Note: Descriptions are shown in the official language in which they were submitted.
2i~68~2
The ~re~ent invention relates to insecticiaal mixtures of
Bacillus 8~. pre~aration3 ana a~oni~ts or antagonists of
the nicotinergic acetylcholine rece~tors of insects, and
to their use.
Baeillus thuringiensis pre~arations and their use a~
inseetici.des are known (for example from (Chemical
Abstract~ references) CA 71/122 392; CA 80/129 289 ~;
CA 86/1701 d; CA 118/100 539 f; as well a8 DE-OS (German
Published S~ecification) 2 146 165; EP-OS (Euro~ean
Published S~eeification) 63 949; EP-OS (Euro~ean
Published 8~ecification) 93 062; EP-OS (Euro~ean
Published S~ecifie~tion) 142 92~; EP-PS (Euro~ean Patent
S~ecification) 153 166; PCT-08 (PCT Published 8~eeifiea-
tion) WO 86/01 536; EP-08 (Euro~ean Published S~eeifiea-
tion) 178 151; EP-08 (Euro~ean Published S~ecifieation)
200 344; BP-Og (Euro~ean Published S~ecification) 216
481; DB-OS (German Published Specifieation) 3 541 893;
PCT-Og (PCT Published 8pecifieAtion) WO 88/06 631; EP-OS
(Euro~ean Published S~ecification) 308 199 PCT-OS (PCT
Publishea 8~ecification) WO 88 08877; PCT-OS (PCT Pub-
lishea 8~ecification) WO 91/09 133; EP-OS (Euro~ean
Published S~eeificat~on) 500 311 x.).
A~onists or anta~onist~ of the nicotiner~ic acetyleholine
reee~tors of inseets are known, for example from the
follow~n~ ~ublicAtions~
Le A 30 271
.; , .:
~-` 21~822
Euro~ean Of~enlegung~schrift (European Publi~hed
S~ecification) Nos. 464 830, 428 941, 425 978, 386 565,
383 091, 375 907, 364 844, 315 826, 259 738, 254 859,
235 725, 212 600, 192 060, 163 855, 154 178, 136 636,
303 570, 302 833, 306 696, 189 972, 455 000, 135 956,
471 372, 302 389; German Offenlegung~schrift (German
Published S~ecification) Nos. 3 639 877, 3 712 307;
Ja~anese Offenle~un~schrift (Ja~ane~e Published
S~ecification) Nos. 03 220 176, 02 207 083, 63 307 857,
63 287 764, 03 246 283, 04 9371, 03 279 359, 03 255 072;
US Patent Nos. 5 034 524, 4 948 798, 4 918 086,
5 039 686, 5 034 404; PCT A~lication NOB. WO 91/17 659,
91/4965; French Ap~lication No. 2 611 114; Brazilian
A~lication No. 88 03 621.
Reference i8 hereby made ex~res~ly to the methods,
~roce~es, formulae ana definitions aescribed in these
~ublications and to the indiviaual ~re~arations and
com~ounas described therein.
Nixtures of Bacillus thuringiensis pre~arations with
insect~cide~ of various classe~ of active compouna are
known (Chemical Abstracts reference CA 117/247 152 n;
113/226 446 ~; 107/54 201 n; JP Patent 1 576 352; DE-OS
(German Published S~e¢ification) 2 250 085).
However, mixtures of B~cillus S~. ~re~arations with
agoniffts or antagonists of the nicotinergic acetylcholine
rece~tors of insects have not been aisclosed to date.
Le A 30 271 - 2 - -
2146822
The l?resent invention relates to:
1. In~3ecticidal con~ositionSt, characterize~ in that
they contain a mixture o$ Bacillus 81?~-
pre~arations, Bacillus 8~. enaotoxin containing
pre~arations as well a~ transkonjugate~ and
recombinant BRcillus 8~?~. ~rel?aration~ ana agonists
or antagonists of the nicotinergic acetylcholine
rece~tors of insects.
2. The use o$ the insecticiaal activity of Bacillus
81?~- ~re~arations, Bacillus 81?~- endotoxin
containing ~re~ar~tions as well aE~ transkonjuslates
ana reC~mbin nt B~cillus 8~ pre~arations,
characterizea in that a5ronist~ or antagonists of the
nicotinerSIic acetylcholine receptors in insects are
lS aadea to them.
