UA71953C2 - Insecticidal composition and a composition as an attractant - Google Patents

Abstract

The present invention provides a synergistic insecticidal composition comprising as essential active ingredients a neuronal sodium channel antagonist in combination with one or more compounds selectedfrom the group consisting of pyrethroids, pyrethoid-type compounds, recombinant nucleopolyhedroviruses capable of expressing an insect toxin, organophosphates, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, GABA antagonists and acetylcholine receptor ligands. Also provided are methods for synergistic insect control and crop protection.

Description

Description of the invention

For the control of insect pests, such as agricultural and garden pests, insects of sanitary and hygienic importance, or wood pests, insecticidal agents and compositions have been developed, which are used in practice as individual substances or in the form of mixtures. However, the economic efficiency and environmental safety of insect control compositions are not yet completely satisfactory.

The most promising are insecticidal compositions that allow to reduce the level of effective doses, are less dangerous for the environment and prevent the development of resistance to them in insects. Although 70 a rotation system of insecticides with different mechanisms of action can be used for more effective pest control, this approach does not necessarily provide the desired pest control. In addition, combinations of means for the destruction of insects were studied, but a high synergistic effect was not always manifested.

The development of an insecticidal composition, which is characterized by the absence of cross-resistance to the insecticidal agents included in its composition, a high synergistic effect, which would not have problems related to toxicity, and would have a minimal negative impact on the environment, is a very difficult task. .

Thus, the object of this invention is a synergistic insecticidal composition, which is characterized by high target efficiency in combination with a reduced cost of processing the agricultural crop during its application and a reduced burden on the environment.

Another object of the invention are methods that provide more effective as a result of synergism the fight against insects and increased protection of agricultural crops.

The present invention relates to a synergistic insecticidal composition, which includes as the main active ingredient an amount having synergistic activity (a synergistically effective amount) of a neuronal sodium channel antagonist in combination with one or more compounds selected from the group consisting of pyrethroids, pyrethroid-type compounds, recombinant nuclear polyhedrosis viruses that have the ability to express insecticidal c toxin, organophosphorus insecticides, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, (3 GABA (gamma-aminobutyric acid) antagonists) and acetylcholine receptor ligands.

The present invention also relates to a method that provides synergistically enhanced control of insects, which involves contacting the insect with a synergistically effective amount of a neuronal sodium channel antagonist in combination with one or more compounds selected from the group consisting of pyrethroids, pyrethroid-type compounds, recombinant nuclear viruses polyhedrosis, which have the ability to express the insecticidal toxin, organophosphorus insecticides, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, GABA antagonists, and acetylcholine receptor ligands. at

The present invention also relates to a method of more effective protection of plants against insect damage and attack. "--

Detailed description of the invention

Zo Definition - "Acetylcholine receptor ligand" in the context of this description means a compound that has the ability to bind to the acetylcholine receptor site.

In the context of this description, insecticides belonging to "group A" mean the following insecticides: "1) pyrethroids; From 50 2) compounds of the pyrethroid type; c 3) recombinant nuclear polyhedrosis virus, which has the ability to express an insecticidal toxin;

From" 4) organophosphorus compounds; 5) carbamates; 6) formamidines; 7) macrocyclic lactones; it. 8) aminohydrazones; - 9) GABA antagonists; and 10) compounds that are acetylcholine receptor ligands. "Haloalkyl" in the context of this description means ee, an alkyl group CHNox-I, which includes from 1 to 2x41 identical or different halogen atoms. Similarly to this, cl. 20 concepts of "haloalkenyl", "haloalkynyl", "haloalkyl", "halophenyl", etc. mean mono- - perhalo-substituted groups, where the halogen atoms can be the same or different. c» "Halogen" in the context of this description means SI, Vg, I or GB. "Neuronal sodium channel antagonist" in the context of this description means a compound that disrupts the ability of a nerve cell to transport sodium ions across the cell membrane. 29 The term "pyrethroid-type compounds" in the context of this description means compounds that differ

HF) by the presence of an arylphenoxybenzyl fragment not connected by an ester bond. "Synergism" in the context of this description means a joint action characteristic of a combination of two or more biologically active components, which is distinguished by the fact that the total activity of two or more components exceeds the sum of the activities of each component separately. 60 When creating the invention, it was unexpectedly established that a composition that includes a combination of a neuronal sodium channel antagonist and a second insecticidal ingredient has a higher efficacy against insects at lower concentrations of the sum of the active substances compared to the individual application of a neuronal sodium channel antagonist or a second insecticidal ingredient.

