
A.3. Pyrethroids: acrinathrin, allethrin, d-cis-trans allethrin, d-trans
allethrin, bifenthrin,
bioallethrin, bioallethrin S-cylclopentenyl, bioresmethrin, cycloprothrin,
cyfluthrin, beta-,
yfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin,
alpha-
cyperm ethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin,
cyphenothrin,
deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin,
fenvalerate, flu-
cythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, permethrin,
phenothrin,
prallethrin, resmethrin, RU 15525, silafluofen, tefluthrin, tetramethrin,
tralomethrin,
transfluthrin, ZXI 8901;
A.4. Juvenile hormone mimics: hydroprene, kinoprene, methoprene, fenoxycarb,
pyriproxyfen;
A.5. Nicotinic receptor agonists/antagonists compounds: acetamiprid,
bensultap, cartap
hydrochloride, clothianidin, dinotefuran, imidacloprid, thiamethoxam,
nitenpyram, nico-
tine, spinosad (allosteric agonist), thiacloprid, thiocyclam, thiosultap-
sodium, and
AKD1022.
A.6. GABA gated chloride channel antagonist compounds: chlordane, endosulfan,
gamma-HCH (lindane); acetoprole, pyrafluprole, pyriprole, vaniliprole, the
phenylpyra-
zole compound of formula r

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0 S
II
CFc-S\ ______________________________________ ?L-NH2
H2N NI¨
(r)
ci 401 Cl
cF3
,
A.7. Chloride channel activators: abamectin, emamectin benzoate, milbemectin,
le-
pimectin;
5 A.8. METI I compounds: fenazaquin, fenpyroximate, pyrimidifen, pyridaben,
tebufen-
pyrad, tolfenpyrad, flufenerim, rotenone;
A.9. METI II and III compounds: acequinocyl, fluacyprim, hydramethylnon;
10 A.10. Uncouplers of oxidative phosphorylation: chlorfenapyr, DNOC;
A.11. Inhibitors of oxidative phosphorylation: azocyclotin, cyhexatin,
diafenthiuron, fen-
butatin oxide, propargite, tetradifon;
15 A.12. Moulting disruptors: cyromazine, chromafenozide, halofenozide,
methoxy-
fenozide, tebufenozide;
A.13. Synergists: piperonyl butoxide, tribufos;
20 A.14. Sodium channel blocker compounds: indoxacarb, metaflumizone;
A.15. Fumigants: methyl bromide, chloropicrin sulfuryl fluoride;
A.16. Selective feeding blockers: crylotie, pymetrozine, flonicamid;
A.17. Mite growth inhibitors: clofentezine, hexythiazox, etoxazole;
A.18. Chitin synthesis inhibitors: buprofezin, bistrifluron, chlorfluazuron,
diflubenzuron,
flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron,
te-
30 flubenzuron, triflumuron;
A.19. Lipid biosynthesis inhibitors: spirodiclofen, spiromesifen,
spirotetramat;

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A.20. octapaminergic agonsits: amitraz;
A.21. ryanodine receptor modulators: flubendiamide;
5 A.22. Various: aluminium phosphide, amidoflumet, benclothiaz,
benzoximate,
bifenazate, borax, bromopropylate, cyanide, cyenopyrafen, cyflumetofen,
chi nomethionate, dicofol, fluoroacetate, phosphine, pyridalyl,
pyrifluquinazon, sulfur,
tartar emetic;
10 A.23. N-R'-2,2-dihalo-1-R"cyclo-propanecarboxamide-2-(2,6-dichloro-
a,a,a -tri-fluoro-
p-tolyl)hydrazone or N-R'-2,2-di(R")propionamide-2-(2,6-dichloro- a,a,a -
trifluoro-p-
toly1)-hydrazone, wherein R' is methyl or ethyl, halo is chloro or bromo, R"
is hydrogen
or methyl and R" is methyl or ethyl;
15 A.24. Anthranilamides: chloranthraniliprole, the compound of formula r2
cH3 0 ,Br
NC =(r2)
o
H,C¨N
H =
A.25. Malononitrile compounds: CF3(CH2)2C(CN)2CH2(CF2)3CF2H,
CF3(CH2)2C(CN)2CH2(CF2)5CF2H, CF3(CH2)2C(CN)2(CH2)2C(CF3)2F,
CF3(CH2)2C(CN)2(CH2)2(CF2)3CF3, CF2H(CF2)3CH2C(CN)2CH2(CF2)3CF2H,
20 CF3(CH2)2C(CN)2CH2(CF2)3CF3, CF3(CF2)2CH2C(CN)2CH2(CF2)3CF2H,
CF3CF2CH2C(CN)2CH2(CF2)3CF2H, 2-(2,2,3,3,4,4,5,5-octafluoropenty1)-2-
(3,3,4,4,4-
pentafluorobuty1)-malonodinitrile, and CF2HCF2CF2CF2CH2C(CN)2CH2CH2CF2CF3;
A.26. Microbial disruptors: Bacillus thuringiensis subsp. lsraelensi, Bacillus
sphaericus,
25 Bacillus thuringiensis subsp. Aizawai, Bacillus thuringiensis subsp.
Kurstaki, Bacillus
thuringiensis subsp. Tenebrionis;
The commercially available compounds of the list above may be found in The
Pesticide
Manual, 13th Edition, British Crop Protection Council (2003) among other
publications.
Thioamides of formula and their preparation have been described in WO
98/28279.
Lepimectin is known from Agro Project, PJB Publications Ltd, November 2004.
Ben-
clothiaz and its preparation have been described in EP-A1 454621. Methidathion
and
Paraoxon and their preparation have been described in Farm Chemicals Handbook,
35 Volume 88, Meister Publishing Company, 2001. Acetoprole and its
preparation have

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been described in WO 98/28277. Metaflumizone and its preparation have been de-
scribed in EP-A1 462 456. Flupyrazofos has been described in Pesticide Science
54,
1988, p.237-243 and in US 4822779. Pyrafluprole and its preparation have been
de-
scribed in JP 2002193709 and in WO 01/00614. Pyriprole and its preparation
have
been described in WO 98/45274 and in US 6335357. Amidoflumet and its
preparation
have been described in US 6221890 and in JP 21010907. Flufenerim and its
prepara-
tion have been described in WO 03/007717 and in WO 03/007718. AKD 1022 and its
preparation have been described in US 6300348. Chloranthraniliprole has been
de-
scribed in WO 01/70671, WO 03/015519 and WO 05/118552. Anthranilamide deriva-
tives of formula r2 have been described in WO 01/70671, WO 04/067528 and WO
05/118552. Cyflumetofen and its preparation have been described in WO
04/080180.
The aminoquinazolinone compound pyrifluquinazon has been described in EP A 109
7932. The malononitrile compounds CF3(CH2)2C(CN)2CH2(CF2)3CF2H,
CF3(CH2)2C(CN)2CH2(CF2)5CF2H, CF3(CH2)2C(CN)2(CH2)2C(CF3)2F,
CF3(CH2)2C(CN)2(CH2)2(CF2)3CF3, CF2H(CF2)3CH2C(CN)2CH2(CF2)3CF2H,
CF3(CH2)2C(CN)2CH2(CF2)3CF3, CF3(CF2)2CH2C(CN)2CH2(CF2)3CF2H,
CF3CF2CH2C(CN)2CH2(CF2)3CF2H, 2-(2,2,3,3,4,4,5,5-octafluoropentyI)-2-
(3,3,4,4,4-
pentafluorobuty1)-malonodinitrile, and CF2HCF2CF2CF2CH2C(CN)2CH2CH2CF2CF3
have been described in WO 05/63694.
Preferred mixing partners are pyrethroids, especially alpha-cypermethrin,
anthranila-
mides, especially chloranthraniliprole, the compound of formula G2
CH3 0 / Br
NC 41 N 1µ1"¨N
(G2)
N
0 Lzzz.),
H3C¨N
nicotinic receptor agonists/antagonists compounds, especially acetamiprid,
clothianidin,
dinotefuran, imidacloprid, thiamethoxam, nitenpyram, thiacloprid. Most
preferred part-
ners are clothianidin and imidacloprid.
As mentioned above, the present invention also comprises mixtures comprising,
as
active components
(1) an insecticidal compound I selected from fipronil and ethiprole;
(2) a nicotinic receptor agonists/antagonists compound II IA;
(3) and compound IIB and/or compound IID selected from List D, which is
defined as
List B plus pyracolostrobin.

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In a preferred embodiment, the nicotinic receptor agonists/antagonists
compound III is
acetamiprid, clothianidin, dinotefuran, imidacloprid, thiamethoxam, nitenpyram
or thia-
cloprid. In a more preferred embodiment, the nicotinic receptor
agonists/antagonists
compound III is clothianidin, thiamethoxam or imidacloprid, wherein
chlothianidin is
most preferred.
Preferred are also quarternary mixtures containing fipronil as compound I,
clothianidin
as compound IIIA and compounds IID and compound IIB.
Preferred are also quarternary mixtures containing fipronil as compound I,
imidacloprid
as compound IIIA and compounds IID and compound IIB.
Preferred are also quarternary mixtures containing fipronil as compound 1,
thiameth-
oxam as compound IIIA and and compounds 11D and compound IIB.
Especially preferred are also tertiary mixtures containing fipronil as
compound I,
clothianidin and triticonazole.
Especially preferred are also tertiary mixtures containing fipronil as
compound I,
clothianidin and pyraclostrobin.
Especially preferred are also mixtures containing fipronil, clothianidin,
pyraclostrobin
and prochloraz.
Especially preferred are also mixtures containing fipronil, clothianidin,
pyraclostrobin
and triticonazole.
Especially preferred are also mixtures containing fipronil, clothianidin,
pyraclostrobin
and thiophanate-methyl.
Especially preferred are also mixtures containing fipronil, clothianidin,
pyraclostrobin
and thiophanate-methyl.
Preferred are also mixtures wherein compound 1 is fipronil, compound IIIA is
clothianidin, and the combination of compounds 11131 and IID2 in each case
corre-
sponds to a row of Table Q.
More preferred are also mixtures, wherein compound 1 is fipronil, compound
111A is
clothianidin, and the combination of compounds I1B1 and IID2 in each case
corre-
sponds to a row of Table S.