3. The use of mixtures of Bacillus El~. ~re~arations,
Bacillus spp. enaotoxin containing ~re~aration~ a~
well as transkonju51ates and recoml~inant Bacillus
8~?~. ~reparation8 ana aSroniElts or antagonists of the
niCotinerSric acetylcholine roce~tors in insects for
combatin5r insects.
4. A method of comb~ttinçr insects, characterizea in
that a mixture of Bacillus 8~. ~re~arations,
Bacillus 8~. enaotoxin containin5J~?re~arations as
well a8 transkonju5rates and recombinant Bacillus
s~p. preparations ana aSIonists or antagonists of the
nicotinerSric acetylcholine rece~tors in insects are
allowea to act on insec:ts ana/or their environment.
:: : :-:
5. A ~roce~s for the ~reparation of in~ecticid l
co~ositions, characterized in that Bacillu~ 8~.
~re~arations, Bacillus s~D. enaotoxin containin~
~re~arations as well as tranEIkonjus~ates and
rec~mbinant Bacillus 8~. ~reparations ana a5~onists
or ~taSIonists of the nicotiner~Jic acetylcholine
rece~tors of insects are mixed with extenaers ana/or
ailuents and surfactants.
..
. .
Le A 30 271 - 3 ~
. . . : : : . . :. , :: .. :
21~6822
It was sur~rising that the activity of Bacillus 8~.
~reparations could be increased by combining th~m with
agoni~ts or antagonists of the nicotinergic acetylcholine
rece~tors of insects. Bacillus ~p~. ~re~arations are
~referably sacillu~ thuringiensis ~repArations, their
enaotoxins and recombinantly produced strains.
Agonists or anta~onists of the nicotinergic acetylcholine
receptors of insects come in some cases under the term
nitromethylenes and compounds related thereto.
These com~ounde can ~referably be represented by the
general formula (I)
/
C
Il ,
X--E
in which ~-
: ' ',
R represents hydro~en, o~tionally substituted radicals
of the ~rou~ consistin~ of acyl, alkyl, aryl,
aralkyl, heteroaryl or heteroarylalkyl;
A re~resents a monofunctional ~rou~ from the series
consistin~ of hydro~en, acyl, alkyl, aryl, or a
bifunctional grou~, linked to the radical Z;
E re~resents an electron-attracting radical;
~:
Le A 30 271 - 4 -
~ 21~6~22
X repre~ent~ the radicals -CH= or 'N-, it being
possible for the radical -CH= to be linked to the
radical Z instead of an ~ atom;
Z represents a monofunctional group from the ~eries
consisting of alkyl, -0-R, -S-R or
,R : :~
N~
R -
or a bifunctional group,
linked to the radical A or the radical X.
Partiaularly preferred compounds of the formula I are
those in which the radicals have the following meaning~
10 R represents hydrogen and optionally substituted
radicals from the series consisting of acyl, alkyl, -
aryl, aralkyl, heteroaryl and heteroarylalkyl.
Acyl radicals which may be mentioned are formyl,
alkylcarbonyl, arylcarbonyl, alkylsulphonyl, aryl~
sulphonyl, (alkyl-)-(aryl-)phosphoryl, each of which
can, in turn, be substituted.
Alkyl radicals which may be mentioned are
Cl10-alkyl, in particular Cl4-alkyl radicals,
specifically, methyl, ethyl, i-propyl and sec- or t-
butyl, each of which can, in turn, be substituted.
Aryl radicals which may be mentioned are phenyl and
.'.:,`:. :-'~.
'- '"''''''''"'
Le A 30 271 - 5 -
',.~ . "".'.,.:.
2~822
naphthyl, in particular phenyl.
Aralkyl radicals which may be mentioned are phenyl-
methyl and phenylethyl.
Heteroaryl radicals which may be mentioned are
heteroaryl radicals having up to 10 ring atoms and
N, O or S, in particular N, as hetero atoms.
Thiophenyl, furyl, thiazolyl, imidazolyl, pyridyl
and benzthiazolyl may be mentioned individually.