As mentioned above, the concept of "antagonist of neuronal sodium channels" means a compound that disrupts the ability of a nerve cell to transport sodium ions through the cell membrane. An affected nerve cell loses its ability to be excited, leading to paralysis and eventual death of the target host. A description of the antagonists of neuronal sodium channels and their mechanism of action can be found in "Resiyside

Viospetizigu apa Rpuzioiodu" 60: 177-185 or "Agspimez oi Ipsesi Viospetizigu apa Rpuzioiodu", 37: 91-103.

Neuronal sodium channel antagonists include compounds described, inter alia, in US Patents 5,543,537, 5,708,170, 5,324,837, and 5,462,938.) Examples of neuronal sodium channel antagonists that can be used in the composition of the invention are compounds having the structural formula

Ur

In V o chn U

M--553-35-Myt-2C--A--(SKV3)y

F x, 7: pt

SSC),

Ky z - HER, 10 I ---0 in B 5-7

TSI what (oh ap de

A means SK,K" or ME;

M/ means O or 5; c 29 X, M, 2, XU m and 7 each independently of each other means H; halogen; ON; Gee)

SM; MO"; C-Salkyl, optionally substituted with one or more substituents selected from the group consisting of halogen, C-Salkoxy, C-Shaloalkyl, C3-Seccycloalkyl, C-Salkenyloxy or sulfonyloxy;

C-Salkoxy, optionally substituted by one or more substituents selected from the group consisting of halogen, C-Salkoxy or C3-Seccycloalkyl; so y y y y y y y

C, C-C, C-C, cycloalkylcarbonyloxy, phenyl, optionally substituted by one or more IS o) substituents selected from the group that includes halogen, C, C, alkyl or C, C, alkoxy; aminocarbonyloxy, optionally substituted by one or more C.-C.sub.-alkyl groups; F

S.-Svalkoxycarbonyloxy; C4-Svalkylsulfonyloxy; Co-Swalkenil; or "-

MA ani; - . y- t, r y and each independently of each other means an integer 1, 2, 3, 4 or 5; n means an integer 0, 1 or 2; r means an integer 1 or 2;

Y means an integer 1, 2, C or 4; « du in Kk, Ko, Kz, KE. and K5 each independently means H or z

S. Sualkil; c Ke means H, C.i-Swalkyl, C.-Swhaloalkyl, C.-Swallowoxyalkyl, C.--Swallowoxy, C.i-Swhaloalkyl, :z» Co-Swallowkenyl, C.-Swallowquinyl, C--Swallowylcarbonyl, Si --Svaloxycarbonyl, C-Svalkylthio or C-Sevhaloalkylthio;

K, and Ka each independently means H; halogen; S.i-Svalkil; C--Svalkylcarbonyloxy; or phenyl, optionally substituted by one or more substituents selected from the group that includes halogen, - 15 CM, MO", C-Salkyl, C-Cshaloalkyl, C-Salkyloxy or C-Cshaloalkyl;

Ka and Ko each independently mean H or S.-Sualkil; - Kii means NN, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C1-C6alkylcarbonyl or C6-C6haloalkylcarbonyl;

Ku" and Kz each independently mean H or S.-Svalkil; 1 50 b means H; C.-Salkyl, optionally substituted with one or more substituents selected from the series, c" which includes halogen, C 4-Slalkoxy, C 4-C 4-Shaloalkyl, C, M, C(O)Cla, SOKi5, COoKivb, phenyl or

C3-Secycloalkyl;

Si-Svalcox; C--Svhaloalkoxy; SM; MO"; Z(O)K47;

COM, CO, phenyl, optionally substituted with one or more substituents selected from the group consisting of halogen, C, C, C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, C-C, and

HF) C3-Secycloalkyl; or phenylthio; d) 0 means phenyl, optionally substituted by one or more substituents selected from the group that includes halogen, CM, CM, MO», Z(O)uCoo, C-Slalkyl, because C.-C.haloalkyl, C- C.Alkoxyalkyl, C--Svalkoxy, C-Cshaloalkoxy or

ICC; и means an integer 0, 1 or 2;

Kia, Ki, Kv; Kv, Kl9, Kai I Ko" each means independently of each other

H or S.-Svalkil; b5 and U and .