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Preferred are also mixtures wherein compound I is fipronil, compound IIIA is
imidaclo-
prid, and the combination of compounds 11131 and IID2 in each case corresponds
to a
row of Table Q.
More preferred are also mixtures, wherein compound I is fipronil, compound
IIIA is imi-
dacloprid, and the combination of compounds 11B1 and IID2 in each case
corresponds
to a row of Table S.
Preferred are also mixtures wherein compound I is fipronil, compound IIIA is
thiameth-
oxam, and the combination of compounds I1B1 and IID2 in each case corresponds
to a
row of Table Q.
More preferred are also mixtures, wherein compound 1 is fipronil, compound
IIIA is
thiamethoxam, and the combination of compounds I1B1 and IID2 in each case
corre-
sponds to a row of Table S.
As mentioned above, the present invention also comprises mixtures comprising,
as
active components
(1) an insecticidal compound I selected from fipronil and ethiprole;
(2) an anthranilamide compound IIIB;
(3) and compound IIB and/or compound IID selected from List D, which is
defined as
List B plus pyracolostrobin.
In a preferred embodiment, compound IIIB is chloranthraniliprole.
In a further preferred embodiment, compound IIIB is the compound of formula
G2.
Preferred are also quarternary mixtures containing fipronil as compound I,
compound
IIIB and compounds IID and compound 11B.
Especially preferred are also tertiary mixtures containing fipronil as
compound I, chlor-
anthraniliprole and compounds IID and compound IIB.
Preferred are also mixtures wherein compound 1 is fipronil, compound IIIB is
chloran-
thraniliprole, and the combination of compounds I1B1 and IID2 in each case
corre-
sponds to a row of Table Q.
More preferred are also mixtures, wherein compoundl is fipronil, compound IIIB
is
chloranthraniliprole, and the combination of compounds 11E31 and IID2 in each
case
corresponds to a row of Table S.

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Preferred are also mixtures wherein compound 1 is fipronil, compound 111B is
is the
compound of formula G2., and the combination of compounds II B1 and 11D2 in
each
case corresponds to a row of Table Q.
More preferred are also mixtures, wherein compound I is fipronil, compound
IIIB is the
compound of formula G2, and the combination of compounds 11131 and IID2 in
each
case corresponds to a row of Table S.
As mentioned above, the present invention also comprises fungicidal
synergistic mix-
tures consisting of compound IIB and compound IID. Preferred are the
combinations of
compound I1B1 and 11D2 as set forth in Table R.
Table R corresponds to table Q, however excluding the mixture numbers M-1, M-
43,
M-84, M-124, M-163, M-201, M-238, M-274, M-309, M-343, M-376, M-408, M-439, M-
469, M-498, M-526, M-553, M-579, M-604, M-628, M-651, M-673, M-694, M-714, M-
733, M-751, M-768, M-784, M-799, M-813, M-826, M-838, M-849, M-859, M-868, M-
876, M-883, M-889, M-894, M-898 and M-901, which just represent single
compound
I1B1 and no compound IID2.
The present invention also comprises mixtures of three fungicidal compounds,
wherein
two compounds are selected from List B, as defined above, and the third
fungidical
compound is fungicidal compound IID in synergistically effective amounts.
With respect to their intended use, the following tertiary fungicidal mixtures
are espe-
cially preferred:
Table 1"
Mixtures wherein compound IIB is trifloxystrobin, and the combination of
compounds
I1B1 and 11D2 in each case corresponds to a row of Table R.
Table 2"
Mixtures wherein compound 11B is azoxystrobin, and the combination of
compounds
181 and IID2 in each case corresponds to a row of Table R.
Table 3"
Mixtures wherein compound 11B is boscalid, and the combination of compounds
1161
and IID2 in each case corresponds to a row of Table R.

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Table 4"
Mixtures wherein compound 11B is metalaxyl, and the combination of compounds
11131
and 11D2 in each case corresponds to a row of Table R.
5 Table 5"
Mixtures wherein compound IIB is metalaxyl-M, and the combination of compounds
11B1 and IID2 in each case corresponds to a row of Table R.
Table 6"
10 Mixtures wherein compound IIB is cyproconazole, and the combination of
compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 7"
Mixtures wherein compound IIB is epoxiconazole, and the combination of
compounds
15 11131 and IID2 in each case corresponds to a row of Table R.
Table 8"
Mixtures wherein compound 11B is fenbuconazole, and the combination of
compounds
11B1 and IID2 in each case corresponds to a row of Table R.
Table 9"
Mixtures wherein compound IIB is fluquinconazole, and the combination of
compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 10"
Mixtures wherein compound IIB is flutriafol, and the combination of compounds
I1B1
and 11D2 in each case corresponds to a row of Table R.
Table 11"
Mixtures wherein compound IIB is ipconazole, and the combination of compounds
I1B1
and IID2 in each case corresponds to a row of Table R.
Table 12"
Mixtures wherein compound IIB is metconazole, and the combination of compounds
11131 and IID2 in each case corresponds to a row of Table R.
Table 13"
Mixtures wherein compound IIB is propiconazole, and the combination of
compounds
11131 and IID2 in each case corresponds to a row of Table R.

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Table 14"
Mixtures wherein compound! is ethiprole, compound!! is prothioconazole, and
the
combination of compounds I1B1 and IID2 in each case corresponds to a row of
Table
R.
Table 15"
Mixtures wherein compound IIB is tebuconazole, and the combination of
compounds
11B1 and IID2 in each case corresponds to a row of Table R.
Table 16"
Mixtures wherein compound IIB is triadimenol, and the combination of compounds
11131
and IID2 in each case corresponds to a row of Table R.
Table 17"
Mixtures wherein compound IIB is imazalil, and the combination of compounds
11B1
and IID2 in each case corresponds to a row of Table R.
Table 18"
Mixtures wherein compound IIB is prochloraz, and the combination of compounds
11131
and IID2 in each case corresponds to a row of Table R.
Table 19"
Mixtures wherein compound IIB is carbendazim, and the combination of compounds
11131 and IID2 in each case corresponds to a row of Table R.
Table 20"
Mixtures wherein compound IIB is thiabendazole, and the combination of
compounds
I1B1 and 1102 in each case corresponds to a row of Table R.
Table 21"
Mixtures wherein compound IIB is ethaboxam, and the combination of compounds
11E31
and IID2 in each case corresponds to a row of Table R.
Table 22"
Mixtures wherein compound IIB is hymexazole, and the combination of compounds
11131 and IID2 in each case corresponds to a row of Table R.
Table 23"
Mixtures wherein compound IIB is pyrimethanil, and the combination of
compounds
I1B1 and IID2 in each case corresponds to a row of Table R.

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Table 24"
Mixtures wherein compound IIB is fludioxonil, and the combination of compounds
1161
and IID2 in each case corresponds to a row of Table R.
Table 25"
Mixtures wherein compound IIB is aldimorph, and the combination of compounds
I1B1
and 11D2 in each case corresponds to a row of Table R.
Table 26"
Mixtures wherein compound IIB is dodemorph, and the combination of compounds
11131
and IID2 in each case corresponds to a row of Table R.
Table 27"
Mixtures wherein compound IIB is fenpropimorph, and the combination of
compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 28"
Mixtures wherein compound IIB is iprodione, and the combination of compounds
I1B1
and IID2 in each case corresponds to a row of Table R.
Table 29"
Mixtures wherein compound IIB is captan, and the combination of compounds 11B1
and
IID2 in each case corresponds to a row of Table R.
Table 30"
Mixtures wherein compound IIB is fenoxanil, and the combination of compounds
11B1
and IID2 in each case corresponds to a row of Table R.
Table 31"
Mixtures wherein compound IIB is probenazole, and the combination of compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 32"
Mixtures wherein compound IIB is mancozeb, and the combination of compounds
I1B1
and IID2 in each case corresponds to a row of Table R.
Table 33"
Mixtures wherein compound IIB is metiram, and the combination of compounds
11B1
and IID2 in each case corresponds to a row of Table R.

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Table 34"
Mixtures wherein compound IIB is thiram, and the combination of compounds I1B1
and
IID2 in each case corresponds to a row of Table R.
Table 35"
Mixtures wherein compound IIB is ziram, and the combination of compounds I1B1
and
IID2 in each case corresponds to a row of Table R.
Table 36"
Mixtures wherein compound IIB is guazatin, and the combination of compounds
I1B1
and IID2 in each case corresponds to a row of Table R.
Table 37"
Mixtures wherein compound IIB is thiophanate-methyl, and the combination of
com-
pounds I1B1 and IID2 in each case corresponds to a row of Table R.
Table 38"
Mixtures wherein compound IIB is chlorothalonil, and the combination of
compounds
11131 and IID2 in each case corresponds to a row of Table R.
Table 39"
Mixtures wherein compound IIB is metrafenone, and the combination of compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 40"
Mixtures wherein compound IIB is difenoconazole, and the combination of
compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 41"
Mixtures wherein compound IIB is triticonazole, and the combination of
compounds
I1B1 and IID2 in each case corresponds to a row of Table R.
Table 42"
Mixtures wherein compoundl is fipronil, compound IIA is N-(3',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-trifluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds I1B1 and IID2 in each case corresponds to a row of Table Q.
Table 43"
Mixtures wherein compound I is fipronil, compound IIA is N-(3',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds 11131 and IID2 in each case corresponds to a row of Table R.

