Pest control method, pest control agent composition and pest control agent kit

By combining the compounds represented by formula (I) with insecticidal or acaricidal active ingredients, the problem of difficulty in preventing pests safely and effectively with low drug dosages in the prior art is solved, and the efficient insecticidal and acaricidal effect in agricultural horticulture is achieved.

CN115379759BActive Publication Date: 2025-03-14NIPPON SODA CO LTD
View PDF 5 Cites 0 Cited by

Patent Information

Application Number
CN202180024458.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2020-04-02
Filing Date
2021-03-24
Publication Date
2025-03-14
Estimated Expiration
2041-03-24

AI Technical Summary

Technical Problem

The prior art is difficult to prevent various pests safely and effectively at low doses.

Method used

A pest control agent composition and set are formed using a method of preventing removal including the compound represented by formula (I) and its salts and insecticidal or acaricidal active ingredients.

Benefits of technology

It has achieved safe and effective prevention of pests with low doses, which is especially suitable for insecticidal and acaricidal needs in agricultural horticulture.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN115379759B_ABST
    Figure CN115379759B_ABST
Patent Text Reader

Abstract

The object of the present invention is to provide a method that is safe and can control various pests at a low dosage, as well as a pest control composition and a pest control kit suitable for use in the method. The pest control method of the present invention applies at least one compound selected from the group consisting of compounds represented by formula (I) and salts thereof together with an insecticidal or acaricidal active ingredient to an object. In formula (I), R 1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, etc., R 2 is a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group, R is a C1-6 haloalkyl group, or a C2-6 haloalkenyl group, X is a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, etc., and n is any integer from 0 to 4. When n is 2 or more, X may be the same or different.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to a pest control method, a pest control composition, and a pest control kit. More specifically, the present invention relates to a method that has no safety issues and can control various pests at a low dosage, and a pest control composition and a pest control kit suitable for use in the method. This application claims priority to Japanese Patent Application No. 2020-067049 filed on April 2, 2020, the contents of which are incorporated herein by reference. Background Art

[0002] Patent Document 1 discloses that pyridyl imidazole compounds are useful as insecticides or acaricides.

[0003] Patent Document 2 discloses that an azole compound having a halogenated alkyl group is useful as an insecticide or acaricide.

[0004] Patent Document 3 discloses that a pyridyl imidazole compound having a cyclopropyl group is useful as an insecticide or acaricide.

[0005] Prior art literature

[0006] Patent Literature

[0007] Patent document 1: WO2017 / 104741A1

[0008] Patent document 2: WO2020 / 071304A1

[0009] Patent document 3: WO2020 / 090585A1 Summary of the invention

[0010] Problems to be solved by the invention

[0011] An object of the present invention is to provide a method that is safe and capable of controlling various pests at a low dosage, and a pest control composition and a pest control kit that are suitable for use in the method.

[0012] Means for solving problems

[0013] In order to solve the above-mentioned problems, the inventors conducted intensive studies and, as a result, completed the present invention including the following aspects.

[0014] That is, the present invention includes the following aspects.

[0015] [1] A method for controlling pests, comprising the step of applying at least one compound selected from the group consisting of compounds represented by formula (I) and salts thereof together with an insecticidal or acaricidal active ingredient to an object.

[0016] [Chemical formula 1]

[0017]

[0018] (In formula (I),

[0019] R 1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group,

[0020] R 2 is a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group,

[0021] R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group,

[0022] X is substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, hydroxy, substituted or unsubstituted C1-6 alkoxy, formyl, substituted or unsubstituted C1-6 alkylcarbonyl, substituted or unsubstituted C1-6 alkoxycarbonyl, mercapto, substituted or unsubstituted C1-6 alkylthio, substituted or unsubstituted C1-6 alkylsulfinyl, substituted or unsubstituted C1-6 alkylsulfonyl, substituted or unsubstituted C3-8 cycloalkyl, substituted or unsubstituted C6-10 aryl, substituted or unsubstituted 5-6 membered heteroaryl, substituted or unsubstituted amino, halo, cyano, or nitro,

[0023] n represents the chemically permitted number of X, and is any integer from 0 to 4. When n is 2 or more, X may be the same as or different from each other. )

[0024] [2] The control method according to [1], wherein the insecticidal or acaricidal active ingredient is an active ingredient of an insecticide or acaricide having an action mechanism classified according to the IRAC code.

[0025] [3] The control method according to [1], wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of: alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobuccarb, formethomorph, anate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, xylylcarb, acephate, azamethiphos os), Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos s / DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos,Isopropyl O-(methoxyaminothiophosphoryl) salicylate O-(methoxyaminothio-phosphoryl)salicylate), Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Chlordane, Endosul fan), Ethiprole, Fipronil, Flufiprole, Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin S-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin,Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans-isomer] s]), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Thien Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomer], Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers], Tralomethrin, Transfluthrin Transfluthrin), kappa-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, epsilon-Metofluthrin, Momfluorothrin, epsilon-Momfluorothrin (epsilon-Momfluorothrin), kappa-Tefluthrin, Tetramethylfluthrin,Bioethanomethrin, DDT, Methoxychlor, Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dicloromezotiaz, Flupyrimin, Spirosyn netoram), Spinosad, Abamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin, Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Methyl bromide bromide), alkyl halides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, dazomet, metam, pymetrozine, pyrifluquinazon, afidopyropen, clofentezine, diflovidazin, hexythiazox, etoxazole, Btsubsp. israelensis, Btsubsp. aizawai,Bt subsp. kurstaki, Bt subsp. Tenebrionis, Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1, Bacillus sphaeroides sphaericus), Diafenthiuron, Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite, Tetradifon, Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid, Bensultap, Cartap hydrochloride hydrochloride), Thiocyclam, Thiosultap-sodium, Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Buprofezin, Cyromazine, Chromafenozi de), Halofenozid, Methoxyfenozide, Tebufenozide, Amitraz, Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate, Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone, Indoxacarb, Metaflumizone,Spirodiclofen, Spiromesifen, Spirotetramat, Spiropidion, Al-phosphide, Ca-phosphide, Phosphine, Zn-phosphide, Ca-cyanide, Na-cyanide, K-cyanide, Cyenopyrafen, Cyflumetofen, Pyflubumide, Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole 、Tetraniliprole, Flonicamid, Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Fluralaner, Lotilaner, Sarolaner, Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Limesulfur, Mancozeb, Pyridalyl, Sulfur, Acynonapyr, Benzpyrimoxan, Flometoquin, Fluhexafon, Oxazosulfyl, and Tyclopyrazoflor. 、

[0026] [4] The control method according to [1], wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole and fluxametamide.

[0027] [5] The control method according to [1], wherein the compound represented by formula (I) is a compound represented by formula (II), formula (III) or formula (IV).

[0028] [Chemical formula 2]

[0029]

[0030] (The carbon-carbon double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof.)

[0031] [Chemical formula 3]

[0032]

[0033] [Chemical formula 4]

[0034]

[0035] [6] The control method according to any one of [1] to [5], wherein the harmful organism is an insect or a mite.

[0036] [7] A pest control composition comprising:

[0037] At least one selected from the group consisting of compounds represented by formula (I) and salts thereof; and

[0038] Insecticidal or acaricidal active ingredients,

[0039] [Chemical formula 5]

[0040]

[0041] (In formula (I),

[0042] R 1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group,

[0043] R 2 is a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group,

[0044] R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group,

[0045] X is substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, hydroxy, substituted or unsubstituted C1-6 alkoxy, formyl, substituted or unsubstituted C1-6 alkylcarbonyl, substituted or unsubstituted C1-6 alkoxycarbonyl, mercapto, substituted or unsubstituted C1-6 alkylthio, substituted or unsubstituted C1-6 alkylsulfinyl, substituted or unsubstituted C1-6 alkylsulfonyl, substituted or unsubstituted C3-8 cycloalkyl, substituted or unsubstituted C6-10 aryl, substituted or unsubstituted 5-6 membered heteroaryl, substituted or unsubstituted amino, halo, cyano, or nitro,

[0046] n represents the chemically acceptable number of X, and is any integer from 0 to 4. When n is 2 or more, X may be the same as or different from each other. )

[0047] [8] The pest control composition according to [7], wherein the insecticidal or acaricidal active ingredient is an active ingredient of an insecticidal or acaricidal agent having an action mechanism classified according to the IRAC code.

[0048] [9] The pest control composition according to [7], wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of: alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobuccarb, fosamiprid, rmetanate), Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC, Xylylcarb, Acephate, Azameth iphos), Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos vos / DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos,Isopropyl O-(methoxyaminothiophosphoryl) salicylate O-(methoxyaminothio-phosphoryl)salicylate), Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Chlordane, Endosul fan), Ethiprole, Fipronil, Flufiprole, Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin S-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin,Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans-isomer] s]), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Thien Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomer], Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers], Tralomethrin, Transfluthrin Transfluthrin), kappa-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, epsilon-Metofluthrin, Momfluorothrin, epsilon-Momfluorothrin (epsilon-Momfluorothrin), kappa-Tefluthrin, Tetramethylfluthrin,Bioethanomethrin, DDT, Methoxychlor, Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dicloromezotiaz, Flupyrimin, Spirosyn netoram), Spinosad, Abamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin, Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Methyl bromide bromide), alkylhalides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, dazomet, metam, pymetrozine, pyrifluquinazon, afidopyropen, clofentezine, diflovidazin, hexythiazox, etoxazole, Btsubsp. israelensis, Btsubsp. aizawai, Btsubsp. kurstaki,Bt subsp. tenebrionis; Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1; Bacillus sphaericus, Diafenthiuron; Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite, Tetradifon, Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid, Bensultap, Cartap hydrochloride), Thiocyclam, Thiosultap-sodium, Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Buprofezin, Cyromazine, Chromafenozide, Chlorfenopyr Halofenozid), Methoxyfenozide, Tebufenozide, Amitraz, Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate, Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone, Indoxacarb, Metaflumizone, Spirodiclofen,Spiromesifen, Spirotetramat, Spiropidion, Al-phosphide, Ca-phosphide, Phosphine, Zn-phosphide, Ca-cyanide, Na-cyanide, K-cyanide, Cyenopyrafen, Cyflumetofen; Pyflubumide, Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole, Tet- raniliprole, Flonicamid, Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Fluralaner, Lotilaner, Sarolaner, Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Limesulfur, Mancozeb, Pyridalyl, Sulfur, Acynonapyr, Benzpyrimoxan, Flometoquin, Fluhexafon, Oxazosulfyl, and Tyclopyrazoflor.

[0049]

[10] The pest control composition according to [7], wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole and fluxametamide.

[0050]

[11] The pest control composition according to [7], wherein the compound represented by formula (I) is a compound represented by formula (II), formula (III) or formula (IV).

[0051] [Chemical formula 6]

[0052]

[0053] (The carbon-carbon double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof.)

[0054] [Chemical formula 7]

[0055]

[0056] [Chemical formula 8]

[0057]

[0058]

[12] The pest control composition according to any one of [7] to

[11] , wherein the pest is an insect or a mite.

[0059]

[13] A pest control kit, which comprises at least one compound selected from the group consisting of compounds represented by formula (I) and salts thereof and a composition containing an insecticidal or acaricidal active ingredient, without mixing them together,

[0060] Formula (I)

[0061] [Chemical formula 9]

[0062]

[0063] (In formula (I),

[0064] R 1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group,

[0065] R 2 is a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group,

[0066] R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group,

[0067] X is substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, hydroxy, substituted or unsubstituted C1-6 alkoxy, formyl, substituted or unsubstituted C1-6 alkylcarbonyl, substituted or unsubstituted C1-6 alkoxycarbonyl, mercapto, substituted or unsubstituted C1-6 alkylthio, substituted or unsubstituted C1-6 alkylsulfinyl, substituted or unsubstituted C1-6 alkylsulfonyl, substituted or unsubstituted C3-8 cycloalkyl, substituted or unsubstituted C6-10 aryl, substituted or unsubstituted 5-6 membered heteroaryl, substituted or unsubstituted amino, halo, cyano, or nitro,

[0068] n represents the chemically acceptable number of X, and is any integer from 0 to 4. When n is 2 or more, X may be the same as or different from each other. )

[0069]

[14] The pest control kit according to

[13] , wherein the insecticidal or acaricidal active ingredient is an active ingredient of an insecticidal or acaricidal agent having an action mechanism classified according to the IRAC code.