Ku" and Kogo each independently means S.--Svalkil or

C.i-Svhaloalkyl;

Ezz means SOoCaud;

Kz4 means H, C1-Salkyl, C1-C5haloalkyl, phenyl or halophenyl; and the dashed line of the C--M configuration means a double bond or a single bond (that is, C-M or C-M); or their stereoisomers.

Preferred antagonists of neuronal sodium channels, which can be used in the composition according to the invention, are compounds of the formula I, II or I, in which the dotted line of the C--M configuration means a double bond. More preferred antagonists of neuronal sodium channels, which can be used in the composition according to the invention, are compounds of formula I or formula I, in which the dotted line of the configuration C -- 0 M means a double bond.

Particularly preferred antagonists of neuronal sodium channels that can be used in composition 75 according to the invention are compounds of the formula | or formulas I, in which MU/ means O; X means trifluoromethoxy and is in position 4; Y means trifluoromethyl and is in position 3; 7 means CM and is in position 4; A stands for SN"; n means 0; t, p and 4 each mean 1; K and K/ each means H; 7 means C); Kzz and b each means СО2СН"; C) means para-(trifluoromethoxy)phenyl; and the dashed line of the C -- M configuration means a double bond; or their stereoisomers.

An additional group of compounds that are antagonists of neuronal sodium channels includes compounds described, in particular, in patents 05 5116850 and 5304573. Examples of antagonists of neuronal sodium channels that can be used in the composition of the invention are compounds that have the structural formula che Yi yang " her school --e 2 un hy | (8) iy (U (U de

M/ means O or 5; at

X"and U" each independently of each other means H; halogen; SM; ZSM; C.-Salkyl, optionally substituted IS o) with one or more substituents selected from the series that includes Ф halogen, MO», CM, C-C; alkoxy, C-Salkylthio, phenyl, halophenyl, h

C.4-Alkylsulfonyl, C.-C.haloalkylsulfonyl or C.-C.alkoxycarbonyl; So-Salkenil;

Co-Suhaloalkenyl; Co-C,alkynyl; Co-Suhaloalkynyl; hey

C3-Secycloalkyl; C3-Shalocycloalkyl; phenyl, not necessarily replaced by one or more substituents selected from a row that includes halogen, cm, mo », cla-slalkil, s-s-halobalkh, c/-C, alcox

C1-C1-haloalkyloxy, C4-C1-alkylthio, C1-C1-alkylsulfonyl or C-4-C/haloalkylsulfonyl; with

C.-C.alkylcarbonyl; S.-S.haloalk!lcarbonsh; or MK.8Kovo; c t means an integer equal to 1,2,3,4 or 5; :z" sb" means phenyl, optionally substituted by one or more identical or different groups selected from X"; A 5-membered heteroaromatic ring containing one or two heteroatoms selected from 0 or 1 oxygen atom, 15 O or 1 sulfur atom and 0, 1 or 2 nitrogen atoms, where the specified 5-membered heteroaromatic ring is attached through a carbon atom and optionally substituted by one or more identical or different groups selected from X"; -y or c b-membered heteroaromatic ring containing one or two heteroatoms selected from 0 or 1 oxygen atom,

O or 1 sulfur atom and 0, 1 or 2 nitrogen atoms, where the indicated b--len heteroaromatic ring is attached through 1 50 carbon atoms and is optionally substituted by one or more identical or different groups selected from X"; "c" 0 " means H; C-Swalalkyl, optionally substituted with one or more substituents selected from the group consisting of halogen, C-S, C1-Salkoxy, C-Swaloxycarbonyl, or phenyl, optionally substituted with one or more substituents selected from the group consisting of includes halogen. SM, MO 5, C.--C;alkyl, C.i-Suhaloalkyl,

C.-C.alkylsulfonyl or c.