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Table 44"
Mixtures wherein compound I is fipronil, compound IIA is N-(2',4',5'-
trifluorobipheny1-2-
y1)-1-methy1-3-difluoromethyl-1H-pyrazole-4-carboxamide, and the combination
of
compounds 11B1 and IID2 in each case corresponds to a row of Table R.
Table 45"
Mixtures wherein compound 1 is ethiprole, compound IIA is N-(3',4',5'-
trifluorobipheny1-
2-y1)-3-chlorofluoromethy1-1-methy1-1H-pyrazole-4-carboxamide, and the
combination
of compounds11B1 and IID2 in each case corresponds to a row of Table R.
Table 46"
Mixtures wherein compound I is ethiprole, compound IIA is N-(3',4'-dichloro-4-
fluorobipheny1-2-y1)-3-difluoro-methy1-1-methyl-pyrazole-4-carboxamide, and
the com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
R.
Table 47"
Mixtures wherein compound 1 is ethiprole, compound IIA is N-(3',4'-dichloro-
5-fluorobipheny1-2-y1)-3-difluoromethyl-1-methylpyrazole-4-carboxamide, and
the com-
bination of compounds 161 and IID2 in each case corresponds to a row of Table
R.
Table 48"
Mixtures wherein compound I is ethiprole, compound IIA is N-(2-(1,3-
dimethylbutyI)-
pheny1)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid amide, and the
combina-
tion of compounds 11B1 and IID2 in each case corresponds to a row of Table R.
Table 49"
Mixtures wherein compound I is ethiprole, compound IIA is N-(cis-2-
bicyclopropy1-2-yl-
pheny1)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, and the
com-
bination of compounds I1B1 and IID2 in each case corresponds to a row of Table
R.
Table 50"
Mixtures wherein compound I is ethiprole, compound 11A is N-(trans-2-
bicyclopropy1-2-
yl-pheny1)-3-difluoro-methyl-1-methyl-1H-pyrazole-4-carboxylic acid amide, and
the
combination of compounds I1B1 and 11D2 in each case corresponds to a row of
Table
R.
Table 51"
Mixtures wherein compound 1 is ethiprole, compound IIA is 3-(difluoromethyl)-1-
methyl-
N-[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methanonaphthalen-5-y1]-1H-
pyrazole-

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4carboxamide, and the combination of compounds I1B1 and 11D2 in each case
corre-
sponds to a row of Table R.
Herein, the following mixtures are especially preferred:
5 (1) the mixture consisting of prochloraz, triticonazole and
pyraclostrobin;
(2) the mixture consisting of thiophanatemethyl, triticonazole and
pyraclostrobin; and
(3) the mixture consisting of boscalid, metalxyl and pyraclostrobin.
For use according to the present invention, the mixtures according to the
invention, or
10 the compound I and the active compounds I IA (or IIC) and optionally IIB
orl1B and IID
(alternatively the fungicidal mixtures as defined above or the mixtures of
compound I,
compound III (e.g. IIIA or IIIB) and one or more compounds I IB or compound
IIB and
compound IID), can be converted into the customary formulations, for example
solu-
tions, emulsions, suspensions, dusts, powders, pastes and granules. The use
form
15 depends on the particular intended purpose; in each case, it should
ensure a fine and
even distribution of the compound according to the invention.
The formulations are prepared in a known manner, for example by extending the
active
compound with solvents and/or carriers, if desired using emulsifiers and
dispersants.
20 Solvents/auxiliaries which are suitable are essentially:
- water, aromatic solvents (for example Solvesso products,
xylene), paraffins (for
example mineral oil fractions), alcohols (for example methanol, butanol,
pentanol,
benzyl alcohol), ketones (for example cyclohexanone, gamma-butyrolactone),
pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, fatty acid
dimethyl-
25 amides, fatty acids and fatty acid esters. In principle, solvent
mixtures may also
be used,
carriers such as ground natural minerals (for example kaolins, clays, talc,
chalk)
and ground synthetic minerals (for example highly disperse silica, silicates);
emulsifiers such as nonionic and anionic emulsifiers (for example polyoxyethyl-
30 ene fatty alcohol ethers, alkylsulfonates and arylsulfonates) and
dispersants such
as lignosulfite waste liquors and methylcellulose.
Suitable surfactants are alkali metal, alkaline earth metal and ammonium salts
of ligno-
sulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid,
dibutylnaphthalenesulfonic
35 acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty
alcohol sulfates, fatty acids
and sulfated fatty alcohol glycol ethers, furthermore condensates of
sulfonated naph-
thalene and naphthalene derivatives with formaldehyde, condensates of
naphthalene
or of naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene
octyl-
phenol ethers, ethoxylated isooctylphenol, octylphenol, nonylphenol,
alkylphenol poly-
40 glycol ethers, tributylphenyl polyglycol ethers, tristearylphenyl
polyglycol ethers, alkyl-
aryl polyether alcohols, alcohol and fatty alcohol ethylene oxide condensates,
ethoxy-

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lated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene,
lauryl
alcohol polyglycol ether acetal, sorbitol esters, lignosulfite waste liquors
and methyl-
cellulose.
Suitable for the preparation of directly sprayable solutions, emulsions,
pastes or oil
dispersions are mineral oil fractions of medium to high boiling point, such as
kerosene
or diesel oil, furthermore coal tar oils and oils of vegetable or animal
origin, aliphatic,
cyclic and aromatic hydrocarbons, for example toluene, xylene, paraffin,
tetrahydro-
naphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol,
propanol,
butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, for
example
dimethyl sulfoxide, N-methylpyrrolidone and water.
Also anti-freezing agents such as glycerin, ethylene glycol, propylene glycol
and bacte-
ricides such as can be added to the formulation.
Suitable antifoaming agents are for example antifoaming agents based on
silicon or
magnesium stearate.
Seed treatment formulations may additionally comprise binders and optionally
color-
ants.
Binders can be added to improve the adhesion of the active materials on the
seeds after
treatment. Suitable binders are block copolymers EO/PO surfactants but also
polyvinyl-
alcohols', polyvinylpyrrolidones, polyacrylates, polymethacrylates,
polybutenes, polyiso-
utylenes, polystyrene, polyethyleneamines, polyethyleneamides,
polyethyleneimines
(Lupasole, Polymine), polyethers, polyurethans, polyvinylacetate, tylose and
copolymers
derived from these polymers.
Optionally, also colorants can be included in the formulation. Suitable
colorants or dyes
for seed treatment formulations are Rhodamin B, C.I. Pigment Red 112, C.I.
Solvent
Red 1, pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue
15:1,
pigment blue 80, pigment yellow 1, pigment yellow 13, pigment red 112, pigment
red
48:2, pigment red 48:1, pigment red 57:1, pigment red 53:1, pigment orange 43,
pig-
ment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment
white
6, pigment brown 25, basic violet 10, basic violet 49, acid red 51, acid red
52, acid red
14, acid blue 9, acid yellow 23, basic red 10, basic red 108.
Examples of a gelling agent is carrageen (Satiagele).
Powders, materials for spreading and dustable products can be prepared by
mixing or
concomitantly grinding the active substances with a solid carrier.

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Granules, for example coated granules, impregnated granules and homogeneous
granules, can be prepared by binding the active compounds to solid carriers.
Examples
of solid carriers are mineral earths such as silica gels, silicates, talc,
kaolin, attaclay,
limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth,
calcium sulfate,
magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers,
such as,
for example, ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas,
and
products of vegetable origin, such as cereal meal, tree bark meal, wood meal
and
nutshell meal, cellulose powders and other solid carriers.
In general, the formulations comprise from 0.01 to 95% by weight, preferably
from 0.1
to 90% by weight, of the active compound. The active compounds are employed in
a
purity of from 90% to 100%, preferably 95% to 100% (according to NMR
spectrum).
For seed treatment purposes, respective formulations can be diluted 2-10 fold
leading
to concentrations in the ready to use preparations of 0,01 to 60% by weight
active
compound by weight, preferably 0,1 to 40% by weight.
The following are examples of formulations: 1. Products for dilution with
water
For seed treatment purposes, such products may be applied to the seed diluted
or
undiluted.
A Water-soluble concentrates (SL, LS)
10 parts by weight of the active compounds are dissolved with 90 parts by
weight of
water or a water-soluble solvent. As an alternative, wetters or other
auxiliaries are
added. The active compound dissolves upon dilution with water. A formulation
having
an active compound content of 10% by weight is obtained in this manner.
B Dispersible concentrates (DC)
20 parts by weight of the active compounds are dissolved in 70 parts by weight
of
cyclohexanone with addition of 10 parts by weight of a dispersant, for example
polyvinylpyrrolidone. Dilution with water gives a dispersion. The active
compound
content is 20% by weight.
C Emulsifiable concentrates (EC)
15 parts by weight of the active compounds are dissolved in 75 parts by weight
of
xylene with addition of calcium dodecylbenzenesulfonate and castor oil
ethoxylate (in
each case 5 parts by weight). Dilution with water gives an emulsion. The
formulation
has an active compound content of 15% by weight.

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D Emulsions (EW, EO, ES)
25 parts by weight of the active compounds are dissolved in 35 parts by weight
of
xylene with addition of calcium dodecylbenzenesulfonate and castor oil
ethoxylate (in
each case 5 parts by weight). This mixture is added into 30 parts by weight of
water by
5 means of an emulsifying machine (e.g. Ultraturrax) and made into a
homogeneous
emulsion. Dilution with water gives an emulsion. The formulation has an active
compound content of 25% by weight.
E Suspensions (SC, OD, FS)
10 In an agitated ball mill, 20 parts by weight of the active compounds are
comminuted
with addition of 10 parts by weight of dispersants and wetters and 70 parts by
weight of
water or an organic solvent to give a fine active compound suspension.
Dilution with
water gives a stable suspension of the active compound. The active compound
content
in the formulation is 20% by weight.
F Water-dispersible granules and water-soluble granules
(WG, SG)
50 parts by weight of the active compounds are ground finely with addition of
50 parts
by weight of dispersants and wetters and made into water-dispersible or water-
soluble
granules by means of technical appliances (for example extrusion, spray tower,
20 fluidized bed). Dilution with water gives a stable dispersion or
solution of the active
compound. The formulation has an active compound content of 50% by weight.
G Water-dispersible powders and water-soluble powders (WP,
SP, SS, WS)
75 parts by weight of the active compounds are ground in a rotor¨ stator mill
with
25 addition of 25 parts by weight of dispersants and wetters as well as
silica gel. Dilution
with water gives a stable dispersion or solution of the active compound. The
active
compound content of the formulation is 75% by weight.
H Gel formulations (GF)
30 In a ball mill, 20 parts by weight of the active compounds, 10 parts by
weight of
dispersant, 1 part by weight of gelling agent and 70 parts by weight of water
or an
organic solvent are ground to give a fine suspension. On dilution with water,
a stable
suspension having an active compound content of 20% by weight is obtained.
35 2. Products to be applied undiluted
I Dustable powders (DP, DS)
5 parts by weight of the active compounds are ground finely and mixed
intimately with
95 parts by weight of finely divided kaolin. This gives a dustable product
having an
40 active compound content of 5% by weight.