[0070]

[15] The pest control kit as described in

[13] , wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of: alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobuccarb, famoxadone, ormetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, xylylcarb, acephate, azameth iphos), Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos vos / DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos,Isopropyl O-(methoxyaminothiophosphoryl) salicylate O-(methoxyaminothio-phosphoryl)salicylate), Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Chlordane, Endosul fan), Ethiprole, Fipronil, Flufiprole, Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin S-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin,Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans-isomer] s]), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Thien Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomer], Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers], Tralomethrin, Transfluthrin Transfluthrin), kappa-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, epsilon-Metofluthrin, Momfluorothrin, epsilon-Momfluorothrin (epsilon-Momfluorothrin), kappa-Tefluthrin, Tetramethylfluthrin,Bioethanomethrin, DDT, Methoxychlor, Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dicloromezotiaz, Flupyrimin, Spirosyn netoram), Spinosad, Abamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin, Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Methyl bromide bromide), alkylhalides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, dazomet, metam, pymetrozine, pyrifluquinazon, afidopyropen, clofentezine, diflovidazin, hexythiazox, etoxazole, Btsubsp. israelensis, Btsubsp. aizawai, Btsubsp. kurstaki,Bt subsp. tenebrionis; Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1, Bacillus sphaericus, Diafenthiuron, Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite, Tetradifon, Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid, Bensultap, Cartap hydrochloride), Thiocyclam, Thiosultap-sodium, Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Buprofezin, Cyromazine, Chromafenozide, Chlorfenopyr Halofenozid), Methoxyfenozide, Tebufenozide, Amitraz, Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate, Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone, Indoxacarb, Metaflumizone, Spirodiclofen,Spiromesifen, Spirotetramat, Spiropidion, Al-phosphide, Ca-phosphide, Phosphine, Zn-phosphide, Ca-cyanide, Na-cyanide, K-cyanide, Cyenopyrafen, Cyflumetofen, Pyflubumide, Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole, Tet- raniliprole, Flonicamid, Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Fluralaner, Lotilaner, Sarolaner, Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Limesulfur, Mancozeb, Pyridalyl, Sulfur, Acynonapyr, Benzpyrimoxan, Flometoquin, Fluhexafon, Oxazosulfyl, and Tyclopyrazoflor.

[0071]

[16] The pest control kit as described in

[13] , wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole and fluxametamide.

[0072]

[17] The pest control kit according to

[13] , wherein the compound represented by formula (I) is a compound represented by formula (II), formula (III) or formula (IV).

[0073] [Chemical formula 10]

[0074]

[0075] (The carbon-carbon double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof.)

[0076] [Chemical formula 11]

[0077]

[0078] [Chemical formula 12]

[0079]

[0080]

[18] The pest control kit according to any one of

[13] to

[17] , further comprising at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask, and protective glasses.

[0081]

[19] A pest control kit comprising the pest control composition described in any one of [7] to

[12] above and at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask and protective glasses.

[0082]

[20] The pest control kit according to any one of

[13] to

[19] , wherein the pest is an insect or a mite.

[0083]

[21] The method for controlling pests according to [1], further comprising the step of applying the active ingredient of a fungicide to an object.

[0084]

[22] The control method according to

[21] , wherein the active ingredient of the fungicide is an active ingredient of the fungicide having an action mechanism classified according to the FRAC code.

[0085]

[23] The control method according to

[21] , wherein the active ingredient of the fungicide is at least one selected from the group consisting of benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, clozylacon, ofurace, bupirimate, dimethirimol, ethirimol, hymexazol, octhilinone, oxolinic acid, acid), benomyl, carbendazim, chlorfenazole, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, pencycuron, fluopicolide, diflumetorim, tolfenpyrad, benodanil, flutolanil, mepronil, isofetamidopyram, fluopyram, fenfuram, chlorfenazole, thiophanate-methyl, thiophanate-methyl, chlorfenazole ... furmecyclox), carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, pyraziflumid, pydiflumetofen, isoflurcypram, inpyrfluxam, azoxystrobin, coumoxystrobin, coumethoxystrobin,enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, oximestrobin orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, mandestrobin, metyltetraprole, cyazofamid, amisulbrom, fenpicoxamid, binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone, fentin acetate acetate), fentin chloride, fentin hydroxide, silthiofam, ametoctradin, andoprim, cyprodinil, mepanipyrim, pyrimethanil, blasticidin-S, kasugamycin, kasugamycin hydrochloride hydrochloride), streptomycin, oxytetracycline, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, iprodione, procymidone, vinclozolin, edifenphos, iprobenfos, pyrazophos, isoprothiol,biphenyl, chloroneb, dichloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, propamocarb-hydrochloride, propamocarb-focetylate, prothiocarb, Bacillus subtilis, Bacillus subtilis strain QST713, Bacillus subtilis strain FZB24, Bacillus subtilis strain MBI600, Bacillus subtilis strain D747 subtilis strain D747), Bacillus amyloliquefaciens, Melaleuca alternifolia (tea tree) extract, triforine, pyrifenox, pyrisoxazole, fenarimol, flurprimidol, nuarimol, imazalil, imazalil-sulphate, oxpoconazole fumarate, fumarate), pefurazoate, prochloraz, triflumizole, viniconazole, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole,fluquinconazole, flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, fluquinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, voriconazole, mefentrifluconazole, aldimorph, dodemorph, dodemorph acetate acetate), fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, validamycin, polyoxins, polyoxorim, dimethomorph homorph), flumorph, pyrimorph, benthiavalicarb-isopropyl, iprovalicarb, valifenalate, mandipropamid, fthalide, pyroquilon, tricyclazole, carpropamid, diclocymet, fenoxanil, tolprocarb,acibenzolar-S-methyl, probenazole, tiadinil, isotianil, dichlobentiazox, laminarin, reynoutriasachalinensis extract, cymoxanil, fosetyl-aluminium, phosphoric acid (phosphate), tecloftalam, triazoxide, flusulfamide, diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriofenone, dodine, dodine free base base), flutianil, copper (copper salt), Bordeaux mixture, copper hydroxide, copper naphthalate, copper oxide, copper oxychloride, copper sulfate, sulfur, sulfur products product), calcium polysulfide, ferbam, mancozeb, maneb, mancopper, metiram, polycarbamate, propineb, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid, guazatine, iminoctadine triacetate, iminoctadine trialbesilate, anilazine, dithianon,Quinomethionate, fluoroimide, fluorofolpet, guazatine acetate acetate, bis(8-quinolinolato)copper(II), propamidine, chloropicrin, cyprofuram, agrobacterium, bethoxazin, diphenylamine, methylisothiocyanate, mildiomycin, capsaicin, cufraneb, cyprosulfamide, dazomet, debacarb, dichlorophen, flumetover, fosetyl-calcium, fosetyl-sodium, irumamycin, natamycin, nitrothal isopropyl, oxamocarb, pyrrolnitrin, tebufloquin, tolnifanide, zarilamide, algophase, amicarthiazol, oxathiapiprolin, metiram zinc, benthiazole, trichlamide, uniconazole, oxyfenthiin, picarbutrazox, dichlobentiazox, quinofumelin, thiuram, ambam, agrobacterium radiobacter, coniothyrium minitans, pseudomonas fluorescens, pseudomonas rosenbergii, rhodesiae), Talaromyces flavus, Trichoderma atroviride,Erwinia carotovora subsp.carotovora, Bacillus simplex, Variovorax paradoxus, Lactobacillus plantarum, florylpicoxamid, pyrapropoyne, fluindapyr, aminopyrifen, pyridachlometyl, ipflufenoquin.

[0086] Effects of the Invention

[0087] According to the control method of the present invention, it is possible to control pests such as insects and mites more safely with less dosage. The pest control agent composition and pest control agent kit of the present invention can be suitably used in the control method of pests, especially the control method of the present invention. The pest control agent composition of the present invention can be particularly suitably used for killing insects and mites for agricultural and horticultural use.

[0088] The pest control composition of the present invention contains a compound represented by formula (I) or a salt thereof (hereinafter referred to as "compound A") and an insecticidal or acaricidal active ingredient (hereinafter referred to as "compound B") at a ratio suitable for the object of application, so that the trouble of measuring compound A and compound B separately and mixing them can be omitted. Depending on the dosage form, the pest control composition of the present invention can be stored or transported by bagging, bottling, boxing, canning, etc.

[0089] In addition, the pest control kit of the present invention has the chemical compositions required for application work all in one package, so there is no need to bother with obtaining the chemicals separately, and the kit is excellent in convenience in storage, transportation, etc. DETAILED DESCRIPTION

[0090] The method for controlling pests of the present invention comprises the step of applying compound A and compound B together to an object.

[0091] [Compound A]

[0092] Compound A is a compound represented by formula (I) (hereinafter, sometimes referred to as compound (I)) or a salt thereof.

[0093] [Chemical formula 13]

[0094]

[0095] In formula (I),

[0096] R 1is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group,

[0097] R 2 is a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group,

[0098] R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group,

[0099] X is substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, substituted or unsubstituted C2-6 alkynyl, hydroxy, substituted or unsubstituted C1-6 alkoxy, formyl, substituted or unsubstituted C1-6 alkylcarbonyl, substituted or unsubstituted C1-6 alkoxycarbonyl, mercapto, substituted or unsubstituted C1-6 alkylthio, substituted or unsubstituted C1-6 alkylsulfinyl, substituted or unsubstituted C1-6 alkylsulfonyl, substituted or unsubstituted C3-8 cycloalkyl, substituted or unsubstituted C6-10 aryl, substituted or unsubstituted 5-6 membered heteroaryl, substituted or unsubstituted amino, halo, cyano, or nitro,

[0100] n represents the chemically acceptable number of X, and is any integer from 0 to 4. When n is 2 or more, X may be the same as or different from each other.

[0101] In the present invention, the term "unsubstituted" refers to a group that serves as a parent nucleus. When only the name of the group that serves as a parent nucleus is described without describing "substitution", it means "unsubstituted" unless otherwise specified.

[0102] On the other hand, the term "substituted" means that any hydrogen atom of the group that becomes the parent nucleus is replaced by a group (substituent) with the same or different structure as the parent nucleus. Therefore, a "substituent" is another group bonded to the group that becomes the parent nucleus. The substituent can be 1 or more than 2. The more than 2 substituents can be the same or different.

[0103] The term "C1-6" etc. means that the number of carbon atoms of the group serving as the parent core is 1 to 6 etc. This number of carbon atoms does not include the number of carbon atoms present in the substituents. For example, a butyl group having an ethoxy group as a substituent is classified as a C2 alkoxy C4 alkyl group.

[0104] There is no particular limitation on the "substituent" as long as it is chemically permitted and has the effect of the present invention. Groups that can be "substituents" are exemplified below.

[0105] C1-6 alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, and n-hexyl;

[0106] C2-6 alkenyl groups such as vinyl, 1-propenyl, 2-propenyl (allyl), 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, and 2-methyl-2-propenyl;

[0107] C2-6 alkynyl groups such as ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, and 1-methyl-2-propynyl;

[0108] C3-8 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cubanyl group;

[0109] C6-10 aryl groups such as phenyl and naphthyl;

[0110] C6-10 aryl C1-6 alkyl such as benzyl and phenethyl;

[0111] 3-6 membered heterocyclic group;

[0112] 3-6 membered heterocyclic C1-6 alkyl;

[0113] Hydroxyl;

[0114] C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy and tert-butoxy;

[0115] C2-6 alkenyloxy groups such as vinyloxy, allyloxy, propenyloxy, and butenyloxy;

[0116] C2-6 alkynyloxy groups such as ethynyloxy and propargyloxy;

[0117] C6-10 aryloxy groups such as phenoxy and naphthoxy;

[0118] C6-10 aryl C1-6 alkoxy groups such as benzyloxy and phenethyloxy;

[0119] 5-6 membered heteroaryloxy groups such as thiazolyloxy and pyridyloxy;

[0120] 5-6 membered heteroaryl C1-6 alkyloxy groups such as thiazolylmethyloxy and pyridylmethyloxy;

[0121] Formyl;

[0122] C1-6 alkylcarbonyl such as acetyl and propionyl;

[0123] Formyloxy;

[0124] C1-6 alkylcarbonyloxy groups such as acetyloxy and propionyloxy;

[0125] C6-10 arylcarbonyl such as benzoyl;

[0126] C1-6 alkoxycarbonyl such as methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl, tert-butoxycarbonyl;

[0127] C1-6 alkoxycarbonyloxy groups such as methoxycarbonyloxy, ethoxycarbonyloxy, n-propoxycarbonyloxy, isopropoxycarbonyloxy, n-butoxycarbonyloxy and tert-butoxycarbonyloxy;

[0128] carboxyl;

[0129] Halo groups such as fluoro, chloro, bromo, and iodo;

[0130] C1-6 haloalkyl groups such as chloromethyl, chloroethyl, trifluoromethyl, 1,2-dichloro-n-propyl, 1-fluoro-n-butyl, and perfluoro-n-pentyl;

[0131] C2-6 haloalkenyl such as 2-chloro-1-propenyl and 2-fluoro-1-butenyl;

[0132] C2-6 haloalkynyl such as 4,4-dichloro-1-butynyl, 4-fluoro-1-pentynyl and 5-bromo-2-pentynyl;

[0133] C1-6 haloalkoxy such as trifluoromethoxy, 2-chloro-n-propoxy, 2,3-dichlorobutoxy;

[0134] C2-6 haloalkenyloxy such as 2-chloropropenyloxy and 3-bromobutenyloxy;

[0135] C1-6 haloalkylcarbonyl such as chloroacetyl, trifluoroacetyl, trichloroacetyl;

[0136] Amino;