S.-Slalkylsulfinyl;

GF) So-Svalkenil; Co-Swalkinil; or phenyl optionally substituted with 1-3 identical or different groups 7 selected from X";

Koz, Kod, Kov, Kov, Ko, Kov and Koo each independently means H or C-C alkyl; and the dashed line in the C --- M configuration means a double bond or a single bond (that is, C-M or C-M); or their stereoisomers.

An additional group of preferred antagonists of neuronal sodium channels, which can be used in the composition according to the invention, are compounds of the formula IM or Y, in which the dotted line of the C -- M configuration means a double bond. because Another group of preferred antagonists of neuronal sodium channels, which can be used in the composition according to the invention, are compounds of the formula IM or U, in which MU means O; X" and Y" each, independently of each other, means H or C-Seghaloalkyl; t is equal to 1; Koz, Kod, Kov, Kov and Co; each means H; C" means phenyl, optionally substituted by one or more halogen atoms; C" means halophenyl or C --C,alkyl, optionally substituted by a phenyl or halophenyl group; and the dotted line of the C o --lt o M configuration means a double bond; or their stereoisomers. The second active substance of the insecticidal composition according to the invention is one or more compounds selected from group A, which includes: 1) pyrethroids known to have insecticidal activity, such as cypermethrin, cygalothrin, cyfluthrin, permethria, etc.; 2) pyrethroid-type compounds known to have insecticidal activity, such as etofenprox, silafluofen, etc.; 3) recombinant nuclear polyhedrosis viruses that have the ability to express an insecticidal toxin, such as the Apagosiopiz azzigaiis (Aa!T) insecticidal toxin, for example, NaMRU-Aai t; 4) organophosphorus compounds known to have insecticidal activity, such as profenofos, acephate, sulprofos, malathion, diazinon, parathion-methyl, terbufos, etc.; 5) carbamates known to have insecticidal activity, such as methomyl, thiodicarb, phenothiocarb, etc.; 6) formamidines known to have insecticidal activity, such as amitraz, chlordimeform, hydramethylnon, chlorphenamidine, etc.; 7) macrocyclic lactones known to have insecticidal activity, such as spinosad, avermectin, emamectin, milbemectin, nemadectin, moxidectin, etc.; 8) amidinohydrazones known to have insecticidal activity, such as hydramethylnon; 9) GABA antagonists known to have insecticidal activity, such as fipronil, endosulfan, etc.; c 10) compounds that are acetylcholine receptor ligands known to have insecticidal activity, such as imidacloprid, acetamiprid, nitenpyram. thiamethoxam or other

Descriptions of the above compounds that are commercially available can be found, inter alia, in "Pe Reziiside Mapiai, 11th ed., Vgyiivy Stor Rgoiesiop Siopsi! (1997). A description of recombinant nuclear polyhedrosis viruses capable of expressing an insecticidal toxin can be found find in Tgeas et al., Rgoseedipdv Weim/de Soyop /( Sopiegepse (1999), pp. 1076-1083.

Preferred compositions according to the invention are compositions that include a neuronal sodium channel antagonist of formula I or formula II in combination with one or more compounds selected from group A. (22)

More preferred compositions according to the invention are compositions that include compounds of the formula I or the formula "-

Sh, in which MU means O; X means trifluoromethoxy and is in position 4; M stands for trifluoromethyl and is in position C; 7 means CM and is in position 4; A means CH 5; n means OO, t, ria - each independently of each other means 1; K and K/. each independently of each other means H; 7 means

SI; Kzz and b each independently of each other mean PINE; C) means para-(griftoromethoxy)phenyl; and the dashed line of the C -- M configuration means a double bond, in combination with one or more "du" compounds selected from the group A.