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J Granules (GR, FG, GG, MG)
0.5 part by weight of the active compounds is ground finely and associated
with 99.5
parts by weight of carriers. Current methods are extrusion, spray-drying or
the fluidized
bed. This gives granules to be applied undiluted having an active compound
content of
0.5% by weight.
K ULV solutions (UL)
parts by weight of the active compounds are dissolved in 90 parts by weight of
an
organic solvent, for example xylene. This gives a product to be applied
undiluted
10 having an active compound content of 10% by weight.
For seed treatment, use is usually made of water-soluble concentrates (LS),
suspensions (FS), dustable powders (DS), water-dispersible and water-soluble
powders (WS, SS), emulsions (ES), emulsifiable concentrates (EC) and gel
formulations (GF). These formulations can be applied to the seed in undiluted
form or,
preferably, diluted. Application can be carried out prior to sowing.
In a preferred embodiment a FS formulation is used for seed treatment.
Typcially, a FS
formulation may comprise 1-800 g/I of active ingredient, 1-200 g/I Surfactant,
0 to 200
g/I antifreezing agent, 0 to 400 g/I of binder, 0 to 200 g/I of a pigment and
up to 1 liter of
a solvent, preferably water.
The inventive mixtures can be used as such, in the form of their formulations
or the use
forms prepared therefrom, for example in the form of directly sprayable
solutions,
powders, suspensions or dispersions, emulsions, oil dispersions, pastes,
dustable
products, materials for spreading, or granules, by means of spraying,
atomizing,
dusting, spreading or pouring. The use forms depend entirely on the intended
purposes; the intention is to ensure in each case the finest possible
distribution of the
active compounds according to the invention.
Aqueous use forms can be prepared from emulsion concentrates, pastes or
wettable
powders (sprayable powders, oil dispersions) by adding water. To prepare
emulsions,
pastes or oil dispersions, the substances, as such or dissolved in an oil or
solvent, can
be homogenized in water by means of a wetter, tackifier, dispersant or
emulsifier.
Alternatively, it is possible to prepare concentrates composed of active
substance,
wetter, tackifier, dispersant or emulsifier and, if appropriate, solvent or
oil, and such
concentrates are suitable for dilution with water.
The active compound concentrations in the ready-to-use preparations can be
varied
within relatively wide ranges. In general, they are from 0.0001 to 10%,
preferably from
0.01 to 1%.

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The active compounds may also be used successfully in the ultra-low-volume
process
(ULV), by which it is possible to apply formulations comprising over 95% by
weight of
active compound, or even to apply the active compounds without additives.
5 Various types of oils, wetters, adjuvants, herbicides, fungicides, other
pesticides, or
bactericides may be added to the active compounds, if appropriate not until
immediately prior to use (tank mix). These agents can be admixed with the
agents
according to the invention in a weight ratio of 1:100 to 100:1, preferably
1:10 to 10:1.
10 Compositions of this invention may also contain fertilizers such as
ammonium nitrate,
urea, potash, and superphosphate, phytotoxicants and plant growth regulators
and
safeners. These may be used sequentially or in combination with the above-
described
compositions, if appropriate also added only immediately prior to use (tank
mix). For
example, the plant(s) may be sprayed with a composition of this invention
either before
15 or after being treated with the fertilizers.
The compounds contained in the mixtures as defined above can be applied
simultane-
ously, that is jointly or separately, or in succession, the sequence, in the
case of sepa-
rate application, generally not having any effect on the result of the control
measures.
Advantageously, they are suitable for controlling the following plant
diseases:
= Alternaria species on vegetables, oilseed rape, sugar beet and fruit and
rice, such
as, for example, A. solani or A. alternata on potatoes and tomatoes;
= Aphanomyces species on sugar beet and vegetables;
= Ascochyta species on cereals and vegetables;
= Bipolaris and Drechslera species on corn, cereals, rice and lawns, such
as, for
example, D. maydis on corn;
= Blumeria graminis (powdery mildew) on cereals;
= Botrytis cinerea (gray mold) on strawberries, vegetables, flowers and
grapevines;
= Bremia lactucae on lettuce;
= Cercospora species on corn, soybeans, rice and sugar beet;
= Cochliobolus species on corn, cereals, rice, such as, for example,
Cochliobolus
sativus on cereals, Cochliobolus miyabeanus on rice;
= Colletotricum species on soybeans and cotton;
= Drechslera species, Pyrenophora species on corn, cereals, rice and lawns,
such
as, for example, D. teres on barley or D. tritici-repentis on wheat;
= Esca on grapevines, caused by Phaeoacremonium chlamydosporium,
Ph. Aleophilum and Formitipora punctata (syn. Phellinus punctatus);
= Exserohilum species on corn;

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= Erysiphe cichoracearum and Sphaerotheca fuliginea on cucumbers;
= Fusarium and Verticillium species on various plants, such as, for
example,
F. graminearum or F. culmorum on cereals or F. oxysporum on a multitude of
plants, such as, for example, tomatoes;
= Gaeumanomyces graminis on cereals;
= Gibberella species on cereals and rice (for example Gibberella fujikuroi
on rice);
= Grainstaining complex on rice;
= Helminthosporium species on corn and rice;
= Michrodochium nivale on cereals;
= Mycosphaerella species on cereals, bananas and groundnuts, such as, for
example, M. graminicola on wheat or M.fijiensis on bananas;
= Peronospora species on cabbage and bulbous plants, such as, for example,
P. brassicae on cabbage or P. destructor on onions;
= Phakopsara pachyrhizi and Phakopsara meibomiae on soybeans;
= Phomopsis species on soybeans and sunflowers;
= Phytophthora infestans on potatoes and tomatoes;
= Phytophthora species on various plants, such as, for example, P. capsici
on bell
pepper;
= Plasmopara viticola on grapevines;
= Podosphaera leucotricha on apples;
= Pseudocercosporella herpotrichoides on cereals;
= Pseudoperonospora on various plants, such as, for example, P. cubensis on
cu-
cumber or P. humili on hops;
= Puccinia species on various plants, such as, for example, P. triticina,
P. striformins,
P. hordei or P.graminis on cereals or P. asparagi on asparagus;
= Pyricularia oryzae, Corticium sasakii, Sarocladium oryzae, S.attenuatum,
Entyloma oryzae on rice;
= Pyricularia grisea on lawns and cereals;
= Pythium spp. on lawns, rice, corn, cotton, oilseed rape, sunflowers,
sugar beet,
vegetables and other plants, such as, for example, P. ultiumum on various
plants,
P. aphanidermatum on lawns;
= Rhizoctonia species on cotton, rice, potatoes, lawns, corn, oilseed rape,
potatoes,
sugar beet, vegetables and on various plants, such as, for example, R. solani
on
beet and various plants;
= Rhynchosporium secalis on barley, rye and triticale;
= Sclerotinia species on oilseed rape and sunflowers;
= Septoria tritici and Stagonospora nodorum on wheat;
= Erysiphe (syn. Uncinula) necator on grapevines;
= Setospaeria species on corn and lawns;
= Sphacelotheca reilinia on corn;
= Thievaliopsis species on soybeans and cotton;

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= Tilletia species on cereals;
= Ustilago species on cereals, corn and sugar cane, such as, for example,
U. maydis
on corn;
= Venturia species (scab) on apples and pears, such as, for example, V.
inaequalis
on apples.
The inventive mixtures are furthermore suitable for controlling harmful fungi
in the
protection of materials (for example wood, paper, paint dispersions, fibers or
fabrics)
and in the protection of stored products. In the protection of wood,
particular attention is
paid to the following harmful fungi: Ascomycetes, such as Ophiostoma spp.,
Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp.,
Humicola spp., PetrieIla spp., Trichurus spp.; Basidiomycetes, such as
Coniophora
spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria
spp.,
Serpula spp. and Tyromyces spp., Deuteromycetes, such as Aspergillus spp.,
Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp.,
Paecilomyces
spp. and Zygomycetes, such as Mucor spp., additionally in the protection of
materials
the following yeasts: Candida spp. and Saccharomyces cerevisae.
They are particularly important for controlling a multitude of fungi on
various cultivated
plants, such as bananas, cotton, vegetable species (for example cucumbers,
beans
and cucurbits), barley, grass, oats, coffee, potatoes, corn, fruit species,
rice, rye, soya,
tomatoes, grapevines, wheat, ornamental plants, sugar cane and also on a large
num-
ber of seeds.
The inventive mixtures (except the mixtures comprising fungicides only)
exhibit also
outstanding action against pests from the following orders:
insects from the order of the lepidopterans (Lepidoptera), for example Agrotis
ypsilon,
Agrotis segetum, Alabama argillacea, Anticarsia gemmatalis, Argyresthia
conjugella,
Autographa gamma, Bupalus piniarius, Cacoecia murinana, Capua reticulana,
Cheima-
tobia brumata, Choristoneura fumiferana, Choristoneura occidentalis, Cirphis
unipuncta, Cydia pomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea
grandi-
osella, Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella,
Evetria bou-
liana, Feltia subterranea, Galleria mellonella, Grapholitha funebrana,
Grapholitha mo-
lesta, Heliothis armigera, Heliothis virescens, Heliothis zea, Hellula
undalis, Hibernia
defoliaria, Hyphantria cunea, Hyponomeuta malinellus, Keiferia lycopersicella,
Lamb-
dina fiscellaria, Laphygma exigua, Leucoptera coffeella, Leucoptera scitella,
Lithocol-
letis blancardella, Lobesia botrana, Loxostege sticticalis, Lymantria dispar,
Lymantria
monacha, Lyonetia clerkella, Malacosoma neustria, Mamestra brassicae, Orgyia
pseu-
dotsugata, Ostrinia nubilalis, Panolis flammea, Pectinophora gossypiella,
Peridroma
saucia, Phalera bucephala, Phthorimaea operculella, Phyllocnistis citrella,
Pieris bras-