[0137] C1-6 alkyl-substituted amino groups such as methylamino, dimethylamino and diethylamino;

[0138] C6-10 arylamino groups such as aniline and naphthylamino;

[0139] C6-10 aryl C1-6 alkylamino groups such as benzylamino and phenethylamino;

[0140] Formylamino;

[0141] C1-6 alkylcarbonylamino groups such as acetylamino, propionylamino, butyrylamino and isopropylcarbonylamino;

[0142] C1-6 alkoxycarbonylamino such as methoxycarbonylamino, ethoxycarbonylamino, n-propoxycarbonylamino and isopropoxycarbonylamino;

[0143] unsubstituted or substituted aminocarbonyl groups such as aminocarbonyl, dimethylaminocarbonyl, phenylaminocarbonyl, N-phenyl-N-methylaminocarbonyl and 2,2,2-trifluoroethylaminocarbonyl;

[0144] Imino C1-6 alkyl groups such as iminomethyl, (1-imino)ethyl, (1-imino)n-propyl;

[0145] Substituted or unsubstituted N-hydroxyimino C1-6 alkyl groups such as N-hydroxy-iminomethyl, (1-(N-hydroxy)-imino)ethyl, (1-(N-hydroxy)-imino)propyl, N-methoxy-iminomethyl, (1-(N-methoxy)-imino)ethyl;

[0146] aminocarbonyloxy;

[0147] C1-6 alkyl-substituted aminocarbonyloxy such as ethylaminocarbonyloxy and dimethylaminocarbonyloxy;

[0148] thiol;

[0149] C1-6 alkylthio groups such as methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, isobutylthio, sec-butylthio, and tert-butylthio;

[0150] C1-6 haloalkylthio groups such as trifluoromethylthio and 2,2,2-trifluoroethylthio;

[0151] C6-10 arylthio groups such as phenylthio and naphthylthio;

[0152] 5-6 membered heteroarylthio groups such as thiazolylthio and pyridylthio;

[0153] C1-6 alkylsulfinyl groups such as methylsulfinyl, ethylsulfinyl and tert-butylsulfinyl;

[0154] C1-6 haloalkylsulfinyl groups such as trifluoromethylsulfinyl and 2,2,2-trifluoroethylsulfinyl;

[0155] C6-10 arylsulfinyl groups such as phenylsulfinyl;

[0156] 5-6 membered heteroarylsulfinyl groups such as thiazolylsulfinyl and pyridylsulfinyl;

[0157] C1-6 alkylsulfonyl groups such as methylsulfonyl, ethylsulfonyl and tert-butylsulfonyl;

[0158] C1-6 halogenated alkylsulfonyl groups such as trifluoromethylsulfonyl and 2,2,2-trifluoroethylsulfonyl;

[0159] C6-10 arylsulfonyl groups such as phenylsulfonyl;

[0160] 5-6 membered heteroarylsulfonyl groups such as thiazolylsulfonyl and pyridylsulfonyl;

[0161] C1-6 alkylsulfonyloxy groups such as methylsulfonyloxy, ethylsulfonyloxy and tert-butylsulfonyloxy;

[0162] C1-6 haloalkylsulfonyloxy groups such as trifluoromethylsulfonyloxy and 2,2,2-trifluoroethylsulfonyloxy;

[0163] Trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl and other C1-6 alkyl-substituted silyl groups;

[0164] Triphenylsilyl and other C6-10 aryl-substituted silyl groups;

[0165] Cyano; Nitro;

[0166] In addition, as for these "substituents", any hydrogen atom in the substituent may be substituted by a group of a different structure. As the "substituent" in this case, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, halo, cyano, nitro, etc. can be mentioned.

[0167] In addition, the above-mentioned "3- to 6-membered heterocyclic group" refers to a group containing 1 to 4 heteroatoms selected from the group consisting of nitrogen atoms, oxygen atoms and sulfur atoms as constituent atoms of the ring. The heterocyclic group may be any of a monocyclic ring and a polycyclic ring. In the case of a polycyclic heterocyclic group, as long as at least one ring is a heterocyclic ring, the remaining rings may be any of a saturated alicyclic ring, an unsaturated alicyclic ring or an aromatic ring. Examples of the "3- to 6-membered heterocyclic group" include a 3- to 6-membered saturated heterocyclic group, a 5- to 6-membered heteroaryl group, a 5- to 6-membered partially unsaturated heterocyclic group, and the like.

[0168] Examples of the 3- to 6-membered saturated heterocyclic group include aziridinyl, epoxy, pyrrolidinyl, tetrahydrofuranyl, thiazolidinyl, piperidinyl, piperazinyl, morpholinyl, dioxolanyl and dioxhexyl groups.

[0169] Examples of the 5-membered heteroaryl group include pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl.

[0170] Examples of the 6-membered heteroaryl group include a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, and a triazinyl group.

[0171] (R 1 )

[0172] As R 1The "C1-6 alkylthio group" in the above-mentioned group includes methylthio group, ethylthio group, n-propylthio group, isopropylthio group, n-butylthio group, isobutylthio group, sec-butylthio group and tert-butylthio group.

[0173] As R 1 The "C1-6 alkylsulfinyl group" in the above-mentioned group includes methylsulfinyl group, ethylsulfinyl group, tert-butylsulfinyl group and the like.

[0174] As R 1 The "C1-6 alkylsulfonyl group" in the above-mentioned group includes methylsulfonyl group, ethylsulfonyl group, tert-butylsulfonyl group and the like.

[0175] As R 1 The substituent on the "C1-6 alkylthio group", "C1-6 alkylsulfinyl group" and "C1-6 alkylsulfonyl group" in the above-mentioned group may preferably be a halogenated group such as a fluoro group, a chloro group, a bromo group or an iodo group.

[0176] (R 2 )

[0177] R 2 The "C1-6 alkyl" in the formula (a) may be a straight chain or a branched chain. Examples of the "C1-6 alkyl" include methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl, neopentyl, 2-methylbutyl, and isohexyl.

[0178] As R 2 Preferred examples of the substituent on the "C1-6 alkyl" include halogenated groups such as fluoro, chloro, bromo and iodo.

[0179] Specific examples of the "substituted C1-6 alkyl group" include

[0180] C1-6 haloalkyl groups such as fluoromethyl, chloromethyl, bromomethyl, difluoromethyl, dichloromethyl, dibromomethyl, trifluoromethyl, trichloromethyl, tribromomethyl, 1-chloroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 3,3,3-trifluoropropyl, 2,2,3,3,3-pentafluoropropyl, 4-fluorobutyl, 2,2,3,3,4,4,4-heptafluorobutyl, 4-chlorobutyl, 2,2,2-trifluoro-1-trifluoromethylethyl, 1,1,1,3,3,3-hexafluoropropane-2-yl, perfluoropropane-2-yl, perfluorohexyl, perchlorohexyl, and 2,4,6-trichlorohexyl.

[0181] (R)

[0182] The "C1-6 haloalkyl" in R is a C1-6 alkyl group substituted with a halo group such as a fluoro group, a chloro group, a bromo group, an iodo group, and examples thereof include a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a pentafluoroethyl group, a 3,3,3-trifluoropropyl group, a 2,2,3,3,3-pentafluoropropyl group, a 1-chloro-2,2,3,3,3-pentafluoropropyl group, a 1,2,2,3,3,3-hexafluoropropyl group, a perfluoropropyl group, a 2,2,2-trifluoro-1-trifluoromethylethyl group, a perfluoroisopropyl group, a 4-fluorobutyl group, a 1,4,4,4-tetrafluorobutyl group, a 2,2,3,3,4,4,4-heptafluorobutyl group, a 1,2,2,3,3,4,4,4-octafluorobutyl group, and a 1,2,2,3,3,4,4,4- 1-chloro-2,3,3,3-tetrafluoro-2-trifluoromethylpropyl, 1,2,3,3,3-pentafluoro-2-trifluoromethylpropyl, 2,2,3,3,4,4,5,5,5-nonafluoropentyl, 1-chloro-2,2,3,3,4,4,5,5,5-nonafluoropentyl, 1,2,2,3,3,4,4,5,5,5-decafluoropentyl, perfluoropentyl, perfluorohexyl, chloromethyl, bromomethyl, dichloromethyl, dibromomethyl, trichloromethyl, tribromomethyl, 1-chloroethyl, 2,2,2-trichloroethyl, 4-chlorobutyl, perchlorohexyl, 2,4,6-trichlorohexyl, etc.

[0183] The "C2-6 haloalkenyl group" in R is a C2-6 alkenyl group substituted with a halo group such as a fluoro group, a chloro group, a bromo group, an iodo group, and examples thereof include 2-fluoro-2-bromovinyl, 2,2-dichlorovinyl, 2-chloro-2-iodovinyl, 2-chloro-1-propenyl, 2,3,3,3-tetrafluoro-1-propenyl, 3,3,3-trifluoro-1-propenyl, 2-chloro-3,3,3-trifluoro-1-propenyl, 2-bromo-3,3,3-trifluoro-1-propenyl, 3,3,3-trifluoro-2-trifluoromethyl-1-propenyl, 2- C2-6 haloalkenyl groups such as fluoro-1-butenyl, 3,3,4,4,4-pentafluoro-1-butenyl, 2,3,3,4,4,4-hexafluoro-1-butenyl, 2-chloro-3,3,4,4,4-pentafluoro-1-butenyl, 3,3,4,4,5,5,5-heptafluoro-1-pentenyl, 2-chloro-3,3,4,4,5,5,5-heptafluoro-1-pentenyl, 2,3,3,4,4,5,5,5-octafluoro-1-pentenyl and 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexenyl.

[0184] (X)

[0185] Examples of the "substituted or unsubstituted C1-6 alkyl group" in X include 2 The same groups as specifically exemplified in .

[0186] Examples of the "substituted or unsubstituted C1-6 alkylthio group", "substituted or unsubstituted C1-6 alkylsulfinyl group" and "substituted or unsubstituted C1-6 alkylsulfonyl group" in X include 1 The same groups as specifically exemplified in .

[0187] Examples of the "C2-6 alkenyl group" in X include ethenyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl and the like.

[0188] Examples of the "C2-6 alkynyl group" in X include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 2-methyl-3-butynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 2-methyl-3-pentynyl, 1-hexynyl, and 1,1-dimethyl-2-butynyl.

[0189] Examples of the "C1-6 alkoxy group" in X include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy and tert-butoxy.

[0190] Examples of the "C1-6 alkylcarbonyl group" in X include acetyl group and propionyl group.

[0191] Examples of the "C1-6 alkoxycarbonyl group" in X include methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, tert-butoxycarbonyl and the like.

[0192] As the substituent on the "C2-6 alkenyl", "C2-6 alkynyl", "C1-6 alkoxy", "C1-6 alkylcarbonyl" and "C1-6 alkoxycarbonyl" in X, preferably there are halogenated groups such as fluoro, chloro, bromo and iodo, and cyano.

[0193] Examples of the "C3-8 cycloalkyl group" in X include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

[0194] The "C6-10 aryl group" in X is a group formed by removing one hydrogen atom on a monocyclic or polycyclic aromatic hydrocarbon ring. Examples of the "C6-10 aryl group" include phenyl and naphthyl.

[0195] The "5- to 6-membered heteroaryl group" in X is a 5- to 6-membered aromatic group having an oxygen atom, a nitrogen atom or a sulfur atom as a heteroatom, and examples thereof include 5-membered heteroaryl groups such as pyrrolyl, furanyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl and tetrazolyl; and 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl and triazinyl.

[0196] Preferred substituents on the "C3-8 cycloalkyl", "C6-10 aryl" and "5- to 6-membered heteroaryl" in X include: halogenated groups such as fluoro, chloro, bromo and iodo; C1-6 halogenated alkyl groups such as trifluoromethyl, 2,2,2-trifluoroethyl and perfluoroethyl; and cyano.

[0197] The "substituted or unsubstituted amino group" in X is "-NR a R b "Represented by the group, etc. In the formula, R a and R b Each is independently a hydrogen atom, a C1-6 alkyl group, a C3-8 cycloalkyl group, a formyl group, a C1-6 alkylcarbonyl group, or a C3-8 cycloalkylcarbonyl group.

[0198] As R a and R b The "C1-6 alkyl group" in the formula (a) includes the group consisting of 2 The same groups as specifically exemplified in .

[0199] As R a and R b Examples of the "C1-6 alkylcarbonyl group" and the "C3-8 cycloalkyl group" include the same groups as specifically exemplified in X.

[0200] As R a and R b The "C3-8 cycloalkylcarbonyl group" includes cyclopropylcarbonyl, cyclobutylcarbonyl, cyclopentylcarbonyl and the like.

[0201] Examples of the "halogeno group" for X include a fluoro group, a chloro group, a bromo group, an iodo group and the like.

[0202] The compound A is preferably a compound represented by formula (II), formula (III) or formula (IV).

[0203] [Chemical formula 14]

[0204]

[0205] (The carbon-carbon double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof.)