Each of the compounds of formulas I, II, IS, IM and M has asymmetric centers, as a result of which they can be present in the form of stereoisomeric K-form or 5-form. The present invention also includes the K-form, the 5-form :z" or a mixture containing the K-form and the Z-form in any ratio. For compounds of formula II, it is preferable

Z-shape

It is expedient that a compound that is an antagonist of neuronal sodium channels, formulas I, II, X, IM and M or a mixture of these compounds are included in the composition together with another ingredient that has insecticidal activity, and optionally with other ad' youths which are usually used in preparative forms. Such a composition can be dispersed in a solid or liquid diluent for application to insects, for application to insect feed, their breeding place or habitat in the form of a diluted solution for spraying or in the form of a solid dust or powdery concentrate. 1 20 On the basis of active substances included in the composition according to the invention, preparative forms of individual active substances can also be prepared, such as wetting powder, emulsifying concentrate, aqueous or liquid liquid form, suspension concentrate or any of the generally accepted preparative forms , which uses agents designed to control insects and is tank-mixed in the field with water or other inexpensive liquid for application as a liquid spray mixture.

Prepared compositions of individual active substances can also be used sequentially.

GF) The composition according to the invention can preferably be used in the form of a bait, which includes a synergistically effective amount of a combination of an antagonist of neuronal sodium channels and one or more compounds selected from group A, and a solid or liquid edible food substance. A preferred composition in the form of a bait may contain approximately from 0.01wt.bo to 20wt.9o active substances, preferably an antagonist of neuronal sodium 60 channels in combination with hydramethylnone.

According to existing practice, the composition according to the invention can be applied to the leaves or stems of plants or to the habitat of the insect or to the natural environment of the insect, which has a sanitary and hygienic value, in the form of a diluted solution for spraying, prepared from any of the above-mentioned preparation forms . The ratio of the main active substances in the composition according to the invention is approximately Mass./Part. because of the antagonist of neuronal sodium channels by approximately 0.01-10 Omas./part. one or more compounds selected from group A.

The compositions of the invention are insecticidal compositions with increased insecticidal activity, and they are particularly preferred for the control of agricultural and garden pests,

Insects that have a sanitary and hygienic value, or wood pests. These compositions are highly effective against insect damage to crops and crops, including legumes such as soybeans, shelling beans, peas, wax beans, etc., as well as cotton, forage crops, cabbage crops, green vegetable crops, tobacco, hops, tomatoes, potatoes, flowering ornamentals such as chrysanthemums, vine crops such as grapes, gourds, gourds or melons, and fruit trees such as cherry, peach, apple or citrus fruits.

It has been established that the synergistic insecticidal composition according to the invention has a high activity against a wide range of insects that belong to the order of Lepidoptera and Lepidoptera, such as Neiisomegra 7ea (boxworm), Neioipiz migezsepz (scoop), I eriipoiagza desetiipeaia (Colorado gum), Oiabgoiisa Ltd. (long-bearded flea), etc.

Preferably, the composition according to the invention can be used for preventive purposes and for the destruction of insects that have a sanitary-hygienic or medical value, such as representatives of the Oiriega series (diptera), for example, house flies, mosquitoes, etc.; Nuteporiega (hymenoptera), such as ants, parasitic wasps, wasps, etc.; Viatsagia (cockroaches), for example, cockroaches or the like.

In addition, compositions according to the invention can preferably be used for prophylactic purposes and for

Extermination of wood-eating insects such as termites (Izoriega), ant-worm (Nuteporiega), wood-destroying beetles (Soieoriega) or etc.

These and other advantages of the invention may become apparent from the following examples. These examples are presented for the purpose of illustrating the invention only and are not intended to limit its scope.