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sicae, Plathypena sca bra, Plutella xylostella, Pseudoplusia includens,
Rhyacionia frus-
trana, Scrobipalpula absoluta, Sitotroga cerealella, Sparganothis pilleriana,
Spodoptera
frugiperda, Spodoptera littoralis, Spodoptera litura, Thaumatopoea pityocampa,
Tortrix
viridana, Trichoplusia ni and Zeiraphera canadensis,
beetles (Coleoptera), for example Agrilus sinuatus, Agriotes lineatus,
Agriotes obscu-
rus, Amphimallus solstitialis, Anisandrus dispar, Anthonomus grandis,
Anthonomus
pomorum, Aphthona euphoridae, Athous haemorrhoidalis, Atomaria linearis,
Blasto-
phagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum,
Bruchus
!antis, Byctiscus betulae, Cassida nebulosa, Cerotoma trifurcata, Cetonia
aurata,
Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnema tibialis,
Conoderus
vespertinus, Crioceris asparagi, Ctenicera ssp., Diabrotica longicornis,
Diabrotica
semipunctata, Diabrotica 12-punctata Diabrotica speciosa, Diabrotica
virgifera, Epila-
chna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius
abietis, Hypera
brunneipennis, Hypera postica, Ips typographus, Lema bilineata, Lema
melanopus,
Leptinotarsa decemlineata, Limonius californicus, Lissorhoptrus oryzophilus,
Melanotus
communis, Meligethes aeneus, Melolontha hippocastani, Melolontha melolontha,
Oulama oryzae, Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon
cochleariae,
Phyllobius pyri, Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha
horticola,
Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sitona lineatus
and Sito-
philus granaria,
flies, mosquitoes (Diptera), e.g. Aedes aegypti, Aedes albopictus, Aedes
vexans, An-
astrepha ludens, Anopheles maculipennis, Anopheles crucians, Anopheles
albimanus,
Anopheles gambiae, Anopheles freeborni, Anopheles leucosphyrus, Anopheles mini-
mus, Anopheles quadrimaculatus, Calliphora vicina, Ceratitis capitata,
Chrysomya
bezziana, Chrysomya hominivorax, Chrysomya macellaria, Chrysops discalis,
Chrysops silacea, Chrysops atlanticus, Cochliomyia hominivorax, Contarinia
sorghicola
Cordylobia anthropophaga, Culicoides furens, Culex pipiens, Culex nigripalpus,
Culex
quinquefasciatus, Culex tarsalis, Culiseta inornata, Culiseta melanura, Dacus
cucurbi-
tae, Dacus oleae, Dasineura brassicae, Delia antique, Delia coarctata, Delia
platura,
Delia radicum, Dermatobia hominis, Fannia canicularis, Geomyza Tripunctata,
Gaster-
ophilus intestinalis, Glossina morsitans, Glossina palpalis, Glossina
fuscipes, Glossina
tachinoides, Haematobia irritans, Haplodiplosis equestris, Hippelates spp.,
Hylemyia
platura, Hypoderma lineata, Leptoconops torrens, Liriomyza sativae, Liriomyza
trifolii,
Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis,
Mansonia titillanus,
Mayetiola destructor, Musca domestica, Muscina stabulans, Oestrus ovis,
Opomyza
florum, OscineIla frit, Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae,
Phor-
bia coarctata, Phlebotomus argentipes, Psorophora columbiae, Psila rosae,
Psoro-
phora discolor, Prosimulium mixtum, Rhagoletis cerasi, Rhagoletis pomonella,
Sar-
cophaga haemorrhoidalis, Sarcophaga sp., Simulium vittatum, Stomoxys
calcitrans,

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Tabanus bovinus, Tabanus atratus, Tabanus lineola, and Tabanus similis, Tipula
ol-
eracea, and Tipula paludosa
thrips (Thysanoptera), e.g. Dichromothrips corbetti, Dichromothrips ssp ,
Frankliniella
fusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri,
Thrips oryzae,
Thrips palmi and Thrips tabaci,
termites (lsoptera), e.g. Calotermes flavicollis, Leucotermes flavipes,
Heterotermes
aureus, Reticulitermes flavipes, Reticulitermes virginicus, Reticulitermes
lucifugus,
Termes natalensis, and Coptotermes formosanus,
cockroaches (Blattaria - Blattodea), e.g. Blattella germanica, Blattella
asahinae, Peri-
planeta americana, Periplaneta japonica, Periplaneta brunnea, Periplaneta
fuligginosa,
Periplaneta australasiae, and Blatta orientalis,
true bugs (Hemiptera), e.g. Acrosternum hilare, Blissus leucopterus,
Cyrtopeltis nota-
tus, Dysdercus cingulatus, Dysdercus intermedius, Eurygaster integriceps,
Euschistus
impictiventris, Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis,
Nezara viridu-
la, Piesma quadrata, Solubea insularis , Thyanta perditor, Acyrthosiphon
onobrychis,
Adelges laricis, Aphidula nasturtii, Aphis fabae, Aphis forbesi, Aphis pomi,
Aphis gos-
sypii, Aphis grossulariae, Aphis schneideri, Aphis spiraecola, Aphis sambuci,
Acyrtho-
siphon pisum, Aulacorthum solani, Bemisia argentifolii, Brachycaudus cardui,
Brachy-
caudus helichrysi, Brachycaudus persicae, Brachycaudus prunicola, Brevicoryne
bras-
sicae, Capitophorus horni, Cerosipha gossypii, Chaetosiphon fragaefolii,
Cryptomyzus
ribis, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphis radicola,
Dysaulacorthum
pseudosolani, Dysaphis plantaginea, Dysaphis pyri, Empoasca fabae, Hyalopterus
pruni, Hyperomyzus lactucae, Macrosiphum avenae, Macrosiphum euphorbiae, Ma-
crosiphon rosae, Megoura viciae, Melanaphis pyrarius, Metopolophium dirhodum,
My-
zus persicae, Myzus ascalonicus, Myzus cerasi, Myzus varians, Nasonovia ribis-
nigri,
Nilaparvata lugens, Pemphigus bursarius, Perkinsiella saccharicida, Phorodon
humuli,
Psylla malt, Psylla piri, Rhopalomyzus ascalonicus, Rhopalosiphum maidis,
Rhopalosi-
phum padi, Rhopalosiphum insertum, Sappaphis mala, Sappaphis mali, Schizaphis
graminum, Schizoneura lanuginosa, Sitobion avenae, Trialeurodes vaporariorum,
Toxoptera aurantiiand, Viteus vitifolii, Cimex lectularius, Cimex hemipterus,
Reduvius
senilis, Triatoma spp., and Arilus critatus.
ants, bees, wasps, sawflies (Hymenoptera), e.g. Athalia rosae, Atta
cephalotes, Atta
capiguara, Atta cephalotes, Atta laevigata, Atta robusta, Atta sexdens, Atta
texana,
Crematogaster spp., Hoplocampa minuta, Hoplocampa testudinea, Monomorium pha-
raonis, Solenopsis geminata, Solenopsis invicta, Solenopsis richteri,
Solenopsis xyloni,
Pogonomyrmex barbatus, Pogonomyrmex californicus, Pheidole megacephala, Dasy-

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mutilla occidentalis, Bombus spp. Vespula squamosa, Paravespula vulgaris,
Paraves-
pula pennsylvanica, Paravespula germanica, Dolichovespula maculata, Vespa
crabro,
Polistes rubiginosa, Camponotus floridanus, and Linepithema humile,
5 crickets, grasshoppers, locusts (Orthoptera), e.g. Acheta domestica,
Gryllotalpa gryllo-
talpa, Locusta migratoria, Melanoplus bivittatus, Melanoplus femurrubrum,
Melanoplus
mexicanus, Melanoplus sanguinipes, Melanoplus spretus, Nomadacris
septemfasciata,
Schistocerca americana, Schistocerca gregaria, Dociostaurus maroccanus,
Tachycines
asynamorus, Oedaleus senegalensis, Zonozerus variegatus, Hieroglyphus
daganensis,
10 Kraussaria angulifera, Calliptamus italicus, Chortoicetes terminifera,
and Locustana
pardalina,
Arachnoidea, such as arachnids (Acarina), e.g. of the families Argasidae,
lxodidae and
Sarcoptidae, such as Amblyomma americanum, Amblyomma variegatum, Ambryomma
15 maculatum, Argas persicus, Boophilus annulatus, Boophilus decoloratus,
Boophilus
microplus, Dermacentor silvarum, Dermacentor andersoni, Dermacentor
variabilis,
Hyalomma truncatum, lxodes ricinus, lxodes rubicundus, lxodes scapularis,
lxodes
holocyclus, lxodes pacificus, Ornithodorus moubata, Ornithodorus hermsi,
Ornithodo-
rus turicata, Ornithonyssus bacoti, Otobius megnini, Dermanyssus gallinae,
Psoroptes
20 ovis, Rhipicephalus sanguineus, Rhipicephalus appendiculatus,
Rhipicephalus evertsi,
Sarcoptes scabiei, and Eriophyidae spp. such as Aculus schlechtendali,
Phyllocoptrata
oleivora and Eriophyes sheldoni; Tarsonemidae spp. such as Phytonemus pallidus
and
Polyphagotarsonemus latus; Tenuipalpidae spp. such as Brevipalpus phoenicis;
Tetra-
nychidae spp. such as Tetranychus cinnabarinus, Tetranychus kanzawai,
Tetranychus
25 pacificus, Tetranychus telarius and Tetranychus urticae, Panonychus
ulmi, Panony-
chus citri, and Oligonychus pratensis; Araneida, e.g. Latrodectus mactans, and
Loxos-
celes reclusa,
fleas (Siphonaptera), e.g. Ctenocephalides felis, Ctenocephalides canis,
Xenopsylla
30 cheopis, Pulex irritans, Tunga penetrans, and Nosopsyllus fasciatus,
silverfish, firebrat (Thysanura), e.g. Lepisma saccharina and Thermobia
domestica,
centipedes (Chilopoda), e.g. Scutigera coleoptrata,
millipedes (Diplopoda), e.g. Narceus spp.,
Earwigs (Dermaptera), e.g. forficula auricularia,