[0206] [Chemical formula 15]

[0207]

[0208] [Chemical formula 16]

[0209]

[0210] [Salt of Compound A]

[0211] The salt of compound (I) is not particularly limited as long as it is a salt permitted in agro-horticulture. Examples thereof include: salts of inorganic acids such as hydrochloric acid and sulfuric acid; salts of organic acids such as acetic acid and lactic acid; salts of alkali metals such as lithium, sodium and potassium; salts of alkaline earth metals such as calcium and magnesium; salts of transition metals such as iron and copper; salts of organic bases such as triethylamine, tributylamine, pyridine and hydrazine; ammonium salts; and the like.

[0212] [Manufacturing method]

[0213] Compound A can be manufactured based on a known manufacturing method, for example, the method described in WO2017 / 104741. In addition, it can also be manufactured based on the method described in WO2020 / 071304 and WO2020 / 090585. The salt of compound A can be obtained from compound A using a known method.

[0214] [Compound B]

[0215] Compound B is an insecticidal or acaricidal active ingredient, preferably an active ingredient of an insecticidal or acaricidal agent having an action mechanism classified according to the IRAC code.

[0216] Examples of insecticides or acaricides having an action mechanism classified according to the IRAC code include (1A) acetylcholinesterase (AChE) inhibitors (carbamate type), (1B) acetylcholinesterase (AChE) inhibitors (organophosphorus type), (2) GABA-gated chloride ion (chloride) channel blockers, (3A) sodium channel modulators (pyrethroid type), (3B) sodium channel modulators (DDT type), (4) nicotinic acetylcholine receptor (nAChR) competitive modulators, (5) nicotinic acetylcholine receptor (nAChR) allosteric modulators, (6) glutamate-gated chloride ion (chloride) channel (GluCl) allosteric modulators, (7) juvenile hormone analogs, (8) other nonspecific (multi-site) inhibitors, (9) chord organ TRPV channel modulators, (10) mite growth inhibitors, (11) insect midgut lining disruptors derived from microorganisms, (12) mitochondrial ATP synthase inhibitors, ( 13) Oxidative phosphorylation uncouplers that disrupt the proton gradient, (14) Nicotinic acetylcholine receptor (nAChR) channel blockers, (15) Chitin biosynthesis inhibitor type 0, (16) Chitin biosynthesis inhibitor type 1, (17) Molting inhibitors, (18) Ecdysone (ecdysone) receptor agonists, (19) Octopamine receptor agonists, (20) Mitochondrial electron transport system complex III inhibitors, (21) Mitochondrial electron transport system complex I inhibitors (METI), (22) Voltage-dependent sodium channel blockers, (23) Acetyl CoA carboxylase inhibitors, (24) Mitochondrial electron transport system complex IV inhibitors, (25) Mitochondrial electron transport system complex III inhibitors, (28) Ryanodine receptor modulators, (29) chord organ modulators with unspecified target sites, (30) GABA-gated chloride ion (chloride) channel allosteric modulators, and (UN) agents with unknown or unclear mechanisms of action.

[0217] Specific examples of the compound B are shown below.

[0218] (1A) Acetylcholinesterase (AChE) inhibitors (carbamate type)

[0219] Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC, Xylylcarb.

[0220] (1B) Acetylcholinesterase (AChE) inhibitors (organophosphorus type)

[0221] Acephate, Azamethiphos, Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos os / DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl O-(methoxyaminothiophosphoryl) salicylateO-(methoxyaminothio-phosphoryl)salicylate), Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamide (Phosphamidon), Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion.

[0222] (2) GABA-gated chloride (chloride) channel blockers

[0223] Chlordane, Endosulfan, Ethiprole, Fipronil, Flufiprole.

[0224] (3A) Sodium channel modulators (pyrethroid series)

[0225] Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin S-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha- Cypermethrin (alpha-Cypermethrin), β-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans-isomers], Deltamethrin, Empenthrin [(EZ)-(1R)-isomers] )-(1R)-isomers]), Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Chlorphenamine Permethrin, Phenothrin [(1R)-trans-isomer], Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers],Tralomethrin, Transfluthrin, kappa-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, epsilon-Metofluthrin, Momfluorothrin, epsilon-Momfluorothrin (epsilon-Momfluorothrin), kappa-Tefluthrin, Tetramethylfluthrin, Bioethanomethrin.

[0226] (3B) Sodium channel modulators (DDT class)

[0227] DDT, Methoxychlor.

[0228] (4) Competitive modulators of nicotinic acetylcholine receptor (nAChR)

[0229] Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dicloromezotiaz, Flupyrimin.

[0230] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators

[0231] Spinetoram, Spinosad.

[0232] (6) Allosteric modulators of glutamate-gated chloride channels (GluCl)

[0233] Abamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin.

[0234] (7) Juvenile hormone analogs

[0235] Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen.

[0236] (8) Other non-specific (multi-site) inhibitors

[0237] Methyl bromide, alkyl halides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, dazomet, metam.

[0238] (9) String organ TRPV channel modulator

[0239] Pymetrozine, Pyrifluquinazon, Afidopyropen.

[0240] (10) Mite growth inhibitors

[0241] Clofentezine, Diflovidazin, Hexythiazox, Etoxazole.

[0242] (11) Insect midgut membrane disruptors derived from microorganisms

[0243] Btsubsp.israelensis, Btsubsp.aizawai, Btsubsp.kurstaki, Btsubsp.Tenebrionis, proteins contained in Bt crops (Btcrop proteins): Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1, Bacillus sphaericus.

[0244] (12) Mitochondrial ATP synthase inhibitors

[0245] Diafenthiuron, Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite; Tetradifon.

[0246] (13) Oxidative phosphorylation uncouplers that disrupt the proton gradient

[0247] Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid.

[0248] (14) Nicotinic acetylcholine receptor (nAChR) channel blockers

[0249] Bensultap, Cartap hydrochloride, Thiocyclam, Thiosultap-sodium.

[0250] (15) Chitin biosynthesis inhibitor type 0

[0251] Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron.

[0252] (16) Chitin biosynthesis inhibitor type 1

[0253] Buprofezin.

[0254] (17) Molting Inhibitors

[0255] Cyromazine.

[0256] (18) Ecdysone (ecdysone) receptor agonists

[0257] Chromafenozide, Halofenozide, Methoxyfenozide, Tebufenozide.

[0258] (19) Octopamine receptor agonists

[0259] Amitraz.

[0260] (20) Mitochondrial electron transport system complex III inhibitors

[0261] Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate.

[0262] (21) Mitochondrial electron transport system complex I inhibitor (METI)

[0263] Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone.

[0264] (22) Potential-dependent sodium channel blockers

[0265] Indoxacarb, Metaflumizone.

[0266] (23) Acetyl CoA carboxylase inhibitors

[0267] Spirodiclofen, Spiromesifen, Spirotetramat, Spiropidion.

[0268] (24) Mitochondrial electron transport system complex IV inhibitors

[0269] Aluminum phosphide (Al-phosphide), calcium phosphide (Ca-phosphide), phosphine (Phosphine), zinc phosphide (Zn-phosphide); calcium cyanide (Ca-cyanide), sodium cyanide (Na-cyanide), potassium cyanide (K-cyanide).

[0270] (25) Mitochondrial electron transport system complex II inhibitors

[0271] Cyenopyrafen, Cyflumetofen; Pyflubumide.

[0272] (28) Ryanodine receptor modulators

[0273] Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole, Tetraniliprole.

[0274] (29) String organ modulators with unspecified target sites

[0275] Flonicamid.

[0276] (30) GABA-gated chloride ion (chloride) channel allosteric modulator

[0277] Broflanilide, Fluxametamide, Isocycloseram; Afoxolaner, Fluralaner, Lotilaner, Sarolaner, (UN) Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Limesulfur, Mancozeb, Pyridalyl, Sulfur, Acynonapyr, Benzpyrimoxan, Flometoquin, Fluhexafon, Oxazosulfyl, Tyclopyrazoflor.

[0278] Compound B is preferably acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole or fluxametamide.

[0279] [Combination use of compound A and compound B]

[0280] The mass ratio of Compound A to Compound B (Compound A / Compound B) used in the method of the present invention is not particularly limited, but is preferably 200 / 1 to 1 / 200, more preferably 100 / 1 to 1 / 100, further preferably 50 / 1 to 1 / 50, and particularly preferably 10 / 1 to 1 / 10.

[0281] It is particularly preferred to use the ingredients in a mass ratio that exhibits a synergistic effect. The synergistic effect can be confirmed by the Colby method described below.

[0282] Table 1 shows specific examples of the combination of compound A and compound B and examples of preferred mass ratios.

[0283] In Table 1, compound (I) is three compounds represented by formulae (II) to (IV) included in the following formula (I).

[0284] [Chemical formula 17]

[0285]

[0286] [Chemical formula 18]

[0287]

[0288] (The carbon-carbon double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof.)

[0289] [Chemical formula 19]

[0290]

[0291] [Chemical formula 20]

[0292]

[0293] [Table 1]

[0294]

[0295]

[0296]

[0297]

[0298]

[0299]

[0300]

[0301]

[0302] In the method of the present invention, compound A may be administered first and then compound B, or compound B may be administered first and then compound A, or compound A and compound B may be administered simultaneously, or compound A and compound B may be mixed and then administered.

[0303] In the method of the present invention, an active ingredient (hereinafter referred to as "compound C") contained in other agents such as fungicides, plant growth regulators, synergists, fertilizers, soil conditioners, animal feeds, etc. described later may be applied together with compound A and compound B. The order of application is not particularly limited, and for example, compound A, compound B, and compound C may be applied in this order, compound A, compound C, and compound B may be applied in this order, compound C, compound A, and compound B may be applied in this order, compound C, compound B, and compound A may be applied in this order, compound B, compound C, and compound A may be applied in this order, compound B, compound C, and compound A may be applied in this order, compound B, compound A, and compound C may be applied in this order, or compound A, compound B, and compound C may be applied simultaneously.

[0304] Administration of compound A can be carried out as a protomer of compound A, preferably as a composition (pharmaceutical composition A) comprising compound A. Administration of compound B can be carried out as a protomer of compound B, preferably as a composition (pharmaceutical composition B) comprising compound B. Administration of compound C can be carried out as a protomer of compound C, preferably as a composition (pharmaceutical composition C) comprising compound C.

[0305] 〔preparation〕

[0306] The pharmaceutical composition A, the pharmaceutical composition B and the pharmaceutical composition C can be formulated into known forms. Through formulation, it can be formed into the form that general pesticides or animal drugs can take, for example, wettable powders, granules, powders, tablets, emulsions, aqueous solvents, suspensions, water-dispersible granules, suspensions (Flowable), microcapsules, aerosols, propellants, sprays, mists, heating evaporation agents, fumigants, baits, etc. In addition, compound A, compound B and / or compound C can also be impregnated in a substrate such as a porous ceramic plate, a non-woven fabric, or paper.

[0307] The amount of compound A contained in pharmaceutical composition A, the amount of compound B contained in pharmaceutical composition B, and the amount of compound C contained in pharmaceutical composition C are not particularly limited, and are generally 0.1 to 80% by mass relative to pharmaceutical composition A, pharmaceutical composition B, and pharmaceutical composition C. In pharmaceutical composition A, pharmaceutical composition B, and pharmaceutical composition C in a dosage form such as an emulsion, a liquid, a wettable powder (e.g., a water-dispersible granule), an aqueous suspension, or a microemulsion, the content of compound A, the content of compound B, and the content of compound C are preferably 1 to 80% by mass, more preferably 10 to 50% by mass relative to pharmaceutical composition A, pharmaceutical composition B, and pharmaceutical composition C, respectively. In pharmaceutical composition A, pharmaceutical composition B, and pharmaceutical composition C in a dosage form such as an oil, a powder, or the like, the content of compound A, the content of compound B, and the content of compound C are preferably 1 to 80% by mass, more preferably 10 to 50% by mass relative to pharmaceutical composition A, pharmaceutical composition B, and pharmaceutical composition C, respectively. The content of compound A and the content of compound C are preferably 0.1 to 50% by mass, more preferably 0.1 to 20% by mass, respectively, relative to the pharmaceutical composition A, the pharmaceutical composition B and the pharmaceutical composition C. Regarding the content of compound A, the content of compound B and the content of compound C in the pharmaceutical composition A, the pharmaceutical composition B and the pharmaceutical composition C having dosage forms such as granules, tablets, and jambo doses, respectively, relative to the pharmaceutical composition A, the pharmaceutical composition B and the pharmaceutical composition C, preferably 0.5 to 50% by mass, more preferably 0.5 to 10% by mass.

[0308] Each of the pharmaceutical composition A, the pharmaceutical composition B, and the pharmaceutical composition C may contain, in addition to the compound A, the compound B, and the compound C, a liquid medium, a base material, an additive, and / or a carrier described below.

[0309] When compound A and compound B (and compound C added as needed) are applied simultaneously, it is preferred to prepare a composition (the pest control composition of the present invention) containing compound A and compound B (and compound C added as needed) and use it.