Example 1

Evaluation of the synergistic insecticidal effect of a combination of a neuronal sodium channel antagonist and a second insecticide

In this experiment, the caterpillars of Neiisomegra gea (boxworm), Neiyoipiz migezsepz (scoop) and pyrethroid-resistant caterpillars of Neiyoipiz migezsepz of laboratory breeding were used. The pyrethroid-resistant line H. migesepz was obtained from the REO-line |Satrapgpgoia and RiaiI, Rgoseedipoz oi VeiMm/ide Soyop Sopiegepse (1988). s zo Leaves of cotton are immersed in Zhod. in water-acetone solutions 1:1 (vol./06b.) of the tested compound or solutions that include a combination of the tested compounds. After immersion, the leaves are allowed to dry in the air for 2 hours. Plastic tablets for biological Ge are used as arenas for conducting experiments! analysis, which have a number of open holes (4.0 x 4.0 x 2.5 cm). A cut piece of treated leaf, a moistened dental cotton swab, and one third instar caterpillar are placed in each well, covered with (87) cling-free transparent plastic sheeting that has holes for ventilation, and kept under constant che fluorescent light at a temperature of about 277C for a predetermined period of time.

Death/mortality of caterpillars is assessed 5 days after treatment. All experiments were repeated 4-5 times using 16-32 caterpillars per treatment according to a randomized complete experimental design. With the help of generally accepted probit-logarithmic analysis, the values of И Со for each treatment are determined. "

Using the protocol described above, the neuronal sodium channel antagonist (compound A) can be (n-) evaluated individually at doses of 0.1ppm, 1.0ppm and 10.00ppm and in combination with 1.0ppm ./million of the second insecticide. Table I presents the used treatment options. and?

The second active substance | Dose (fr./million) - i - gg eyu s 1.0 0 1.0 10.0 i - hy er 1 10 o, 10 10.0

Fo i NI MA VENI ME EE 1.0 0 1.0 10.0 you NE EN VE NE EE 1.0 0 1.0 10.0 y in SHY VE VE NE EE 1.0 0 1.0 10.0 o - Ge name) 10 o 10 10.0 m b5

Sta 9 and u n Y n i) th M--0-Mushe--SPu SM (Iv) 70 Example 2

Evaluation of the synergistic insecticidal effect of the combination of a neuronal sodium channel antagonist and amidinohydrazone

In this experiment, adult male red cockroaches (ViaceMya degpgtapisa) are used. For each experiment, 4.0 g of ground food for dogs Rygipa bod Spoma (NI-Rgo Siof) is treated with an acetone solution /5 of the tested compound individually or in combination with the second tested compound. After treatment, the acetone is evaporated and the treated dog food is placed in a 3/4-ounce plastic cup, which is placed in a container made of folded sheets of blotting paper in a plastic box (16" long x 11" wide x 6" high). In a plastic box (arena (for experiments) also introduce a narrow-necked ounce bottle into the opening of which 2 dental swabs are placed. A control box is prepared in the same way, using the same dog food, treated only with pure acetone, which is used as the reagent. Each experiment is repeated three times. 20 healthy adult male cockroaches grown in an insectary are launched into each arena for conducting experiments. Arenas for conducting experiments are kept at a temperature of 76°C and mortality is determined daily by the method of visual assessment. The obtained data are shown in table HER. with o

Tested compound Concentration of the active substance in 95 ml 96619 0191915 9 ml zav: 2Compound B means hydramethylnon

As can be seen from the data presented in Table II, combinations of an antagonist of neuronal sodium channels and an insecticide from the amidinohydrazone class have a synergistic effect insecticidal effect. 1 Example C c Assessment of the synergistic insecticidal effect of the combination of a neuronal sodium channel antagonist and a recombinant nuclear polyhedrosis virus. which has the ability to express an insecticidal toxin

In this experiment, caterpillars of Neiisomegra 7ea (boxworm) of laboratory breeding are used.