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lice (Phthiraptera), e.g. Pediculus humanus capitis, Pediculus humanus
corporis, Pthi-
rus pubis, Haematopinus eurysternus, Haematopinus suis, Linognathus vituli,
Bovicola
bovis, Menopon gallinae, Menacanthus stramineus and Solenopotes capillatus,
plant parasitic nematodes such as root-knot nematodes, Meloidogyne arenaria,
Meloi-
dogyne chitwoodi, Meloidogyne exigua, Meloidogyne hapla, Meloidogyne
incognita,
Meloidogyne javanica and other Meloidogyne species; cyst nematodes, Globodera
rostochiensis, Globodera pallida, Globodera tabacum and other Globodera
species,
Heterodera avenae, Heterodera glycines, Heterodera schachtii, Heterodera
trifolii, and
other Heterodera species; seed gall nematodes, Anguina funesta, Anguina
tritici and
other Anguina species; stem and foliar nematodes, Aphelenchoides besseyi,
Aphelen-
choides fragariae, Aphelenchoides ritzemabosi and other Aphelenchoides
species;
sting nematodes, Belonolaimus longicaudatus and other Belonolaimus species;
pine
nematodes, Bursaphelenchus xylophilus and other Bursaphelenchus species; ring
ne-
matodes, Criconema species, Criconemella species, Criconemoides species, and
Me-
socriconema species; stem and bulb nematodes, Ditylenchus destructor,
Ditylenchus
dipsaci, Ditylenchus myceliophagus and other Ditylenchus species; awl
nematodes,
Dolichodorus species; spiral nematodes, Helicotylenchus dihystera,
Helicotylenchus
multicinctus and other Helicotylenchus species, Rotylenchus robustus and other
Roty-
lenchus species; sheath nematodes, Hemicycliophora species and
Hemicriconemoides
species; Hirshmanniella species; lance nematodes, Hoplolaimus columbus,
Hoplolai-
mus galeatus and other Hoplolaimus species; false root-knot nematodes,
Nacobbus
aberrans and other Nacobbus species; needle nematodes, Longidorus elongates
and
other Longidorus species; pin nematodes, Paratylenchus species; lesion
nematodes,
Pratylenchus brachyurus, Pratylenchus coffeae, Pratylenchus curvitatus,
Pratylenchus
goodeyi, Pratylencus neglectus, Pratylenchus penetrans, Pratylenchus
scribneri, Praty-
lenchus vulnus, Pratylenchus zeae and other Pratylenchus species;
Radinaphelenchus
cocophilus and other Radinaphelenchus species; burrowing nematodes, Radopholus
similis and other Radopholus species; reniform nematodes, Rotylenchulus
reniformis
and other Rotylenchulus species; Scutellonema species; stubby root nematodes,
Tri-
chodorus primitivus and other Trichodorus species; Paratrichodorus minor and
other
Paratrichodorus species; stunt nematodes, Tylenchorhynchus claytoni,
Tylenchorhyn-
chus dubius and other Tylenchorhynchus species and Merlinius species; citrus
nema-
todes, Tylenchulus semipenetrans and other Tylenchulus species; dagger
nematodes,
Xiphinema americanum, Xiphinema index, Xiphinema diversicaudatum and other Xi-
phinema species; and other plant parasitic nematode species.
Moreover, the inventive mixtures are especially useful for the control of
Lepidoptera,
Coleoptera, Diptera, Thysanoptera and Hymenoptera.

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Moreover, the inventive mixtures are especially useful for the control of non-
crop pests
(household, turf, ornamental).
The mixtures according to the invention can be applied to any and all
developmental
stages of pests, such as egg, larva, pupa, and adult. The pests may be
controlled by
contacting the target pest, its food supply, habitat, breeding ground or its
locus with a
pesticidally effective amount of the inventive mixtures or of compositions
comprising
the mixtures.
"Locus" means a plant, seed, soil, area, material or environment in which a
pest is
growing or may grow.
In general, "pesticidally effective amount" means the amount of the inventive
mixtures
or of compositions comprising the mixtures needed to achieve an observable
effect on
growth, including the effects of necrosis, death, retardation, prevention, and
removal,
destruction, or otherwise diminishing the occurrence and activity of the
target organism.
The pesticidally effective amount can vary for the various mixtures /
compositions used
in the invention. A pesticidally effective amount of the mixtures /
compositions will also
vary according to the prevailing conditions such as desired pesticidal effect
and dura-
tion, weather, target species, locus, mode of application, and the like.
The compound I and the compound IIA (or compound IIC) are usually applied in a
weight ratio of from 500:1 to 1:100, preferabgly1:40 to 100:1, more preferably
from 1:20
to 100:1, most preferably from 1:2 to 100:1, in particular from 10:1 to 1:10.
The compound I, the compound IIA and the compound IIB (or compound IIC) are
usu-
ally applied in a weight ratio of from 1:50:500 to 50:1:1, preferably 1:40:40
to 100:1:1,
more preferably from 1:20:20 to 100:1:1, in particular from 1:2:2 to 100:1:1.
The compound I, the compound IIA, the compound IIB and the compound IIB (or
IID)
are usually applied in a weight ratio of of from 1:40:40:40 to 100:1:1:1, more
preferably
from 1:20:20:20 to 100:1:1:1, in particular from 1:2:2:2 to 100:1:1:1.
The two fungicidal compound IIB and fungicidal compound IID are usually
applied in a
weight ratio of of from 1:200 to 200:1, more preferably from 1:100 to 100:1,
in particular
from 1:20 to 20:1.
The two fungicidal compounds selected from list B and the third fungicidal
compound
IID are usually applied in a weight ratio of of from 1.200:200 to 200:1:1,
more prefera-
bly from 1:100:100 to 100:1:1, in particular from10:20:20 to 20:1:1.

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The compound I, compound IIIA or other neonicotinid and the compound IIB or
com-
pound IID are usually applied in a weight ratio of of from 1:100:40 to 100:5:1
more
preferably from 1:50:20 to 100:5:1, in particular from 1:10:2 to 100:10:1.
The compound I, compound IIIA or other neonicotinoid and the compound IIB and
compound IID are usually applied in a weight ratio of of from 1:100:40 :40 to
100:5:1:1,
more preferably from 1:50:20:20 to 100:5:1:1, in particular from 1:10:2:2 to
100:10:1:1.
The compound I, compound IIIB and the compound IIB or compound IID are usually
applied in a weight ratio of from 1:20:40 to 100:1:1, more preferably
from1:35:20 to
100:1:1, in particular from from1:5:20 to 100:1:1 .
The compound I, compound IIIB and the compound IIB and compound 1113 are
usually
applied in a weight ratio of of from 1:20:40:40 to 100:1:1:1, more preferably
from
1:35:20:20 to 100:5:1:1, in particular from1:5:2:2 to 100:1:1:1.
When preparing the mixtures, it is preferred to employ the pure active
compounds I and
IIA (or IIC) and optionally one or more IIB (and optionally III (e.g. IIIB or
IIIA) and
optionally IID), to which further active compounds against pests, such as
insects,
arachnids or nematodes, or else herbicidal or growth-regulating active
compounds or
fertilizers can be added as further active components according to need.
The inventive mixtures are employed by treating the fungi or the plants,
seeds,
materials or soil to be protected from fungal attack with a pesticidally
effective amount
of the active compounds. The application can be carried out both before and
after the
infection of the materials, plants or seeds by the pests.
In the method of combating harmful fungi depending on the type of compound and
the
desired effect, the application rates of the mixtures according to the
invention are from
5 g/ha to 2000 g/ha, preferably from 50 to 900 g/ha, in particular from 50 to
750 g/ha.
The inventive mixtures or compositions of these mixtures can also be employed
for
protecting plants from attack or infestation by insects, acarids or nematodes
comprising
contacting a plant, or soil or water in which the plant is growing.
In the context of the present invention, the term plant refers to an entire
plant, a part of
the plant or the propagation material of the plant, that is, the seed or the
seedling.
The treatment can be made into the seedbox before planting into the field.

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Plants which can be treated with the inventive mixtures include all
genetically modified
plants or transgenic plants, e.g. crops which tolerate the action of
herbicides or fungi-
cides or insecticides owing to breeding, including genetic engineering
methods, or
plants which have modified characteristics in comparison with existing plants,
which
can be generated for example by traditional breeding methods and/or the
generation of
mutants, or by recombinant procedures.
For example, mixtures according to the present invention can be applied to
transgenic
crops (as seed treatment, spray treatment, in furrow or by any other means)
which are
resistant to herbicides from the group consisting of the sulfonylureas (EP-A-
0257993,
U.S. Pat. No. 5,013,659), imidazolinones (see for example US 6222100,
W00182685,
W00026390, W09741218, W09802526, W09802527, WO 04/106529, WO 05/20673,
WO 03/14357, WO 03/13225, WO 03/14356, WO 04/16073), glufosinate-type (see for
example EP-A-0242236, EP-A-242246) or glyphosate-type (see for example WO
92/00377) or in plants resistant towards herbicides selected from the group of
cyclo-
hexadienone/Aryloxyphenoxypropionic acid herbicides (US 5,162,602, US
5,290,696,
US 5,498,544, US 5,428,001 , US 6,069,298, US 6,268,550, US 6,146,867, US
6,222,099 , US 6,414,222) or in transgenic crop plants, for example cotton,
with the
capability of producing Bacillus thuringiensis toxins (Bt toxins) which make
the plants
resistant to certain pests (EP-A-0142924, EP-A-0193259).
Furthermore, can be applied to transgenic crops (as seed treatment, spray
treatment,
in furrow or by any other means), which have modified characteristics in
comparison
with existing plants consist, which can be generated for example by
traditional breeding
methods and/or the generation of mutants, or by recombinant procedures). For
exam-
ple, a number of cases have been described of recombinant modifications of
crop
plants for the purpose of modifying the starch synthesized in the plants (e.g.
WO
92/11376, WO 92/14827, WO 91/19806) or of transgenic crop plants having a
modified
fatty acid composition (WO 91/13972).
The inventive mixtures can therefore be used for the protection of the plant
shoot
against foliar pests as well as for the treatment of the seed and roots
against soil pests,
especially those mixtures having systemic action. The term seed treatment
comprises
all suitable seed treatment techniques known in the art, such as seed
dressing, seed
coating, seed dusting, seed soaking and seed pelleting.
The compounds I (optionally together with compound III, e.g. IIIA or IIIB) and
the one or
more compound(s) II (selected from compound IIB, IIC and IID depending on the
mix-
ture employed) are usually applied in a weight ratio of from 100:1 to 1:100.