Heteroarylalkyl radicals which may be mentioned are
heteroarylmethyl and heteroarylethyl radicals having
up to 6 ring atoms and N, O or S, in particular N,
as hetero atoms.
The following substituents may be mentioned by way
of example and as being preferred:
Alkyl having preferably 1 to 4, in particular 1 or
2, carbon atoms, such as methyl, ethyl, n- and
i-propyl and n-, i- and t-butyl; alkoxy having
preferably 1 to 4, in particular 1 or 2, carbon
atoms, such as methoxy, ethoxy, n- and i-propyloxy
and n-, i- and t-butyloxy; alkylthio having
preferably 1 to 4, in particular 1 or 2, carbon
atoms, such as methylthio, ethylthio, n- and i-
propylthio and n-, i- and t-butylthio; halogenoalkyl
having preferably 1 to 4, in particular 1 or 2,
carbon atoms and preferably 1 to 5, in particular 1
to 3, halogen atoms, the halogen atoms being
::
.. .
' .:"~
Le A 30 271 - 6 ~
21~682~
identical or different and preferably fluorine,
chlorine or bromine, in particular fluorine, ~uch as
trifluoromethyl; hydroxyl; halogen, preferably
fluorine, chlorine, bromine and iodine, in
particular fluorine, chlorine and bromi~e; cyano;
ntiro; amino; monoalkyl- and dialkylamino having
preferably 1 to 4, in particular 1 or 2, carbon
atoms per alkyl group, such a~ methylamino,
methyl-ethyl-amino, n- and i-propylamino and methyl~
n-butylamino; carboxyl; carbalkoxy having preferably
2 to 4, in particular 2 or 3, carbon atoms, such as
carbomethyoxy and carboethoxy; sulpho (-S03H);
alkylsulphonyl having preferably 1 to 4, in
particular 1 or 2, carbon atoms, such as methyl-
sulphonyl and ethylsulphonyl; arylsulphonyl having
preferably 6 or 10 aryl carbon atoms, such as
phenylsulphonyl, and also heteroarylamino and
heteroarylalkylamino, such as chloropyridylamino and
chloropyridyl~ethylamino.
20 A particularly preferably represents hydrogen and
optionally substituted radicals from the series
consisting of acyl, alkyl, aryl, all of which
preferably have the meanings given in the case of R.
A furthermore represents a bifunctional group.
Mention may be made of optionally substituted
alkylene having 1-4, in particular 1-2, C atoms,
suitable substituents being the substituents
enumerated further above, it being possible for the
alkylene groups to be interrupted by hetero atoms
` "'~'' '
.''','"""'"-,"`"".'-'.''''
Le A 30 271 - 7 - -
2146822-
from the ~erie~ consisting of N, O and S.
A and Z together with the atoms to which they are bonded
can form a ~aturated or un6aturated heterocyclic
ring. The heterocyclic ring can contain one or two
further identical or different hetero atoms and~or
hetero group~. Hetero atoms are preferably oxygen,
sulphur or nitrogen, and hetero group~ N-alkyl,
alkyl of the N-alkyl group preferably containing 1
to 4, in particular 1 or 2, carbon atoms. Alkyl
radicals which may be mentioned are methyl, ethyl,
n- and i-propyl and n-, i- and t-butyl. The
heterocyclic ring contains 5 to 7, preferably 5 or
6, ring members.
Examples which may be mentioned of the heterocyclic
ring are pyrrolidine, piperidine, piperazin~, hexa-
methyleneimine, hexahydro-1,3,5-triazine and mor~
pholine, each of which can optionally be
substituted, preferably by methyl.
E represents an electron-attracting radical, par-
ticular mention being made of NO~, CN and halogeno-
alkylcarbonyl, such as 1,5-halogeno-C,,-carbonyl, in
particular COCF3.
X represents -CH- or -N-
Z represents optionally substituted radicals alkyl,
-OR, -SR or NRR, R and the substituents preferably
:-.,'"'~,'-.''':", '
Le A 30 271 - 8 -
,;' ,;~ ~ .
--- 2146~2
having the abovementioned meaning.