[0310] The total amount of compound A and compound B (and compound C added as needed) contained in the pest control composition of the present invention varies slightly depending on the formulation, but is generally 0.1 to 80% by mass relative to the pest control composition. The total amount of compound A and compound B (and compound C added as needed) in a pest control composition having a formulation such as an emulsion, a liquid, a wettable powder (e.g., a water-dispersible granule), an aqueous suspension or a microemulsion is preferably 1 to 80% by mass, more preferably 10 to 50% by mass, relative to the pest control composition. The total amount of compound A and compound B (and compound C added as needed) in a pest control composition having a formulation such as an oil or a powder is preferably 0.1 to 50% by mass, more preferably about 0.1 to 20% by mass, relative to the pest control composition. The total content of compound A and compound B (and compound C added as needed) in the pesticidal composition in the form of granules, tablets, jambos, etc. is preferably 0.5 to 50% by mass, more preferably 0.5 to 10% by mass, based on the pesticidal composition.

[0311] In the pest control composition of the present invention, the mass ratio of compound A to compound B (compound A / compound B) is not particularly limited, but is preferably 200 / 1 to 1 / 200, more preferably 100 / 1 to 1 / 100, further preferably 50 / 1 to 1 / 50, and particularly preferably 10 / 1 to 1 / 10. It is particularly preferred to contain the compound A in a mass ratio that exhibits a synergistic effect. The synergistic effect can be confirmed by the Colby method described below.

[0312] The pest control composition of the present invention may contain a liquid medium, a substrate, an additive and / or a carrier in addition to compound A, compound B and compound C. The liquid medium, substrate, additive and / or carrier that can be used in the present invention can be appropriately selected from conventionally known substances according to the dosage form.

[0313] Examples of additives and carriers that can be used in solid preparations include plant powders such as soybean flour and wheat flour, mineral fine powders such as diatomaceous earth, apatite, gypsum, talc, bentonite, pyrophyllite, and clay, and organic and inorganic compounds such as sodium benzoate, urea, and Glauber's salt.

[0314] Examples of liquid media that can be used in liquid preparations include petroleum aromatic hydrocarbons such as kerosene and xylene, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, alcohol, acetone, trichloroethylene, methyl isobutyl ketone, mineral oil, vegetable oil, and water.

[0315] Examples of carriers that can be used when the formulation is made into a propellant include butane gas, LPG, dimethyl ether, carbon dioxide, and the like.

[0316] Examples of base materials that can be used in poison baits include: bait ingredients such as grain flour, vegetable oil, sugar, and crystalline cellulose; antioxidants such as butylated hydroxytoluene and nordihydroguaiaretic acid; preservatives such as dehydroacetic acid; anti-ingestion agents such as chili powder to prevent accidental ingestion by children or pets; pest attractant flavors such as cheese flavor and onion flavor, etc.

[0317] As the additive, a surfactant can be used. Examples of the surfactant include nonionic surfactants such as alkylphenyl ethers to which polyoxyethylene is added, alkyl ethers to which polyoxyethylene is added, higher fatty acid esters to which polyoxyethylene is added, sorbitan higher fatty acid esters to which polyoxyethylene is added, tristyrylphenyl ether to which polyoxyethylene is added, sulfate ester salts of alkylphenyl ethers to which polyoxyethylene is added, alkylbenzene sulfonates, sulfate ester salts of higher alcohols, alkylnaphthalene sulfonates, polycarboxylates, lignin sulfonates, formaldehyde condensates of alkylnaphthalene sulfonates, and isobutylene-maleic anhydride copolymers.

[0318] Examples of the active ingredient of the bactericide include the ingredients exemplified in the classification based on the mechanism of action of bactericides according to FRAC. Specifically, the following active ingredients are included.

[0319] (1) Nucleic acid biosynthesis inhibitors:

[0320] (a) RNA polymerase I inhibitors: benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, clozylacon, ofurace;

[0321] (b) Adenosine deaminase inhibitors: bupirimate, dimethirimol, ethirimol;

[0322] (c) DNA / RNA synthesis inhibitors: hymexazol, octhilinone;

[0323] (d) DNA topoisomerase II inhibitor: oxolinic acid.

[0324] (2) Mitotic inhibitors and cell division inhibitors:

[0325] (a) β-tubulin polymerization inhibitors: benomyl, carbendazim, chlorfenazole, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam;

[0326] (b) Cell division inhibitor: pencycuron;

[0327] (c) Delocalization inhibitor of spectrin-like protein: fluopicolide.

[0328] (3) Respiratory inhibitors:

[0329] (a) Complex I NADH oxidoreductase inhibitors: diflumetorim, tolfenpyrad;

[0330] (b) Complex II succinate dehydrogenase inhibitors: benodanil, flutolanil, mepronil, isofetamidopyram, fenfuram, furmecyclox, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr , bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, pyraziflumid, pydiflumetofen, isoflurane, inpyrfluxam;

[0331] (c) Complex III ubiquinone oxidase Qo inhibitors: azoxystrobin, coumoxystrobin, coumethoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricar b), kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, mandestrobin, metyltetraprole;

[0332] (d) Complex III ubiquinone reductase Qi inhibitors: cyazofamid, amisulbrom, fenpicoxamid;

[0333] (e) Uncouplers of oxidative phosphorylation: binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone;

[0334] (f) Oxidative phosphorylation inhibitors (ATP synthase inhibitors): triphenyltin acetate (fentin acetate), triphenyltin chloride (fentin chloride), triphenyltin hydroxide (fentin hydroxide);

[0335] (g) ATP production inhibitor: silthiofam;

[0336] (h) Complex III: Qx (unknown) inhibitor of cytochrome bc1 (ubiquinone reductase): ametoctradin.

[0337] (4) Amino acid and protein synthesis inhibitors

[0338] (a) Methionine biosynthesis inhibitors: andoprim, cyprodinil, mepanipyrim, pyrimethanil;

[0339] (b) Protein synthesis inhibitors: blasticidin-S, kasugamycin, kasugamycin hydrochloride, streptomycin, oxytetracycline.

[0340] (5) Signal transduction inhibitors:

[0341] (a) Signal transduction inhibitors: quinoxyfen, proquinazid;

[0342] (b) MAP histidine kinase inhibitors in osmotic pressure signaling: fenpiclonil, fludioxonil, chlozolinate, iprodione, procymidone, vinclozolin.

[0343] (6) Lipid and cell membrane synthesis inhibitors:

[0344] (a) Phospholipid biosynthesis and methyltransferase inhibitors: edifenphos, iprobenfos, pyrazophos, and isoprothiolane;

[0345] (b) Lipid peroxidants: biphenyl, chloroneb, dichloran, quintozene, tecnazene, tolclofos-methyl, and etridiazole;

[0346] (c) Agents acting on cell membranes: iodocarb, propamocarb, propamocarb-hydrochloride, propamocarb-focetylate, and prothiocarb;

[0347] (d) Microorganisms that disrupt the cell membrane of pathogens: Bacillus subtilis, Bacillus subtilis strain QST713, Bacillus subtilis strain FZB24, Bacillus subtilis strain MBI600, Bacillus subtilis strain D747, Bacillus amyloliquefaciens;

[0348] (e) Agents that disrupt cell membranes: Melaleuca alternifolia (tea tree) extract.

[0349] (7) Sterol biosynthesis inhibitors of cell membranes:

[0350] (a) Inhibitors of demethylation at the C14 position in sterol biosynthesis: triforine, pyrifenox, pyrisoxazole, fenarimol, flurprimidol, nuarimol, imazalil, imazalil-sulphate, oxpoconazole fumarate, fumarate), pefurazoate, prochloraz, triflumizole, viniconazole, azaconazole, bitetanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, furconazole onazole), furconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, fluquinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, voriconazole, mefentrifluconazole;

[0351] (b) Inhibitors of Δ14-reductase and Δ8→Δ7-isomerase in sterol biosynthesis:

[0352] 4-Dodecyl-2,6-dimethylmorpholine (aldimorph), dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine;

[0353] (c) 3-Ketoreductase inhibitors in the C4 demethylation of sterol biosynthesis: fenhexamid and fenpyrazamine;

[0354] (d) Squalene epoxidase inhibitors of sterol biosynthesis system: pyributicarb, naftifine, terbinafine.

[0355] (8) Cell wall synthesis inhibitors

[0356] (a) Trehalase inhibitor: validamycin;

[0357] (b) Chitin synthase inhibitors: polyoxins, polyoxorim;

[0358] (c) Cellulose synthase inhibitors: dimethomorph, flumorph, pyrimorph, benthiavalicarb-isopropyl, iprovalicarb, valifenalate, mandipropamid.

[0359] (9) Melanin biosynthesis inhibitors

[0360] (a) Reductase inhibitors of melanin biosynthesis: tetrachlorophthalide, pyroquilon, tricyclazole;

[0361] (b) Dehydratase inhibitors of melanin biosynthesis: carpropamid, diclocymet, fenoxanil;

[0362] (c) Polyketide synthesis inhibitor of melanin biosynthesis: trifluoromethoxycarb (tolprocarb).

[0363] (10) Resistance inducers of host plants:

[0364] (a) Agents acting on the salicylic acid synthesis pathway: acibenzolar-S-methyl;

[0365] (b) Others: probenazole, tiadinil, isotianil, dichlobentiazox, laminarin, and reynoutriasachalinensis extract.

[0366] (11) Agents with unknown mechanisms of action: cymoxanil, fosetyl-aluminium, phosphoric acid (phosphate), tecloftalam, triazoxide, flusulfamide, diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriofenone, dodine, dodine free base, flutianil.

[0367] (12) Agents with multiple action points: copper (copper salt), Bordeaux mixture, copper hydroxide, copper naphthalate, copper oxide, copper oxychloride, copper sulfate, sulfur, sulfur products, calcium polysulfide, polysulfide), ferbam, mancozeb, maneb, mancopper, metiram, polycarbamate, propineb, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid, guazatine, iminoctadine triacetate, iminoctadine trialbesilate, anilazine, dithianon, quinomethionate, fluoroimide.

[0368] (13) Other agents: DBEDC, fluorofolpet, guazatine acetate, bis(8-quinolinolato)copper(II), propamidine, chloropicrin, cyprofuram, agrobacterium, bethoxazin, diphenylamine, methyl isothiocyanate (MITC), sothiocyanate, mildiomycin, capsaicin, cufraneb, cyprosulfamide, dazomet, debacarb, dichlorophen, flumetover, fosetyl-calcium, fosetyl-sodium, irumamycin, natamycin, nitrothal isopropyl, oxamocarb, pyrrolnitrin, tebufloquin, tolnifanide, zarilamide, algophase, amicarthiazol, oxathiapiprolin, metiram zinc, benthiazole, trichlamide, uniconazole, oxyfenthiin, picarbutrazox, dichlobentiazox, quinofumelin, thiuram, ambam, agrobacterium radiobacter, coniothyrium minitans, pseudomonas fluorescens, pseudomonas rosenbergii, rhodesiae), Talaromyces flavus, Trichoderma atroviride, Erwinia carrot soft rot subsp.carotovorasubsp.carotovora), Bacillus simplex, variovoraxparadoxus, Lactobacillus plantarum, florylpicoxamid, pyrapropoyne, fluindapyr, aminopyrifen, pyridachlometyl, ipflufenoquin.

[0369] Examples of active ingredients of the plant growth regulator include the following ingredients.

[0370] Abscisic acid, kinetin, benzylaminopurine, 1,3-diphenylurea, forchlorfenuron, thidiazuron, chlorfenuron, dihydrozeatin, gibberellin A, gibberellin A4, gibberellin A7, gibberellin A3, 1-methylcyclopropane, N-acetyl aminoethoxyvinyl glycine (aviglycine), aminooxyacetate, silver nitrate, cobalt chloride chloride), IAA, 4-CPA, cloprop, 2,4-D, MCPB, indole-3-butyrate, dichlorprop, phenothiol, 1-naphthyl acetamide, ethychlozate, cloxyfonac, maleic acid hydrazide, 2,3,5-triiodobenzoic acid (2,3,5-triiodobenzoic acid), salicylic acid, methyl salicylate, (-)-jasmonic acid, methyl jasmonate, (+)-strigol, (+)-deoxystrigol, (+)-orobanchol, (+)-sorgolactone, 4-oxo-4-(2-phenylethyl)aminobutyric acid, ethephon, chlormequat, mepiquat chloride, benzyladenine, 5-aminolevulinic acid, daminozide.

[0371] There is no particular limitation on the application method of the pharmaceutical composition A, the pharmaceutical composition B and the pharmaceutical composition C. For example, in the case of a pharmaceutical composition having a dosage form of a wettable powder, an emulsion, a suspension, an aqueous solvent and a water-dispersible granule, the pharmaceutical composition can be diluted with water to a prescribed concentration to form a solution, a suspension or an emulsion, and then spread on plants or soil for application. In the case of a pharmaceutical composition having a dosage form of a powder or granule, the pharmaceutical composition can be applied by broadcasting the pharmaceutical composition on plants or soil. In the case of a pharmaceutical composition having a dosage form such as a poison bait or an anti-mite sheet, the pharmaceutical composition can be applied by placing or hanging the pharmaceutical composition in a desired location. In the case of a pharmaceutical composition having a dosage form such as an aerosol or a mist, the pharmaceutical composition can be applied using a device such as a sprayer.