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Depending on the desired effect, the application rates of the mixtures
according to the
invention are from 0,3 g/ha to 2000 g/ha..
The inventive mixtures are also suitable for the protection of the seed and
the seed-
5 lings' roots and shoots, preferably the seeds, against soil pests.
Compositions, which are especially useful for seed treatment are e.g.:
A Soluble concentrates (SL, LS)
10 D Emulsions (EW, EO, ES)
E Suspensions (SC, OD, FS)
F Water-dispersible granules and water-soluble granules
(WG, SG)
G Water-dispersible powders and water-soluble powders (WP,
SP, WS)
H Gel-Formulations (GF)
15 1 Dustable powders (DP, DS)
In the treatment of seed, the application rates of the inventive mixture are
generally for
the formulated product (which usually comprises from10 to 750 g/1 of the
active(s))
0,001 Ito 1 1 per 100 kg of seed, dependent from the desired effect and the
kind of
20 seed. Application rates are preferably from 0,011 to 1 1/100 kg of seed,
more preferably
from 0,1 to 0,75 1/100 kg.
In a particular preferred embodiment, each insecticidal compound of the
mixtures as
defined above (compound 1, the nicotinic receptor agonists/antagonists
compound, the
25 anthranilamide compound) is generally applied from 1 to 500 g of active
ingredient/100
kg seed.
In a further particular preferred embodiment, each of the the fungicidal
compound 11
(compound IID, IIC, 11B, 11A, depending on the mixture used) is generally
applied from 1
30 g to 200 g of active ingredient/100 kg seed.
The separate or joint application of the compoundsl (and optionally the a
nicotinic re-
ceptor agonists/antagonists compound or optionally the anthranilamide
compound) and
11 or of the mixtures of the compounds 1 (and optionally the a nicotinic
receptor ago-
35 nists/antagonists compound or optionally the anthranilamide compound)
and 11 is car-
ried out by spraying or dusting the seeds, the seedlings, the plants or the
soils before
or after sowing of the plants or before or after emergence of the plants.
The invention also relates to the propagation products of plants, and
especially the
. 40 seed comprising, that is, coated with and/or containing,
a mixture as defined above or a
composition containing the mixture of two or more active ingredients or a
mixture of two

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or more compositions each providing one of the active ingredients. The seed
com-
prises the inventive mixtures in an amount of from 0.1 g to 10 kg per 100 kg
of seed.
The inventive mixtures are effective through both contact (via soil, glass,
wall, bed net,
carpet, plant parts or animal parts), and ingestion (bait, or plant part) and
through
trophallaxis and transfer.
Preferred application methods are into water bodies, via soil, cracks and
crevices,
pastures, manure piles, sewers, into water, on floor, wall, or by perimeter
spray
application and bait.
According to another preferred embodiment of the invention, for use against
non crop
pests such as ants, termites, wasps, flies, mosquitoes, crickets, locusts, or
cock-
roaches the inventive mixtures are prepared into a bait preparation.
The bait can be a liquid, a solid or a semisolid preparation (e.g. a gel). The
bait em-
ployed in the composition is a product which is sufficiently attractive to
incite insects
such as ants, termites, wasps, flies, mosquitoes, crickets etc. or cockroaches
to eat it.
This attractant may be chosen from feeding stimulants or para and / or sex
phero-
mones readily known in the art.
Methods to control infectious diseases transmitted by insects (e.g. malaria,
dengue and
yellow fever, lymphatic filariasis, and leishmaniasis) with the inventive
mixtures and
their respective compositions also comprise treating surfaces of huts and
houses, air
spraying and impregnation of curtains, tents, clothing items, bed nets, tsetse-
fly trap or
the like. Insecticidal compositions for application to fibers, fabric,
knitgoods, non-
wovens, netting material or foils and tarpaulins preferably comprise a
composition in-
cluding the inventive mixtures, optionally a repellent and at least one
binder.
The inventive mixtures and the compositions comprising them can be used for
protect-
ing wooden materials such as trees, board fences, sleepers, etc. and buildings
such as
houses, outhouses, factories, but also construction materials, furniture,
leathers, fibers,
vinyl articles, electric wires and cables etc. from ants and/or termites, and
for control-
ling ants and termites from doing harm to crops or human being (e.g. when the
pests
invade into houses and public facilities).
In the case of soil treatment or of application to the pests dwelling place or
nest, the
quantity of active ingredient ranges from 0.0001 to 500 g per 100 m2,
preferably from
0.001 to 20 g per 100 m2.

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Customary application rates in the protection of materials are, for example,
from 0.01 g
to 1000 g of active compound per m2treated material, desirably from 0.1 g to
50 g per
m2.
Insecticidal compositions for use in the impregnation of materials typically
contain from
0.001 to 95 weight %, preferably from 0.1 to 45 weight %, and more preferably
from 1
to 25 weight % of at least one repellent and / or insecticide.
For use in bait compositions, the typical content of active ingredient is from
0.0001
weight % to 15 weight %, desirably from 0.001 weight % to 5% weight % of
active
compound. The composition used may also comprise other additives such as a
solvent
of the active material, a flavoring agent, a preserving agent, a dye or a
bitter agent. Its
attractiveness may also be enhanced by a special color, shape or texture.
For use in spray compositions, the content of the mixture of the active
ingredients is
from 0.001 to 80 weights %, preferably from 0.01 to 50 weight % and most
preferably
from 0.01 to 15 weight %.
For use in treating crop plants, the rate of application of the mixture of the
active ingre-
dients of this invention may be in the range of 0.1 g to 4000 g per hectare,
desirably
from 25 g to 600 g per hectare, more desirably from 50 g to 500 g per hectare.
It was also an object of the present invention to provide mixtures suitable
for treating,
controlling, preventing and protecting warm-blooded animals, including humans,
and
fish against infestation and infection by pests. Problems that may be
encountered with
pest control on or in animals and/or humans are similar to those described at
the out-
set, namely the need for reduced dosage rates, and / or enhanced spectrum of
activity
and / or combination of knock-down activity with prolonged control and / or
resistance
management.
This invention also provides a method for treating, controlling, preventing
and protect-
ing warm-blooded animals, including humans, and fish against infestation and
infection
by pests of the orders Siphonaptera, Hymenoptera, Hemiptera, Orthoptera,
Acarina,
Phthiraptera, and Diptera, which comprises orally, topically or parenterally
administer-
ing or applying to said animals a pesticidally effective amount of mixtures
according to
the invention.
The invention also provides a process for the preparation of a composition for
treating,
controlling, preventing or protecting a warm-blooded animal or a fish against
infestation
or infection by pests of the Siphonaptera, Hymenoptera, Hemiptera, Orthoptera,

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Acarina, Phthiraptera, and Diptera orders which comprises a pesticidally
effective
amount of a mixture according to the invention.
The above method is particularly useful for controlling and preventing
infestations and
infections in warm-blooded animals such as cattle, sheep, swine, camels, deer,
horses,
poultry, goats, dogs and cats as well as humans.
Infestations in warm-blooded animals and fish including, but not limited to,
lice, biting
lice, ticks, nasal bots, keds, biting flies, muscoid flies, flies, myiasitic
fly larvae, chig-
gers, gnats, mosquitoes and fleas may be controlled, prevented or eliminated
by the
mixtures according to the invention.
For oral administration to warm-blooded animals, the mixtures according to the
inven-
tion may be formulated as animal feeds, animal feed premixes, animal feed
concen-
trates, pills, solutions, pastes, suspensions, drenches, gels, tablets,
boluses and cap-
sules. In addition, the mixtures according to the invention may be
administered to the
animals in their drinking water. For oral administration, the dosage form
chosen should
provide the animal with 0.01 mg/kg to 100 mg/kg of animal body weight per day
of the
mixture.
Alternatively, the mixtures according to the invention may be administered to
animals
parenterally, for example, by intraruminal, intramuscular, intravenous or
subcutaneous
injection. The mixtures according to the invention may be dispersed or
dissolved in a
physiologically acceptable carrier for subcutaneous injection. Alternatively,
the mixtures
according to the invention may be formulated into an implant for subcutaneous
admini-
stration. In addition the mixtures according to the invention may be
transdermally ad-
ministered to animals. For parenteral administration, the dosage form chosen
should
provide the animal with 0.01 mg/kg to 100 mg/kg of animal body weight per day
of the
mixture.
The mixtures according to the invention may also be applied topically to the
animals in
the form of dips, dusts, powders, collars, medallions, sprays, spot-on and
pour-on for-
mulations. For topical application, dips and sprays usually contain 0,5 ppm to
5,000
ppm and preferably 1 ppm to 3000 ppm of the inventive compounds. In addition,
the
mixtures according to the invention may be formulated as ear tags for animals,
particu-
larly quadrupeds such as cattle and sheep.