Z can, in addition to the abovementioned ring,
together with the atom to which it i8 bonded and the
radical
.
in the place of X
form a saturated or unsaturated heterocyclic rinq.
The heterocyclic ring can contain 1 or 2 further
identical or different hetero atoms and/or hetero
groups. ~etero atoms are preferably oxygen, sulphur -~;
or nitrogen, and heterogroups N-alkyl, the alkyl or
N-alkyl group preferably containing 1 to 4, in
particular 1 or 2, carbon atoms. Alkyl radicals
which may be mentioned are methyl, ethyl, n- and i-
propyl and n-, i- and t-butyl. The heterocyclic ring
contains 5 to 7, preferably 5 or 6, ring members.
~ :'
Examples of the heterocylic ring which may be
mentioned are pyrrolidine, piperidine, piperazine,
hexamethylene~;ne, morpholine and N-methyl- -~
piperazine.
Compounds which may be mentioned as compounds which can
very particularly preferably be used according to the -~
invention are those of the general formulae (II) and
(III): -
. ~ . .,:
: ......
:, . .
,,.. ~,
Le A 30 271 - 9 - ;
~ ;: ,'
.. .. -- , .: . . .. -: . :- , .
~ - -
- 21~6822
~(C~)n N~ /~ (Il)~
N C
X--E
gb~ ~ :
S~\(C~)n 1~
li : :
X-E
in which
n represents 1 or 2,
subst. represent~ one of the abovementioned substi~
tuents, in particular halogen, very particularly
chlorine, -~
A, Z, X and ~ have the abovementioned meanings,
,. . .
The following compounds may be mentioned individually~
a~CH~--N~NH C1~3CH~_N~NH~
NO2 N NO2 ; `
~', -".' ' :' .'
' ,~ ~ ','- ' .' '. .
. - - ~ ~ ., ,.,: ::
- - ~ ;. :, . .:
Le A 30 271 - 10 -
21~822
~CH3
CI~CI-12 N~S J~CH
NO2
O ' ~
Cl~3CH2 N~7 H--N~¦¦~OC2H
N_CN N~
Cl~3CH2 N~NH C1~3CH2 NyNHCH3
~CN N--NO2
Cl~3CH2--N~S Cl~3CH2--N~,S
N
CN N--NO2 :~:
''`'"'~' ~'`'
. .` ..~'. .
-~,,,:, ~`" :,
:~ ~ : .'., ,
Le A 3 0 2 71
~ , . ,
- ~ ~
~` 214S~22
C1~3 CH C1~
~NO2 CH--NS)2
C1~3N~NHC1~3CH2-- N~N(CH3)2
NO2 N NO2
fH3 : - ~
C1~3 I H3 CH2 N N--CH
N--CN N
N2
C1~3CH, N--11--NHCH~ C1~3CH,--N~ ~CH, , ~,
',,~'.',~,...
"'''-
Le A 30 271 - 12 - ::
- 21~822
S`~HNH S~CH2 N~,NH
N2
N2
--S~N~NH ~S ~CH,_N~NH
N2 "
. .:
The mixtures according to the invention are suitable for
combating animal pests, preferably axthropod~ and
nematode~ in particular insects and arachnids,
encount~red in agriculture, in forestry, in the
protection of stored produ¢ts and of materials, and in
the hygiene field. They are active against normally
sensitive and resistant species and against all or some
stages of development. The abovementioned pests include~
From the order of the Isopoda, for example, Oniscus
asellus, Armadillidium vulgare and Porcellio scaber.
From the order of the Diplopoda, for example, Blaniulus
guttulatus.
From the order of the Chilopoda, for example, Geophilus
Le A 30 271 - 13 -
21~B82~
carpophagu~ and scutigera 8pec.
From the order of the Thysanura, for example, Lepisma
saccharina.
From the order of the Collembola, for example, Onychiuru~
armatus.
... ~.~.. .
From the order of the Orthoptera, for example, Blatta -
orientalis, Periplaneta americana, Leucophaea maderae,
Blattella germanica, Acheta domesticus, Gryllotalpa spp.,
Locusta migratoria migratorioides, Melanoplus
differentialis and Schistocerca gregaria.
From the order of the Dermaptera, for example, Forficula
aurlcu arla. ~ ~,.,.-.