The tested compounds are dissolved in a mixture of acetone/water 1:1 (06./06.). As an arena for conducting experiments, plastic tablets are used (firm S-O Ipiegpaiopai!, Pitman, New Jersey). Each mass tablet (F) has 32 open wells measuring 4.0x4.0x2.5 cm. A portion (5 ml) of an artificial medium based on ka sprouts of wheat-soybean flour (Zotsipiap Rgodisiv company, Lake Village, Arkansas) is introduced into each well. After the medium solidifies, 0.4 ml of the solution of the tested compound is applied using a pipette to the surface of the medium in each well. The tested solutions are evenly distributed over the surface of the medium by lifting the tablet and gently rocking it from side to side. Then the tablets are kept in a ventilated room for about 2 hours. until the water stops collecting in drops on the surface of the tablet. Then, 1 4-day-old N. 2ea caterpillar is placed on the surface of the medium in each well. After introducing the caterpillars, each hole is covered with an adhesive transparent plastic sheet that has holes for ventilation. 65 All arenas for conducting experiments are maintained under constant fluorescent irradiation and a temperature of approximately 277C throughout the experiment. The mortality of caterpillars is determined 2, 3, 4 and 7 days after treatment. A caterpillar is considered dead if it does not move at all or barely moves even after shaking the medium plate. Only 32 insects are used for each treatment.

The obtained data are given in table PI.

Table of PI

Number of days after processing I to0ooB Winter mm mm

Compound A is a compound of formula a, which is an antagonist of neuronal sodium channels. 2Compound B stands for Na2MRU-AaiT, Neisomegra nuclear polyhedrosis virus 2ea, which is an insecticidal toxin from Apagosiopy aysgigaii.

CBC means incorporated viral bodies

SEZ

i d)

N | N

ИзСО М- с -А- ях -ялн- -сSN»U SM (Ia) Ge)

From the data presented in the table, it can be seen that the combinations of the antagonist of neuronal sodium channels and the recombinant nuclear polyhedrosis virus, which has the ability to express an insecticidal toxin, have a synergistic insecticidal effect. b

Claims (5)