[0372] In addition, the drug can be administered by known veterinary techniques (topical, oral, parenteral or subcutaneous administration). Examples of veterinary methods include: oral administration to animals by tablets, capsules, feed mixing, etc.; administration to animals by dipping, suppositories, injections (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.); topical administration of oily or aqueous liquids by spraying, pouring, spotting, etc.; topical administration by mixing an external parasite control agent into a resin, molding the kneaded product into a suitable shape such as a collar or earring, and attaching it to an animal; and the like.

[0373] [Pest control kit]

[0374] The pest control kit of the present invention is obtained by combining the pharmaceutical composition A and the pharmaceutical composition B without mixing them together. The pest control kit of the present invention may also be obtained by combining the pharmaceutical composition A, the pharmaceutical composition B, and the pharmaceutical composition D containing a suitable compound D corresponding to the type of pest to be controlled without mixing them together. Examples of the compound D include active ingredients contained in other agents such as fungicides, insecticides and acaricides, nematicides, plant growth regulators, synergists, fertilizers, soil conditioners, and animal feeds.

[0375] The pharmaceutical composition D can be formulated into known forms. Through formulation, it can be formed into the form that general pesticides or animal drugs can take, for example, wettable powders, granules, powders, tablets, emulsions, aqueous solvents, suspensions, water-dispersible granules, suspensions (Flowable), microcapsules, aerosols, propellants, sprays, mists, heating evaporation agents, fumigants, baits, etc. In addition, compound D can also be impregnated in substrates such as porous ceramic plates, non-woven fabrics, and paper.

[0376] The amount of compound D contained in the pharmaceutical composition D is not particularly limited, but is usually 0.1 to 80% by mass relative to the pharmaceutical composition D. The content of compound D in the pharmaceutical composition D having a dosage form such as an emulsion, a liquid, a wettable powder (e.g., a water-dispersible granule), an aqueous suspension, or a microemulsion is preferably 1 to 80% by mass, more preferably 10 to 50% by mass relative to the pharmaceutical composition D. The content of compound D in the pharmaceutical composition D having a dosage form such as an oil or a powder is preferably 0.1 to 50% by mass, more preferably 0.1 to 20% by mass relative to the pharmaceutical composition D. The content of compound D in the pharmaceutical composition D having a dosage form such as a granule, a tablet, or a jambo is preferably 0.5 to 50% by mass, more preferably 0.5 to 10% by mass relative to the pharmaceutical composition D. The pharmaceutical composition D may contain, in addition to compound D, the aforementioned liquid medium, base material, additives, and / or carrier.

[0377] The pest control kit of the present invention may be formed by combining a measuring cup, a dropper, a mixing tank, gloves, a mask, and protective glasses in addition to the pharmaceutical composition A, the pharmaceutical composition B, and the pharmaceutical composition D added as needed. In addition, the pest control kit of the present invention may be formed by combining the pest control composition of the present invention and at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask, and protective glasses.

[0378] The form of the aggregate is not particularly limited, and for example, each composition may be stored separately in a bag, box, bottle, can, etc., and then stored together in a container such as a bag or box.

[0379] 〔Application〕

[0380] The amount of application to the object is not particularly limited and can be appropriately set according to the type of the object to be controlled, the control period, etc. For example, for each acre of dry field, paddy field, etc., the total amount of compound A and compound B can be appropriately selected from the range of 0.1 to 1000 g and applied, preferably in the range of 1 to 500 g.

[0381] The objects to be applied include cereals, vegetables, root vegetables, potatoes, fruit trees, trees such as tea, coffee, and cocoa, forage grasses, turfs, flowers, foliage plants, and plants such as cotton. Plants to be applied include but are not limited to original species, variants, improved varieties, cultivars, mutants, hybrids, genetically modified organisms (GMOs), and the like. In the method of the present invention, the application may be applied to the plant as a whole, or to a part of the plant such as leaves, stems, petioles, flowers, buds, fruits, seeds, buds, roots, tubers, root tubers, shoots, and cuttings. In order to control various agricultural pests and mites, seed treatment, stem and leaf spreading, soil application, water surface application, and the like may be performed.

[0382] In addition, examples of the objects to be administered include pets such as dogs and cats that can serve as hosts for external parasites; pet birds; livestock such as cattle, horses, pigs, and sheep; warm-blooded animals such as poultry; and insects such as bees, stag beetles, and beetles.

[0383] The pests that can be controlled by the control method of the present invention are not particularly limited. For example, hygiene pests, stored grain pests, clothing pests, house pests, parasites, crop pests, etc. are mentioned. Among these, mites are included.

[0384] The control method of the present invention can be implemented at all developmental stages of the pests to be controlled. For example, the method of the present invention can be implemented on eggs, nymphs, larvae, pupae, and adults.

[0385] Examples of pests to be controlled are shown below.

[0386] (1) Butterflies or moths of the order Lepidoptera

[0387] For example:

[0388] (1-a) Moths of the family Arctiidae, such as the Hyphantriacunea and Lemyraimparilis;

[0389] (1-b) Moths of the family Bucculatricidae, such as Bucculatrix pyrivorella;

[0390] (1-c) Carposinasasakii and other moths of the family Carposinidae;

[0391] (1-d) Diaphania spp., such as Diaphania indica and Diaphania nitidalis; Ostrinia furnacalis, Ostrinia scapulalis and Chilo suppressalis, Cnaphalocrocis medinalis, Conogethes punctiferalis, Diatraea grandiosella, Glyphodes pyloalis and Hellula undalis), Parapedia siateterrella and other moths of the family Crambidae;

[0392] (1-e) Moths of the family Gelechiidae, including the sweet potato moth (Helcystogramma triannulella), the pink bollworm (Pectinophoragossypiella), the potato tuber moth (Phthorimaea operculella), and the wheat moth (Sitotroga cerealella);

[0393] (1-f) Moths of the family Geometridae, such as Ascotis selenaria;

[0394] (1-g) Moths of the family Gracilariidae, such as Caloptilia theivora, Phyllocnistis citrella, and Phyllonorycter ringoniella;

[0395] (1-h) Butterflies of the family Hesperiidae, for example, Parnara guttata;

[0396] (1-i) Moths of the family Lasiocampidae, for example, Malacosoma neustria;

[0397] (1-j) Moths of the family Lymantriidae, for example, Lymantria dispar and Lymantria monacha of the genus Lymantria spp.;

[0398] Other genera include Euproctis pseudoconspersa and Orgyiathyellina;

[0399] (1-k) Moths of the family Lyonetiidae, for example, Lyonetia clerkella and Lyonetia prunifoliella malinella of the genus Lyonetia spp.;

[0400] (1-1) Moths of the family Noctuidae, for example, Spodoptera spp., Spodoptera depravata, Spodoptera eridania, Spodoptera exigua, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura;

[0401] Autographa spp., Autographa gamma, Autographa nigrisigna;

[0402] Agrotis spp., Agrotis ipsilon, Agrotissegetum;

[0403] Helicoverpa spp., cotton bollworm (Helicoverpa armigera), tobacco armyworm (Helicoverp aassulta), corn armyworm (Helicoverpa zea);

[0404] Heliothis spp., Heliothis armigera, Heliothis virescens;

[0405] Other genera, Aedia leucomelas, Ctenoplusia agnata, Eudocima tyrannus, Mamestra brassicae, Mythimnaseparata, Narangaaenescens, Panolis japonica, Peridromasaucia, Pseudoplusia includens, Trichoplusia ni;

[0406] (1-m) Moths of the family Nolidae, for example, Earias insulana;

[0407] (1-n) Butterflies of the family Pieridae, for example, Pieris brassicae and Pieris rapae crucivora of the genus Pieris;

[0408] (1-o) Moths of the family Plutellidae, for example, Acrolepiopsis sapporensis and Acrolepiopsis suzukiella of the genus Acrolepiopsis spp.;

[0409] Other genera, diamondback moth (Plutella xylostella);

[0410] (1-p) Moths of the family Pyralidae, for example, Cadra cautella, Elasmopalpus lignosellus, Etiella zinckenella, Galleria mellonella;

[0411] (1-q) Moths of the family Sphingidae, for example, Manduca spp., Manduca quinquemaculata, Manduca sexta;

[0412] (1-r) Moths of the family Stathmopodidae, for example, Stathmopodamasinissa;

[0413] (1-s) Moths of the family Tineidae, for example, clothes moth (Tinea translucens);

[0414] (1-t) Moths of the family Tortricidae, for example, Adoxophyes honmai and Adoxophyes orana of the genus Adoxophyes spp.;

[0415] Archips spp., Archips breviplicanus, Archips fuscocupreanus;

[0416] Other genera, Choristoneura fumiferana, Cydiapomonella, Eupoecilia ambiguella, Grapholitha molesta, Homona magnanima, Leguminivora glycinivorella, Lobesia botrana, Matsumuraeses phaseoli, Pandemisheparana, Sparganothis pilleriana;

[0417] (1-u) Moths of the family Yponomeutidae, for example, Argyresthia conjugella.

[0418] (2) Thysanoptera pests

[0419] (2-a) Phlaeothripidae, for example, Ponticulothrips diospyrosi;

[0420] (2-b) Thripidae, for example, Frankliniella intonsa and Frankliniella occidentalis of the genus Frankliniella spp.;

[0421] Thrips spp., Thrips palmi, Thrips tabaci;

[0422] Other genera, greenhouse thrips (Heliothrips haemorrhoidalis), ocher thrips (Scirtothripsdorsalis).

[0423] (3) Pests of the order Hemiptera

[0424] (3-A) Archaeorrhyncha

[0425] (3-Aa) Delphacidae, for example, Laodelphax striatella, Nilaparvata lugens, Perkinsiella saccharicida, and Sogatella furcifera.

[0426] (3-B) Clypeorrhyncha

[0427] (3-Ba) Cicadellidae, for example, Empoasca spp., Empoasca fabae, Empoasca nipponica, Empoasca onukii, Empoasca casakaii;

[0428] Other genera include Arboridia apicalis, Balcluthasaltuella, Epiacanthus stramineus, Macrostelesstriifrons and Nephotettix cinctinceps.

[0429] (3-C) Heteroptera

[0430] (3-Ca) Alydidae, such as Riptortus clavatus;

[0431] (3-Cb) Coreidae, such as Cletus punctiger and Leptocorisa chinensis;

[0432] (3-Cc) Lygaeidae, such as Blissus leucopterus, Cavelerius saccharivorus, Togo hemipterus;

[0433] (3-Cd) Miridae, such as Halticus insularis, Lygus lineolaris, Psuedatomoscelis seriatus, Stenodema sibiricum, Stenotus rubrovittatus, Trigonotylus caelestialium;

[0434] (3-Ce) Pentatomidae, for example, Nezara antennata and Nezara viridula of the genus Nezara;

[0435] Eysarcoris aeneus, Eysarcoris lewisi, and Eysarcoris ventralis of the genus Eysarcoris spp.

[0436] Other genera, Dolycoris baccarum, Eurydema rugosum, Glaucias subpunctatus, Halyomorpha halys, Piezodorus hybneri, Plautia crossota, Scotinophora lurida;

[0437] (3-Cf) Pyrrhocoridae, such as Dysdercus cingulatus;

[0438] (3-Cg) Rhopalidae, such as Rhopalus msculatus;

[0439] (3-Ch) Scutelleridae, e.g. Eurygaster integriceps;

[0440] (3-Ci) Tingidae, e.g. Stephanitis nashi.