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Biological Examples
1) Fungicidal action
The fungicidal effect of the compound and the mixtures could be demonstrated
by the
following tests:
The active compounds, separately or jointly, were prepared as a stock solution
comprising 0.25% by weight of active compound in acetone or DMSO. 1% by weight
of
the emulsifier Uniperol EL (wetting agent having emulsifying and dispersant
action
based on ethoxylated alkylphenols) was added to this solution, and the mixture
was
diluted with water to the desired concentration.
The visually determined percentages of infected leaf areas were converted into
efficacies in % of the untreated control:
The efficacy (E) is calculated as follows using Abbot's formula:
E = (1 - a/8 ) = 100
a corresponds to the fungicidal infection of the treated plants in % and
13 corresponds to the fungicidal infection of the untreated (control)
plants in %
An efficacy of 0 means that the infection level of the treated plants
corresponds to that
of the untreated control plants; an efficacy of 100 means that the treated
plants were
not infected.
The expected efficacies of mixtures of active compounds were determined using
Colby's formula (Colby, S.R. "Calculating synergistic and antagonistic
responses of
herbicide Combinations", Weeds, 15, 20-22, 1967) and compared with the
observed
efficacies.
Colby's formula:
E = x + y - x=y/100
E expected efficacy, expressed in % of the untreated control, when using
the
mixture of the active compounds A and B at the concentrations a and b
x efficacy, expressed in % of the untreated control, when using the
active
compound A at the concentration a
y efficacy, expressed in % of the untreated control, when using the active
compound B at the concentration b

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Use example 1 - Fungicidal control of brown spot caused by Cochliobolus
miyabeanus
(protective)
Leaves of pot-grown rice seedlings were sprayed to run-off with an aqueous
suspension,
5 containing the concentration of active ingredient as described below
prepared from the
stock solution. The plants were allowed to air-dry. At the following day the
plants were
inoculated with an aqueous spore suspension of Cochliobolus miyabeanus. Then
the trial
plants were immediately transferred to a humid chamber. After 6 days at 22-24
C and a
relative humidity close to 100 % the extent of fungal attack on the leaves was
visually
10 assessed as % diseased leaf area.
The test results show that, by virtue of strong synergism, the activity of the
mixtures
according to the invention is considerably higher than had been predicted
using Colby's
formula.
2) Action against animal pests
The following tests demonstrate the control efficacy of compounds, mixtures or
compo-
sitions of this invention on specific pests. However, the pest control
protection afforded
by the compounds, mixtures or compositions is not limited to these species. In
certain
instances, combinations of a compound of this invention with other
invertebrate pest
control compounds or agents are found to exhibit synergistic effects against
certain
important invertebrate pests.
The analysis of synergism or antagonism between the mixtures or compositions
is de-
termined using Colby's equation.
Use example 2
For evaluating control of vetch aphid (Megoura viciae) through contact or
systemic
means the test unit consists of 24-well-microtiter plates containing broad
bean leaf
disks.
The compounds or mixtures are formulated using a solution containing 75% water
and
25% DMSO. Different concentrations of formulated compounds or mixtures are
sprayed onto the leaf disks at 2.5p1, using a custom built micro atomizer, at
two replica-
tions.
For experimental mixtures in these tests identical volumes of both mixing
partners at
the desired concentrations respectively, are mixed together.
After application, the leaf disks are air-dried and 5 ¨ 8 adult aphids placed
on the leaf
disks inside the microtiter plate wells. The aphids are then allowed to suck
on the

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treated leaf disks and incubated at 23 1 C, 50 5 % RH (room humidity) for
5 days.
Aphid mortality and fecundity is visually assessed.
Use example 3
For evaluating control of boll weevil (Anthonomus grandis) the test unit
consists of 24-
well-microtiter plates containing an insect diet and 20-30 A. grandis eggs.
The compounds or mixtures are formulated using a solution containing 75% water
and
25% DMSO. Different concentrations of formulated compounds or mixtures are
sprayed onto the insect diet at 20p1, using a custom built micro atomizer, at
two replica-
tions.
For experimental mixtures in these tests identical volumes of both mixing
partners at
the desired concentrations respectively, are mixed together.
After application, microtiter plates are incubated at 23 1 C, 50 5 % RH
for 5 days.
Egg and larval mortality is visually assessed.
Use example 4
For evaluating control of Mediterranean fruiffly (Ceratitis capitata) the test
unit consists
of 96-well-microtiter plates containing an insect diet and 50-80 C. capitata
eggs.
The compounds or mixtures are formulated using a solution containing 75% water
and
25% DMSO. Different concentrations of formulated compounds or mixtures are
sprayed onto the insect diet at 5p1, using a custom built micro atomizer, at
two replica-
tions.
For experimental mixtures in these tests identical volumes of both mixing
partners at
the desired concentrations respectively, are mixed together.
After application, microtiter plates are incubated at 28 1 C, 80 5 % RH
for 5 days.
Egg and larval mortality is visually assessed.
Use example 5
For evaluating control of tobacco budworm (Heliothis virescens) the test unit
consists of
96-well-microtiter plates containing an insect diet and 15-25 H. virescens
eggs.
The compounds or mixtures are formulated using a solution containing 75% water
and
25% DMSO. Different concentrations of formulated compounds or mixtures are
sprayed onto the insect diet at 10p1, using a custom built micro atomizer, at
two replica-
tions.
For experimental mixtures in these tests identical volumes of both mixing
partners at
the desired concentrations respectively, are mixed together.

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After application, microtiter plates are incubated at 28 1 C, 80 5 % RH
for 5 days.
Egg and larval mortality is visually assessed.
In the following examples 6 and 7, the active ingredients were formulated
separately as
stock solutions at a concentration of 10 000 ppm in DMSO. The active
ingredient pyra-
clostrobin was employed as a commercially available formulation.
Use example No. 6 - Activity against the causative agent of gray mold Botrytis
cinerea
in the microtiter test (Botrci)
The stock solution was pipetted into a microtiter plate (MTP) and diluted to
the stated
active ingredient concentration with an aqueous malt-based medium for fungi.
An
aqueous spore suspension of Botrytis cinerea was subsequently added. The
plates
were placed into a water-vapor-saturated chamber at temperatures of 18 C. On
day 7
post-inoculation, the MTPs were measured at 405 nm using an absorption
photometer.
The parameters measured were related to the growth of the control variant,
which was
free from active ingredients, and the blank, which was free from fungi and
active ingre-
dients, in order to determine the relative growth % of the pathogens in the
individual
active ingredients.
The visually determined data for the affected leaf area in % was first
averaged and
then converted into efficacies as % of the untreated control. An efficacy of 0
is the
same disease level as in the untreated control, an efficacy of 100 is 0%
disease level.
The expected efficacies for active ingredient combinations were determined
using
Colby' s formula (Colby, S. R. (Calculating synergistic and antagonistic
responses of
herbicide Combinations", Weeds, 15, pp. 20-22, 1967) and compared with the
observed
efficacies.
Active ingredientia.i. Concentration Ratio
Observed Activity cal- Synergistic
combination (PPm) activity
culated us- effect in (%)
(%) ing
Colby' s
formula (c/o)
pyraclostrobin 0.016 4
triticonazole + thi-
ophanate-methyl 0.063+0.25 12
pyraclostrobin 0.016+0.063+0.25 1:4:16 35 15 20
triticonazole + thi-
ophanate-methyl

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Use example No. 7 - Activity against the causative agent of rice blast disease
Pyricu-
laria oryzae in the microtiter test (Pyrior)
The stock solution was pipetted into a microtiter plate (MTP) and diluted to
the stated
active ingredient concentration with an aqueous malt-based medium for fungi.
An
aqueous spore suspension of Pyricularia oryzae was subsequently added. The
plates
were placed into a water-vapor-saturated chamber at temperatures of 18 C. On
day 7
post-inoculation, the MTPs were measured at 405 nm using an absorption
photometer.
The parameters measured were related to the growth of the control variant,
which was
free from active ingredients, and the blank, which was free from fungi and
active ingre-
dients, in order to determine the relative growth % of the pathogens in the
individual
active ingredients.
The visually determined data for the affected leaf area in % was first
averaged and
then converted into efficacies as % of the untreated control. An efficacy of 0
is the
same disease level as in the untreated control, an efficacy of 100 is 0%
disease level.
The expected efficacies for active ingredient combinations were determined
using
Colby' s formula (Colby, S. R. (Calculating synergistic and antagonistic
responses of
herbicide Combinations", Weeds, 15, pp. 20-22, 1967) and compared with the
observed
efficacies.
Active ingredient/a.i. Concentration
Ratio Observed Activity cal- Synergistic
combination (PPrn) activity culated
effect in (%)
(%) using
Colby' s
formula (%)
pyraclostrobin 0.001 31
triticonazole + thi-
ophanate-methyl 0.004+0.016 5
pyraclostrobin 0.001+0.004+0.016 1:4:16 60 35
25
triticonazole + thi-
ophanate-methyl
Use example No. 8 - Activity against the causative agent of rice blast disease
Pyricu-
laria oryzae in the microtiter test (Pyrior)
The active ingredients were formulated separately as stock solutions at a
concentration
of 10 000 ppm in DMSO.

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The stock solution was pipetted into a microtiter plate (MTP) and diluted to
the stated
active ingredient concentration with an aqueous malt-based medium for fungi.
An
aqueous spore suspension of Pyricularia oryzae was subsequently added. The
plates
were placed into a water-vapor-saturated chamber at temperatures of 18 C. On
day 7
post-inoculation, the MTPs were measured at 405 nm using an absorption
photometer.
The parameters measured were related to the growth of the control variant,
which was
free from active ingredients, and the blank, which was free from fungi and
active ingre-
dients, in order to determine the relative growth % of the pathogens in the
individual
active ingredients.
The visually determined data for the affected leaf area in % was first
averaged and
then converted into efficacies as % of the untreated control. An efficacy of 0
is the
same disease level as in the untreated control; an efficacy of 100 is 0%
disease level.
The expected efficacies for active ingredient combinations were determined
using
Colby' s formula (Colby, S. R. (Calculating synergistic and antagonistic
responses of
herbicide Combinations", Weeds, 15, pp. 20-22, 1967) and compared with the
observed
efficacies.
Active ingredient/a.i. Concentration Ratio
Observed Activity cal- Synergistic
combination (PPrn) activity culated effect in
(%)
(%) using
Colby' s
formula (%)
triticonazole + clothia- 2+2 22
nidin
fipronil 2 5
triticonazole + clothia-
2+2+2 1:1:1 61 26 35
nidin + fipronil