- 35 Formula of the invention ch 1. An insecticidal composition, which includes an antagonist of neuronal sodium channels of the formula I or M: Tr (), "40 - g" and Kho | 24 M-S--K--MI-S--A --(SVoVz)a - and (M -y h V M VE ' uchi DN sh (se) rya M-s-SpiiMM-0 G5)! And "s" o where A means SK,K" or ME; MU means O or 5; o X, M and 7 each independently means H; halogen; ON; SM; MO"; C-Salkyl, optionally substituted with one or more substituents selected from the group consisting of halogen, C-Salkoxy, C1-Shaloalkyl, C3-Seccycloalkyl, C-Salkenyloxy or sulfonyloxy; C.-Salkoxy, optionally substituted by one or more substituents selected from the group that includes halogen, C.-Salkoxy or C.s-Seccycloalkyl; C, C-C, C-C, alkyl, phenyl, optionally substituted with one or more substituents selected from the group consisting of halogen, C, C, alkyl, or C, C, alkoxy; aminocarbonyloxy, optionally substituted by one or more C.-C-alkyl groups; S.-Svalkoxycarbonyloxy; C4-Svalkylsulfonyloxy; Co-Swalkenil; or MK" Rch43; 1756 1756 276 121413 65 t, r y 4 each independently means an integer 1,2,3,4 or 5; n means an integer 0, 1 or 2; КЕ, Ку, КБ», Б», КЕ, and К5 each independently of each other means H or C-C, alkyl; Kw means H, C-Salkyl, C-Salkyl, C-Salkyl, C-Salkyl, C-Salkyloxy, C-Salkyl, C-Salkyl, C-Salkyl, C-Salkylcarbonyl, C-Salkyl, C-Salkylthio or C .-Segaloalkylthio; Ku" and Kz each independently mean H or S.-Svalkil; X"and U" each independently of each other means H; halogen; SM; ZSM; C.-Svalkyl, optionally substituted with one or more substituents selected from the series that includes halogen, MO 5, CM, C.-C, alkoxy, C.-Salkylthio, phenyl, halophenyl, C.-C.alkylsulfonyl, C.4-C.haloalkylsulfonyl or C.-C.alkoxycarbonyl; So-Sualkenil; Co-C/haloalkenyl; So-Sualkinil; Co-Suhaloalkynyl; C3-Seccycloalkyl; C3-Shalocycloalkyl; 7/0. phenyl, optionally substituted with one or more substituents selected from the group consisting of halogen, C, C, C, C, alkyl, C, C, and haloalkyl, C, C, and C, alkyl, C, C, and C. haloalkyl, C.-C.alkylthio, C.-C.alkylsulfonyl or C.-C.haloalkylsulfonyl; C.-C.alkylcarbonyl; C.-C.haloalkylcarbonyl; or MKovKoo; sb" means phenyl optionally substituted by one or more identical or different groups selected from Y"; A 5-membered heteroaromatic ring containing one or two heteroatoms selected from one oxygen atom, one sulfur atom, and one or two nitrogen atoms, wherein said 5-membered heteroaromatic ring is attached through a carbon atom and is optionally substituted with one or more by the same or different groups selected from U"; or a b-membered heteroaromatic ring containing one or two heteroatoms selected from one oxygen atom, one sulfur atom and one or two nitrogen atoms, where the b-membered heteroaromatic ring is indicated attached through a carbon atom and optionally substituted by one or more identical or different groups selected from Y"; 0" means H; C1-Salkyl, optionally substituted with one or more substituents selected from the group WHICH includes halogen, C1, C1-Salkoxy, C1-Salkoxycarbonyl, or phenyl, optionally substituted with one or more ( 8) by substituents selected from the series that includes halogen, SM, MO 5, C.i-Slalkyl, C.4-Suhaloalkyl, C.-C.alkylsulfonyl or C.-C.alkylsulfinyl; Co-Swalkenil; Co-Swalkinil; or phenyl optionally substituted with 1-3 identical or different groups selected from X"; Kov, K0, Kov and Cod each independently represent H or C1-C6alkyl; and the dashed line o the configuration C -- M means a double bond or a single bond; Ge! or its stereoisomer, "- and a compound selected from group A, which includes: 1) pyrethroids selected from the group that includes cypermethrin, cygalothrin, cyfluthrin, permethrin; - 2) pyrethroid-type compounds selected from the group that includes etofenprox and silaflufen; C) recombinant nuclear polyhedrosis virus that has the ability to express an insecticidal neurotoxin: NAMRU-AaiT; "4) organophosphorus compounds selected from the group that includes profenofos , acephate, sulprofos, malathion, diazinon, parathion-methyl and terbufos; c 5) compounds from the class of carbamates, selected from the group that includes methomyl, thiodicarb and phenothiocarb; h 6) compounds from the class of formamidines, selected from the group that includes amitraz, chlordimeform, hydramethylnon and -» chlorphenamidine; 7) compounds from class macrocyclic lactones selected from the group consisting of spinosad, avermectin, emamectin, milbemectin, nemadectin or moxidectin; - 8) aminohydrazone compound hydramethylnon; - 9) GABA (gamma-aminobutyric acid) antagonists selected from the group that includes fipronil and endosulfan; 10) compounds that are ligands of the acetylcholine receptor, selected from the group that includes imidacloprid, is), acetamiprid, nitenpyram and thiamethoxam, in amounts that have synergistic activity. p. 20 2. The composition according to claim 1, in which the antagonist of neuronal sodium channels is a compound of the formula |, | and the dotted line of the C -- M configuration means a double bond. mini 3. Composition according to claim 2, in which M means 0; X means 4-trifluoromethoxy; Y means 3-trifluoromethyl; GF) 7 means 4-CM; 7 And means SN"; n means 0; t, p and 4 each mean 1; 60 and U Ki Ku each means N. 4. The composition according to any of claims 1-3, in which the compound selected from group A is hydramethylnon. 5. The composition according to any one of claims 1-4, in which the active substances are present in the following mass ratio: 1 part of the antagonist of neuronal sodium channels of the formula | according to any of claims 1-3 and 0.01-100 parts of a compound from group A according to claim 1. bo 6. Composition in the form of a bait, which contains from 0.01 wt. 95 to 20 wt. 95 antagonist of neuronal sodium channels of formula I according to any of claims 1-3 in combination with hydramethylnone. Official bulletin "Industrial Property". Book 1 "Inventions, useful models, topographies of integrated microcircuits", 2005, M 1, 15.01.2005. State Department of Intellectual Property of the Ministry of Education and Science of Ukraine. s o s o IS) (22) "- m. - with . and? -I - se) c 50 syu» F) ime) 60 b5