From the order of the I~optera, for example,
Reticulitermes spp..
From the order of the Anoplura, for example, Pedculus
humanus corporis, Haematopinu~ spp. and Linognathus spp..
From the order of the Mallophaga, for example,
Trichodectes spp. and Damalinea spp..
From the order of the Thysanoptera, for example,
Hercinothrip~ femoralis and Thrip~ tabaci.
From the order of the Heteroptera, for example,
-: ' .'~' ''
Le A 30 271 - 14 - ~ -
:,
.
t , ,~
.~-
- 2~46~22
Eurygaster 8~., Dysdercus intermedius, Piesma ~uadrata,
Cimex lectularius, Rhodnius ~rolixus and Triatoma sp~..
From the order of the Homo~tera, for ex~mple, Phylloxera
vastatrix, Pem~higus s~p., Aleurode~ brassicae, Bemisia
tabaci, Trialeurodes va~orariorum, A~his ~os~y~ii,
Brevicoryne brassicae, Cry~tomyzus ribi~, A~his fabae,
Doralis ~omi, Eriosoma laniyerum, Hyalo~terus arundinis,
~acrosi~hum avenae, Myzus 8~., Phorodon humuli,
Rho~alosi~hum ~adi, Empoasca 8~., Eu~celis bilobatuo,
N~hotettix cinctice~s, Lecanium corni, Saissetia oleae,
Laodel~hax striatellus, Nila~arvata lu~en~, Aonidiella
aurantii, As~idiotus hederae, Pseudococcus 8~. and
Psylla ~p..
~ ",: ~.','
Fro~ the order of the Le~ido~tera, for example,
Pectino~hora ~ossypiella, Bu~alus ~iniarius, Cheimatobia
brumata, Lithocolletis blancardella, Hy~onomeuta padella,
Plutella maculipennis, malacosoma neustria, Eu~roctis
chrysorrhooa, Lymantria 8~., Bucculatrix thurberiella,
Phyllocn~stis citrella, A~rotis 8~., S~odo~tera exi~ua,
Mamestra brassicae, Panolis flammea, Prodenia litura,
8~odo~tera 8~., Tricho~lusia ni, Carpoca~sa ~omonella,
Pieris 8~., Chilo 8~., Pyrausta nubilalis, E~hestia
kuehniella, Galleria mellonella, T~neola bisselliella,
Tinea ~ellionella, Hofmannophila ~seudos~retella,
Cacoecia ~odana, Ca~ua reticulana, Choristoneura
fumiferana, Clysia ambi~uella, Homona ma~nanima and
Tortrix viridana and Heliothis 8~
From the order of the Coleo~tera, for example, Anobium
Le A 30 271 - 15 -
,, . - , . : :
b .~ ~' . . , . - .
2~-6822
punctatum, Rhizopertha dominica, Acanthoscelides
obtectus, Acanthoscelides obtectus, HylotrupeE bajulus,
Agelastica alni, Leptinotarsa decemlineata, Phaedon
cochleariae, Diabrotica spp., P~ylliodes chrysocephala,
~pilachna varivesti~, Atomaria 8pp ., Oryzaephilus
surinamensis, Anthonomus pp., Sitophilus spp.,
Otiorrhynchus sulcatus, Cosmopolites sordidus,
Ceuthorrhynchus assimilis, ~ypera postica, Dermestes
spp., Trogoderma spp., Anthrenus spp., Attagenus spp.,
Lyctus ~pp., ~eligethes aeneus, Ptinus spp., Niptu~
hololeucus, Gibbium psylloides, Tribolium ~pp., Tenebrio
molitor, Agriotes Bpp-, Conoderus spp., Melolontha
melolontha, Amphimallon solstitialis and Costelytra
zealandica.
From the order of the Hymenoptera, for example, Diprion
spp., ~oplocampa spp., Lasius spp., Monomorium pharaonis
and Vespa spp..