[0441] (3-D) Sternorrhyncha

[0442] (3-Da) Adelgidae, such as Adelgeslaricis;

[0443] (3-Db) Aleyrodidae, such as Bemisia argentifolii and Bemisia tabaci of the genus Bemisia spp.;

[0444] Other genera, black spiny whitefly (Aleurocanthus spiniferus), citrus whitefly (Dialeurodescitri), greenhouse whitefly (Trialeurodes vaporariorum);

[0445] (3-Dc) Aphididae, for example, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis gossypii, Aphis apple aphid, Aphis sambuci, Aphis spiraecola of the genus Aphis;

[0446] Corn aphid (Rhopalosiphum maidis) and cereal aphid (Rhopalosiphum padi) of the genus Rhopalosiphum spp.;

[0447] Dysaphis plantaginea and Dysaphis radicola of the genus Dysaphis spp.;

[0448] Macrosiphum avenae and Macrosiphum euphorbiae of the genus Macrosiphum spp.;

[0449] Myzus spp.: Myzus cerasi, Myzus persicae, Myzus varians;

[0450] Other genera: Acyrthosiphon pisum, Aulacorthum solani, Brachycaudus helichrysi, Brevicoryne brassicae, Chaetosiphon fragaefolii, Hyalopterus pruni, Hyperomyzus lactucae, Lipaphis erysimi, Megoura viciae, Metopolophium dirhodum, Nasonovia ribis-nigri, Phorodonhumuli, Schizaphis graminum, Sitobion avenae, Toxoptera aurantii;

[0451] (3-Dd) Coccidae, for example, Ceroplastes ceriferus and Ceroplastes rubens of the genus Ceroplastes;

[0452] (3-De) Pseudaulacaspis pentagona and Pseudaulacaspis prunicola of the genus Pseudaulacaspis spp. of the family Diaspididae;

[0453] Unaspis euonymi and Unaspis yanonensis of the genus Unaspis spp.;

[0454] Other genera, Aonidiella aurantii, Comstockaspisperniciosa, Fiorinia theae, Pseudaonidia paeoniae;

[0455] (3-Df) Margarodidae, such as Drosicha corpulenta and Icerya purchasi;

[0456] (3-Dg) Phylloxeridae, such as grape phylloxera (Viteus vitifolii);

[0457] (3-Dh) Pseudococcidae, for example, Planococcus citri and Planococcus kuraunhiae of the genus Planococcus spp.;

[0458] Other genera, Phenacoccus solani, Pseudococcus comstocki;

[0459] (3-Di) Psyllidae, such as Psylla spp., such as Psylla spp., such as Psylla spp. (Psyllamali) and Psylla pyrisuga);

[0460] Other genera of citrus psyllids (Diaphorina citri).

[0461] (4) Pests of the Polyphaga suborder

[0462] (4-a) Anobiidae, such as the tobacco beetle (Lasioderma serricorne);

[0463] (4-b) Attelabidae, such as Byctiscus betulae and Rhynchites heros;

[0464] (4-c) Bostrichidae, such as Lyctus brunneus;

[0465] (4-d) Brentidae, such as Cylas formicarius;

[0466] (4-e) Buprestidae, e.g. Agrilus sinuatus;

[0467] (4-f) Cerambycidae, such as Anoplophora malasiaca, Monochamus alternatus, Psacothea hilaris, and Xylotrechus pyrrhoderus;

[0468] (4-g) Chrysomelidae, for example, Bruchus pisorum and Bruchus rufimanus of the genus Bruchus spp.;

[0469] Diabrotica spp.: northern corn rootworm (Diabrotica barberi), eleven-spotted cucumber beetle (Diabrotica undecimpunctata), corn rootworm (Diabrotica virgifera);

[0470] Soybean pale-legged flea beetle (Phyllotreta nemorum) and yellow-striped flea beetle (Phyllotreta striolata) of the genus Phyllotreta spp.;

[0471] Other genera include Aulacophora femoralis, Callosobruchuschinensis, Cassida nebulosa, Chaetocnemaconcinna, Leptinotarsa ​​decemlineata, Oulema oryzae, and Psylliodes angusticollis;

[0472] (4-h) Coccinellidae, for example, Epilachna varivestis and Epilachna vigintioctopunctata of the genus Epilachna;

[0473] (4-i) Curculionidae, for example, Anthonomus grandis and Anthonomus pomorum of the genus Anthonomus; Sitophilus granarius and Sitophilus zeamais of the genus Sitophilus; Echinocnemus squameus, Euscepes postfasciatus, Hylobius abietis, Hypera postica, Lissohoptrus oryzophilus, Otiorhynchus sulcatus, Sitona lineatus and Sphenophorus venatus of other genera;

[0474] (4-j) Elateridae, for example, Melanotus fortnumi and Melanotus tamsuyensis of the genus Melanotus spp.;

[0475] (4-k) Nitidulidae, e.g. Epuraea domina;

[0476] (4-1) Scarabaeidae, for example, Anomala cuprea and Anomala rufocuprea of ​​the genus Anomala; other genera including Cetonia aurata, Gametis jucunda, Heptophylla picea, Melolontha melolontha and Popillia japonica;

[0477] (4-m) members of the Scolytidae family, such as the spruce beetle (Ips typographus);

[0478] (4-n) Staphylinidae, for example, Paederus fuscipes;

[0479] (4-o) Tenebrionidae, such as Tenebrio molitor and Tribolium castaneum;

[0480] (4-p) Trogossitidae, e.g., the giant corn beetle (Tenebroides mauritanicus).

[0481] (5) Pests of the order Diptera

[0482] (5-A) Brachycera

[0483] (5-Aa) Agromyzidae, for example, Liriomyza spp., such as Liriomyza bryoniae, Liriomyza chinensis, Liriomyza sativae, Liriomyza trifolii;

[0484] Other genera of pea leafminer (Chromatomyia horticola) and Japanese rice leafminer (Agromyzaoryzae);

[0485] (5-Ab) Anthomyiidae, e.g. Delia spp., Delia platura, Delia radicum; other genera, Pegomya cunicularia;

[0486] (5-Ac) Drosophilidae, e.g. Drosophila melanogaster and Drosophila suzukii of the genus Drosophila;

[0487] (5-Ad) Ephydridae, such as Hydrellia griseola;

[0488] (5-Ae) Psilidae, e.g. carrot fly (Psila rosae);

[0489] (5-Af) Tephritidae, for example, Bactrocera cucurbitae and Bactrocera dorsalis of the genus Bactrocera spp.;

[0490] Cherry fruit fly (Rhagoletis cerasi) and apple fruit fly (Rhagoletis pomonella) of the genus Rhagoletis spp.;

[0491] Other genera, Mediterranean fruit fly (Ceratitis capitata), Olive fruit fly (Dacus oleae).

[0492] (5-B) Nematocera

[0493] (5-Ba)) Cecidomyiidae, for example, Asphondylia yushimai, Contarinia sorghicola, Mayetiola destructor, Sitodiplosis mosellana.

[0494] (6) Pests of the order Orthoptera

[0495] (6-a) Acrididae, for example, Schistocerca americana and Schistocerca gregaria of the genus Schistocerca spp.;

[0496] Other genera, Australian plague locust (Chortoicetes terminifera), Moroccan halberd locust (Dociostaurus maroccanus), East Asian migratory locust (Locusta migratoria), brown migratory locust (Locustanapardalina), red-winged locust (Nomadacris septemfasciata), small-winged rice locust (Oxya yezoensis);

[0497] (6-b) Gryllidae, such as house cricket (Acheta domestica) and yellow-faced oil gourd (Teleogryllus emma);

[0498] (6-c) Gryllotalpidae, such as Gryllotalpa orientalis;

[0499] (6-d) Tettigoniidae, for example, Tachycines asynamorus.

[0500] (7) Acari

[0501] (7-A) Acaridida of the order Astigmata

[0502] (7-Aa) Mites of the family Acaridae, such as Rhizoglyphus echinopus and Rhizoglyphus robini of the genus Rhizoglyphus spp.;

[0503] Tyrophagus neiswanderi, Tyrophagus perniciosus, Tyrophagus putrescentiae and Tyrophagus similis of the genus Tyrophagus spp.;

[0504] Other genera include Acarus siro, Aleuroglyphus ovatus, and Mycetoglyphus fungivorus;

[0505] (7-B) Prostigmata, Actinedida

[0506] (7-Ba) mites of the family Tetranychidae, for example, Bryobia praetiosa and Bryobia rubrioculus of the genus Bryobia spp.;

[0507] Eotetranychus asiaticus, Eotetranychus boreus, Eotetranychus celtis, Eotetranychus geniculatus, Eotetranychus kankitus, Eotetranychus pruni, Eotetranychus shii, Eotetranychus smithi, Eotetranychus suginamensis, Eotetranychus uncatus of the genus Eotetranychus spp.

[0508] Oligonychus spp.: Oligonychus hondoensis, Oligonychus ilicis, Oligonychus karamatus, Oligonychus mangiferus, Oligonychus orthius, Oligonychus perseae, Oligonychus pustulosus, Oligonychus shinkajii, Oligonychus ununguis;

[0509] Panonychus spp.: Panonychus citri, Panonychus mori, Panonychus ulmi;

[0510] Tetranychus spp.: Tetranychus cinnabarinus, Tetranychus evansi, Tetranychus kanzawai, Tetranychus ludeni, Tetranychus quercivorus, Tetranychus phaselus, Tetranychus urticae, Tetranychus viennensis;

[0511] Aponychus corpuzae and Aponychus firmianae of the genus Aponychus spp.;

[0512] Green spider mites (Sasanychus akitanus) and Sasanychus pusillus of the genus Sasanychus spp.;

[0513] Shizotetranychus celarius, Shizotetranychus longus, Shizotetranychus miscanthi, Shizotetranychus recki, and Shizotetranychus schizopus of the genus Shizotetranychus spp.;

[0514] Other genera, such as Tetranychina harti, Tuckerella pavoniformis, and Yezonychus sapporensis;

[0515] (7-Bb)) Mites of the family Tenuipalpidae, such as Brevipalpus spp., such as Brevipalpus lewisi, Brevipalpus obovatus, Brevipalpus phoenicis, Brevipalpus russulus, and Brevipalpus californicus;

[0516] Tenuipalpus pacificus and Tenuipalpus zhizhilashviliae of the genus Tenuipalpus spp.;

[0517] Other genera, pineapple spider mite (Dolichotetranychus floridanus);

[0518] (7-Bc) mites of the family Eriophyidae, for example Aceria spp., such as Aceria diospyri, Aceria ficus, Aceria japonica, Aceria kuko, Aceria paradianthi, Aceria tiyingi, Aceria tulipae and Aceria zoysiea;

[0519] Eriophyes chibaensis and Eriophyes emarginatae of the genus Eriophyes;

[0520] Tomato gall mites (Aculops lycopersici) and Pele’s gall mites (Aculops pelekassi) of the genus Aculops spp.;

[0521] Peach rust mite (Aculus fockeui) and apple rust mite (Aculus Schlechtendali) of the genus Aculus spp.;

[0522] Other genera of Acaphylla theavagrans, Calacarus carinatus, Colomerus vitis, Calepitrimerus vitis, Epitrimerus pyri, Paraphytoptus kikus, Paracalacarus podocarpi, Phyllocotruta citri;

[0523] (7-Bd) mites of the family Transonemidae, such as Tarsonemus bilobatus and Tarsonemus waitei of the genus Tarsonemus spp.;

[0524] Other genera include Phytonemus pallidus and Polyphagotarsonemus latus;

[0525] (7-Be) Mites of the family Penthaleidae: for example, Penthaleus spp., Penthaleus erythrocephalus, Penthaleus major.

[0526] The external parasites to be controlled include parasites that live on the back, armpits, lower abdomen, inner thighs, etc. of host animals and obtain nutrients such as blood and dandruff from the animals, and parasites that fly to the back, buttocks, etc. of host animals and obtain nutrients such as blood and dandruff from the animals. Examples of external parasites include mites, lice, fleas, mosquitoes, horn flies, and flesh flies. Specific examples of external parasites are shown below.

[0527] (1) Mites (Acari)

[0528] Mites from the family Dermanyssidae, Macronyssidae, Laelapidae, Varroidae, Argasidae, Ixodidae, Psoroptidae, Sarcoptidae, Knemidokoptidae, Demodixidae and Trombiculidae.

[0529] (2) Phthiraptera

[0530] Lice from the family Haematopinidae, lice from the family Linognathidae, bird lice from the family Menoponidae, bird lice from the family Philopteridae, and bird lice from the family Trichodectidae.

[0531] (3) Siphonaptera

[0532] Fleas of the family Pulicidae, for example, Ctenocephalides canis and Ctenocephalides felis of the genus Ctenocephalides spp.;

[0533] Fleas in the family Tungidae, fleas in the family Ceratophyllidae, and fleas in the family Leptopsyllidae.

[0534] (4) Hemiptera

[0535] Insects of the family Cimicidae, the family Reduviidae, and the subfamily Triatominae.

[0536] (5) Pests of the order Diptera

[0537] Mosquitoes of the family Culicidae, blackflies of the family Simuliidae, midges of the family Ceratopogonidae, horseflies of the family Tabanidae, flies of the family Muscidae, tsetse flies of the family Glossinidae, flesh flies of the family Sarcophagidae, flies of the family Hippoboscidae, flies of the family Calliphoridae, flies of the family Oestridae.

[0538] In addition, it has excellent control effects on pests that have poisonous stings and venoms that are harmful to humans and animals, pests that spread various pathogens and pathogenic bacteria, and pests that make people feel uncomfortable (toxic pests, sanitary pests, uncomfortable pests, etc.).

[0539] A specific example thereof is shown below.

[0540] (1) Pests of the order Hymenoptera

[0541] Bees from the family Argidae, bees from the family Cynipidae, bees from the family Diprionidae, ants from the family Formicidae, bees from the family Mutillidae, and bees from the family Vespidae.

[0542] (2) Other pests

[0543] Cockroaches (Blattodea), termites (termite), spiders (Araneae), centipedes (cetipede), millipedes (millipede), crustaceans (crustacea), and bed bugs (Cimexlectularius).