From the order of the Diptera, for example, Aedes 8pp. ~
Anopheles spp., Culex spp., Drosophila melanogaster,
Musca spp., Fannia spp., Calliphora erythrocephala,
Lucilia 8pp- ~ Chrysomyia spp., Cuterebra spp.,
Gastrophilus spp., Hyppobo~ca spp., Stomoxys spp.,
Oestrus spp., ~ypoderma spp., Tanaus spp., Tannia spp.,
Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia
hyoscyami, Ceratitis capitata, Dacus oleae and Tipula
paludosa.
From the order of the Siphonaptera, for example,
~'
Le A 30 271 - 16 -
. ~ .
, ,,-,, . . . :
.
21~682~
Xenopsylla cheopis and Ceratophyllus spp..
From the order of the Arachnida, for example, Scorpio
maurus and Latrodectus mactan~
'~
Insects which may be mentioned, in particular, are
chewing biting insects, for example from the order3
Coleoptera or Lepidoptera.
,:
The mixtures according to the invention in their respec~
tive physical and/or chemical properties can be converted
to the customary formulations, such as solutions,
emulsions, suspensions, powders, foams, pastes, granules,
aerosols, natural and synthetic materials impregnated
with active compound, very fine capsules in polymeric
substances and in coating compositions for seed, and
additionally in formulation~ used with burning equipment,
such as fumigating cartridge~, fumigating cans,
fumigating coils and the like, as well as ULV cold mist
and warm mist formulations.
These formulations are produced in a known manner, for
example by mixing the active compounds with extenders,
that i8, liquid solvents, liquefied gases under pressure,
and/or solid carriers, optionally with the use of
surface-active agents, that is emulsifying agents and/or
dispersing agents, and/or foam-forming agents. In the
case of the use of water as an extender, organic solvents
can, for example, also be used as auxiliary solvents. As
liquid solvents, there are suitable in the main:
Le A 30 271 - 17 -
21~6822
aromatic~, such as xylene, toluene or alkylnaphthalenes,
chlorinated aromatics or chlorinated aliphatic
hydrocarbons, such as chlorobenzenes, chloroethylenes or
methylene chloride, aliphatic hydrocarbons, such as
cyclohexane or paraffins, for example mineral oil
fractions, alcohols, such as butanol or glycol as well as
their ethers and esters, ketones, such as acetone, methyl
ethyl ketone, methyl isobutyl ketone or cyclohexanone,
strongly polar solvents, such as dimethylformamide and
dimethyl sulphoxide, as well as water; by liquefied
gaseous extenders or carriers are meant liquids which are
gaseous at ambient temperature and under atmospheric
pressure, for example aerosol propellants, such as
halogenated hydrocarbons as well as butane, propane,
nitrogen and carbon dioxide; as solid carriers there are
suitable: for example ground natural minerals, such as
kaolins, clays, talc, chalk, quartz, attapulgite,
montmorillonite or diatomaceous earth, and ground
synthetic minerals, such as highly disperse silica,
alumina and silicates; as solid carriers for granules
there are suitable: for example crushed and fractionated
natural rocks such as calcite, marble, pumice, sepiolite
and dolomite, as well as synthetic granules of inorganic
and organic meals, and granules of organic material such
as sawdu~t, coconut shells, maize cobs and tobacco
stalks; as emulsifying and/or foam-forming agents there
are suitable: for example non-ionic and anionic
emulsifiers, such as polyoxyethylene fatty acid esters,
polyoxyethylene fatty alcohol ethers, for example
alkylaryl polyglycol ether~, alkylsulphonates, alkyl
' ': '' ~ '
Le A 30 271 - 18 -
: : :
21~82~
sulphates, aryl~ulphonate~ as well as albumen hydrolysis -~
product~; as di~persing agent~ there are ~uitable: for
example lignin-~ulphite wa~te liquors and
methylcellulose. ~:
;, ~ '
Adhesive~ such as carboxy-methylcellulose and natural and :~ :
synthetic polymers in the form of powders, granules or
latexes, such as gum arabic, polyvinyl alcohol and
polyvinyl acetate, as well as natural phospholipid~, such : ~
as cephalins and lecithins, and synthetic phospholipids, ~;
can be used in the formulations. Other additives can be : :
mineral and vegetable oil~
It is possible to use colourants such as inorganic
pigments, for example iron oxide, titanium oxide and ~;
Prussian Blue, and organic dyestuffs, such as alizarin
dyestuffs, azo dyestuffs and metal phthalocyanine
dyestuffs, and trace nutrients such as salts of iron,
manganese, boron, copper, cobalt, molybdenum and zinc.
The formulations in general contain between 0.1 and 95
per cent by weight of active compound mixture, preferably
between 0.5 and 90 %.
:'
The mixtures according to the invention can additionally
contain other active compounds, such as in~ecticides, ~ ;.
attractants, ~terilizing agents, acaricides, nematicides,
fungicides, growth-regulating substances or herbicides. -
The insecticides include, for example, phosphates,
carbamates, carboxylates, chlorinated hydrocarbons,
Le A 30 271 - 19
:
:
~i'`'~'':'`, . ' ' : - '
2146822
- ~ .
phenylurea~ and the like.
The mixtures accoraing to the invention can furthermore
be ~re~ent in their commercially available formulAtions
ana in the use forms, pre~ared from the~e formulations, -
as a mixture with synergistic agent~. Syner~istic agents
are com~ounas which increase the action of the active
com~ounds, without it being necessary for the synergistic ~
a~ent aaaed to be active itself. ~- -
The active compound content of the use forms ~re~ared
from the commercially available formulations can vary - -
within wide limits. The active com~ouna concentration of ~
agon~its or antagonists of the nicotinergic acetyl- --
chlorine rece~tors of insects in the use forms can be
from 0.0001 to 1 % by wei~ht of active com~ound, ~re- -~
ferably between 0.0016 and 0.1 ~ by weight. The acti~e
com~ouna content in the case of ~acillu6 thuringiensi~
~re~arations of the use forms can vary from 102-101~ IU ~er
100 ml, ~referably 10'-107 s~ores/ml IU ~er 100 ml. -~
-~-.:~. :,
The com~ounas are em~loyed in a customary manner
a~ropriate for the use forms by s~raying, atomizing,
dusting, misting or ~ouring.
When used against hygiene ~ests ana ~ests of stored
~roducts, the chemical active compounds are distinguished
by an excellent resi~ual action on wooa and clay as well
a~ a good stability to alkali on limed substrates. ~
Le A 30 271 - 20 - ~ :
21~6~22
In the exam~le~ which follow, the com~ound of common name
imidacloprid (l-(2-chloro-5-~yridinyl-methyl)-2-nitro-
iminoimidazolidine) iB e~ployed a~ a representative of an
agonist or antagonist of the nicotinergic acetylcholine
rece~tors of insects, ana as representative~ of sacillus
~reRaration containing Bacilllus thuringien~is,
~referably the ~trains s.t.var kurstaki, -aizawai,
tenebroni~, -israelensis.
Imidaclo~rid was employed in the form of the commercially
available ~re~aration ~Confidor.
Co~binations of imidacloprid with a range of
concentration~ of Bacillus thuringiensis were tested
biologically in laboratory tests in com~arison with the
individual c~onents. To be able to determine the
interactive effect of the active com~ounds on the
~nsecticidal activity of the combinations, low active
com~ound concentrations were selectea which are in ~he
ran~e of the threshold level and which, by them~elves, do
not result in a full activity. The te~t animals usea were
Phaedon cochloariae larvae and larvae of S~odo~tera
fon~i~erda, Plutellaxylo stella, Heliothis armigera. The
larvae were in the L2 stage. Savoy cabbage leaves
(Brassica oleracea var. Sabauda) or leaves of sojbean
~lants were dip~ed into the test solutions and infected
with the ~est after they had dried. The evaluation was
carried out 3 and 7 days after the infection. Not oaly
the insecticidal activity (mortality), but also the
degree of ~rotection (feeding damage) were a~ses~ed. Eaoh
of the ex~eriments were carried out in two reDlications.
Le A 30 271 - 21 -
-- -. - . .
!:' ` . . . ~ `. . . :
~ . ~ . . ' . .. , ' . . . .
~ 2146~22 - ~
Tabulated te~t re~ults
Exam~le 1 :~
Phaedon cochleariae
Combination of Imiaaclo~rid / Bacillus thurin~iensi~ ~r.
kurstaki (~Di~el 2 x, Fa.Abbott)
¦Pre~aration/ Effecti~eness ~:
combination after 3 days ¦
_ Mortality (%) ¦¦
midaclo~rid (0.008 ~O) 2 ¦
qDi~el 2x (5.0 x 105 2 ¦
IU/100 ml) l : --:~
qDi~el 2x (2.5 x ¦
lO~IU/100 ml)
IU/100 ml)Imidaclo~rid 19
(0.008%) and
Di~el 2x (5 x l
lOsIU/100 ml) l ..,
Imidaclo~rid (0.008%) 65 ¦ ¦~
~Di~el 2x (2.5 x l -
10CIU/lOO ml) l ~:
Control 0 ¦
~,''~'..
.,`;
Le A 30 271 - 22 - ~ ~
~i,~ ` .. ~ .: ' . ' - :
- 21~68~ :
Example 2: Phaedon cochleariae and combination of ~,
Imidacloprid / Bacil lus thuringiensis var. aizawai
(RXentari, Fa. Abbott)
. _
Ef fectiveness af ter
Preparation / Ccxrbination 3 davs ,, (%)
~midacloprid (0,0008 %) 2
B. t. var. aizawai O
(2,0 x lOE6 I.U./100 ml)
B. t. var. aizawai _ __
(1,0 x lOE7 I.U./100 ml)
Imidacloprid (0,0008 %) ~nd B. t. var. 20
aizawa; (2,0 x lOE6 I.U./100 ml)
Imidacloprid (0,0008 %) ~nd B. t. var. 50
aizawai (1,0 x lOE7 I.U./100 ml)
L contrQl o _
Example 3: Phaedon cochlearieae and combination of
I i~acloPrid- l Baçillys ~hur1~iensis va~,,,tenebrionis
Novodur 2 %, Fa . Neudorf f )
. ... .
~r,eparation / CanbinationEffectiveness after ~ :'
Imidacloprid (0,0008 %) 3
Imidacloprid (0,004 %) 40 - -~-
B. t. var. tenebrionis
(0 00012 %)
, , ,.:
B. t. var. tenebrionis 23 - ~ ' '
(0,0006 %) ~,
Imidacloprid (0,0008 /0) and B. t. var. 33
tenebrionis (0,00012 %)
Imidacloprid (0,0008 %) and B. t. var. 47
tenebrionis (0,0006 %)
In~idacloprid (0,004 %) and B. t. var. 100
t_ebrionis ~0,00012 %)
Imidacloprid (0,004 %) and B. t. var. 100
tenebrionis (0,0006 %)
, Control O
Le A 30 271 - 23 -
.`:` ' ' ~' - . ' :
, ~ ` ' ': . . : ' ' :,, , :
-^`` 2146822
Example ~: Spodoptera frugiperda and combination of
I~idacloprid / Bacillus thuringiensis var. tenebrionis
( Novodor 2 %. Fa. Neudorff)
Preparation / combination ¦Effectiveness after
Imidacloprid (0,004 %) 3 day (/) I -
B. t. var. tenebrionis 0 l
(0,0006 %) l
B. t. var. ténebrionis
(0,003 %) . ~.
Imidacloprid (0,004 /0) a.ld B. t. var. 1 80 ;
tenebrionis (0,0006 %) ~
Imidaclopnd (0,004 %) ~nd B. t. vllr. 90 : . :
tenebrionis (0,003 %) I .:
Control _ _ _ 7
Example 5: Spodoptera frugiperda and combination of ~ ~
IRidacloprid / Bacillus thuringiensis var. kurstaki ` ~ `
( Dipel 2 x , Fa.Abbott) ~;- ;
, _ ......... ,_ :
~reparation / ~ination 3 days (0/ess afte~
Imidacioprid(0,0008 %) 7 _ ~
B. t. var. kurstaki 18 -
(2,0 x lOE6 I.U./I00 ml~ ~
Imidacloprid (0,0008 %),Lmd B. t. var. 51 I ~ ~:
kurstaki (2,0 x lOE6 I.U./100 ml)
Control 0 1
. ... ,_ , - :.. ~ . . .
:', ~ ' :','',
Le A 30 271 - 24 ~
; ~:,. . .