[0544] The formulation examples of several pharmaceutical compositions are shown, but the additives and the addition ratios are not limited to these examples and can vary in a wide range. The parts in the formulation examples represent parts by mass. It should be noted that, regarding the active ingredient, in the pharmaceutical composition A, compound A is used, in the pharmaceutical composition B, compound B is used, in the pharmaceutical composition C, compound C is used, and in the pharmaceutical composition D, compound D is used. In the pest control composition of the present invention, compound A and compound B and compound C added as needed are used.

[0545] Examples of formulations for agricultural and horticultural use are shown.

[0546] Formulation Example 1 (wettable powder)

[0547]

[0548] The above ingredients are uniformly mixed and finely ground to obtain a wettable powder with an active ingredient content of 40%.

[0549] Formulation Example 2 (emulsion)

[0550]

[0551] The above ingredients are mixed and dissolved to obtain an emulsion with an active ingredient content of 30%.

[0552] Preparation Example 3 (suspension)

[0553]

[0554] The above ingredients are mixed to obtain a suspension with an active ingredient content of 30%.

[0555] Preparation Example 4 (suspension)

[0556]

[0557]

[0558] The above ingredients are mixed to obtain a suspension with an active ingredient content of 20%.

[0559] Examples of preparations for vaccination and for animals are shown.

[0560] Preparation Example 5 (granules)

[0561] Active ingredients 5 parts

[0562] Kaolin 94 parts

[0563] 1 part white carbon

[0564] The active ingredient is dissolved in an organic solvent, sprayed onto a carrier, and then the solvent is evaporated under reduced pressure. Such particles can be mixed with animal bait.

[0565] Preparation Example 6 (Injection)

[0566] Active ingredient 0.1 to 1 part

[0567] Peanut oil residue

[0568] After preparation, sterilize by filtration using a sterilizing filter.

[0569] Preparation Example 7 (Pour-On Agent)

[0570] Active ingredients 5 parts

[0571] Myristate 10 parts

[0572] Isopropyl alcohol residue

[0573] Preparation Example 8 (spot coating agent)

[0574] 10-15 parts of active ingredients

[0575] Palmitate 10 parts

[0576] Isopropyl alcohol residue

[0577] Preparation Example 9 (Spray)

[0578] Active ingredient 1 part

[0579] Propylene glycol 10 parts

[0580] Isopropyl alcohol residue

[0581] [Combination use of compound A and fungicide]

[0582] The compound represented by formula (I) can be applied together with the aforementioned fungicide. Table 2 shows specific examples of the combination of the compound represented by formula (I) and the fungicide and examples of preferred mass ratios.

[0583] In Table 2, similarly to Table 1, compound (I) is a compound represented by formulae (II) to (IV) included in the compound represented by the following formula (I).

[0584] [Table 2]

[0585]

[0586]

[0587]

[0588]

[0589]

[0590]

[0591]

[0592] [Test example]

[0593] Next, the effects of the control method of the present invention will be shown by the following test examples. The compound B used in the test examples can be obtained by a known production method or can be extracted from a commercially available product by liquid separation.

[0594] [Test Example 1]

[0595] Efficacy confirmation test against Plutella xylostella

[0596] The suspension containing compound A was diluted with water containing Rabiden (registered trademark) 3S diluted 5000 times to prepare a drug solution A containing compound A at a concentration twice that of the concentration described in Table 3.

[0597] The preparation containing compound B or the suspension containing compound B was diluted with water containing Rabiden 3S diluted 5000 times to prepare a drug solution B containing compound B at a concentration twice that of the concentration described in Table 3.

[0598] Cabbage leaves were immersed in a mixture of equal amounts of solution A and solution B for 30 seconds, and the cabbage leaves were placed in a petri dish, and five second-instar larvae of the diamondback moth were released (AB mixed area).

[0599] Chemical solution A and chemical solution B were each diluted 2-fold with water containing Rabiden 3S diluted 5000-fold to obtain chemical solution A' and chemical solution B'.

[0600] The cabbage leaves were immersed in the liquid A' for 30 seconds, and the cabbage leaves were placed in another petri dish, and five 2nd instar larvae of the diamondback moth were released (A single-use area). In addition, the cabbage leaves were immersed in the liquid B' for 30 seconds, and the cabbage leaves were placed in another petri dish, and five 2nd instar larvae of the diamondback moth were released (B single-use area).

[0601] Then, the petri dish was placed in a constant temperature room at 25°C and 60% humidity. Three days after the release of the insects, life and death were determined and the insecticidal rate was calculated using the following formula. The test was repeated twice.

[0602] Insecticidal rate (%) = (number of dead insects / number of test insects) × 100

[0603] In order to express the degree of synergistic effect, the "expected value of effectiveness" was calculated based on the Colby method. When the effectiveness was greater than the "expected value of effectiveness", it was determined that there was a synergistic effect.

[0604] Expected value (E) of insecticide rate (%) = X + Y - XY / 100

[0605] X: Measured value of insecticide rate (%) in the area with B alone

[0606] Y: Measured value of insecticide rate (%) in the area with only A

[0607] The test results are shown in Table 3.

[0608] In Table 3, compound (II) is a compound represented by the following formula (II).

[0609] [Chemical formula 21]

[0610]

[0611] (The carbon-carbon double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof.)

[0612] In Table 3, compound (III) is a compound represented by the following formula (III).

[0613] [Chemical formula 22]

[0614]

[0615] In Table 3, compound (IV) is a compound represented by the following formula (IV).

[0616] [Chemical formula 23]

[0617]

[0618] [Table 3]

[0619]

[0620]

[0621]

[0622]

[0623] [Test Example 2]

[0624] Efficacy confirmation test against cotton aphid

[0625] The suspension containing compound A was diluted with water containing Rabiden 3S diluted 5000 times, to prepare a drug solution A containing compound A at a concentration twice that of the concentration described in Table 4.

[0626] The preparation containing compound B or the suspension containing compound B was diluted with water containing Rabiden 3S diluted 5000 times to prepare a drug solution B containing compound B at a concentration twice that of the concentration described in Table 4.

[0627] Cucumbers were sown in 3-inch pots. Female cotton aphids were released on cucumbers 10 days after germination. On the second day, the first-instar larvae laid were retained and the female adults were removed. The mixture obtained by mixing equal amounts of liquid A and liquid B was spread on the above cucumbers (AB mixing area).

[0628] Chemical solution A and chemical solution B were each diluted 2-fold with water containing Rabiden 3S diluted 5000-fold to obtain chemical solution A' and chemical solution B'.

[0629] The drug solution A' was sprayed on cucumbers inoculated with first-instar larvae in the same manner as in the AB mixed treatment area (A single treatment area). In addition, the drug solution B' was sprayed on cucumbers inoculated with first-instar larvae in the same manner as in the AB mixed treatment area (B single treatment area).

[0630] The cucumbers sprayed with the drug solution were placed in a constant temperature room at 25°C and 60% humidity, and the life and death of cotton aphids were checked after 6 days, and the insecticide rate was calculated using the following formula. The test was repeated twice.

[0631] Insecticidal rate (%) = (number of dead insects / number of test insects) × 100

[0632] In order to express the degree of synergistic effect, the "expected value of effectiveness" was calculated based on the Colby method. When the effectiveness was greater than the "expected value of effectiveness", it was determined that there was a synergistic effect.

[0633] Expected value (E) of insecticide rate (%) = X + Y - XY / 100

[0634] X: Measured value of insecticide rate (%) in the area with B alone

[0635] Y: Measured value of insecticide rate (%) in the area with only A

[0636] Table 4 shows the test results.

[0637] In Table 4, compounds (II) to (IV) are the same as compounds (II) to (IV) in Table 3.

[0638] [Table 4]

[0639]

[0640]

[0641]

[0642] [Test Example 3]

[0643] Confirmation test of efficacy against yellow striped flea beetle

[0644] The suspension containing compound A was diluted with water containing Rabiden 3S diluted 5000 times, to prepare a drug solution A containing compound A at a concentration twice that of the concentration described in Table 5.

[0645] The preparation containing compound B or the suspension containing compound B was diluted with water containing Rabiden 3S diluted 5000 times to prepare a drug solution B containing compound B at a concentration twice that of the concentration described in Table 5.

[0646] The mixture obtained by mixing equal amounts of liquid A and liquid B was spread on the Chinese cabbage seedlings (at the 7th leaf expansion stage) planted in a 3-inch pot. After air drying, the Chinese cabbage seedlings were placed in a plastic cup and 10 adults of the yellow flea beetle (Phyllotretastriolata) were released (AB mixing area).

[0647] Chemical solution A and chemical solution B were each diluted 2-fold with water containing Rabiden 3S diluted 5000-fold to obtain chemical solution A' and chemical solution B'.

[0648] Liquid A' was applied to the Chinese cabbage seedlings planted in 3-inch pots (at the 7th leaf expansion stage). After air-drying, the Chinese cabbage seedlings were placed in a plastic cup and 10 adults of yellow-curved striped flea beetles (Phyllotreta striolata) were released (A single-use area). In addition, liquid B' was applied to the Chinese cabbage seedlings planted in 3-inch pots (at the 7th leaf expansion stage). After air-drying, the Chinese cabbage seedlings were placed in a plastic cup and 10 adults of yellow-curved striped flea beetles (Phyllotreta striolata) were released (B single-use area).

[0649] The cucumbers sprayed with the drug solution were then placed in a constant temperature room at 25°C and 60% humidity, and the life and death of the cucumbers was determined 3 days after the insects were released, and the insecticidal rate was calculated using the following formula. The test was repeated twice.

[0650] Insecticidal rate (%) = (number of dead insects / number of test insects) × 100

[0651] In order to express the degree of synergistic effect, the "expected value of effectiveness" is calculated based on the Colby method. When the effectiveness is greater than the "expected value of effectiveness", it is determined that there is a synergistic effect.

[0652] Expected value (E) of insecticide rate (%) = X + Y - XY / 100

[0653] X: Measured value of insecticide rate (%) in the area with B alone

[0654] Y: Measured value of insecticide rate (%) in the area with only A

[0655] The test results are shown in Table 5.

[0656] In Table 5, compounds (II) to (IV) are the same as compounds (II) to (IV) in Table 3.

[0657] [Table 5]

[0658]

[0659]

[0660]

[0661] As shown in the test examples, a synergistic effect is exhibited by applying compound A and compound B to an object together. The pest control method and pest control composition of the present invention can control pests such as insects and mites more safely with a smaller amount of pesticide.

Claims

1. A method for controlling pests, comprising the step of applying compound A and compound B as an insecticidal or acaricidal active ingredient to an object at a mass ratio of compound A / compound B of 200 / 1 to 1 / 200, wherein compound A is at least one selected from the group consisting of compounds represented by formula (II), formula (III), formula (IV) and salts thereof, The carbon-carbon stereo double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof; The compound B is at least one selected from the group consisting of the following components: Acephate, Carbofuran, Fipronil, Bifenthrin, Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Chlorfenapyr, Cartap hydrochloride, Teflubenzuron, Buprofezin Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole, Flonicamid, and Fluxametamide.

2. The control method according to claim 1, wherein: Pests are insects or mites.

3. A pest control composition comprising compound A and compound B as an insecticidal or acaricidal active ingredient in a mass ratio of compound A / compound B of 200 / 1 to 1 / 200: The compound A is at least one selected from the compounds represented by formula (II), formula (III), formula (IV) and their salts, The carbon-carbon stereo double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof; The compound B is at least one selected from the group consisting of the following components: acephate, Carbofuran, Fipronil, Bifenthrin, Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Chlorfenapyr, Cartap hydrochloride, Teflubenzuron, Buprofezin Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole, Flonicamid, and Fluxametamide.

4. The pest control composition according to claim 3, wherein Pests are insects or mites.

5. A pest control kit, which is prepared by combining a compound A and a composition containing a compound B as an insecticidal or acaricidal active ingredient at a mass ratio of compound A / compound B of 200 / 1 to 1 / 200 without mixing, wherein the compound A is at least one selected from the group consisting of compounds represented by formula (II), formula (III), and formula (IV) and salts thereof, The carbon-carbon stereo double bond in formula (II) represents the E-isomer or the Z-isomer or a mixture thereof; The compound B is at least one selected from the group consisting of the following components: Acephate, Carbofuran, Fipronil, Bifenthrin, Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Chlorfenapyr, Cartap hydrochloride, Teflubenzuron, Buprofezin Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole, Flonicamid, and Fluxametamide.

6. The pest control kit according to claim 5, further comprising at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask, and protective glasses.

7. A pest control kit comprising the pest control composition according to claim 3 or 4, and at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask, and protective glasses.

8. The pest control kit according to any one of claims 5 to 7, wherein Pests are insects or mites.

9. The method for controlling harmful organisms according to claim 1, further comprising the step of applying the active ingredient of the fungicide to the object.

10. The control method according to claim 9, wherein: The active ingredient of the fungicide is at least one selected from the group consisting of benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, clozylacon, ofurace, bupirimate, dimethirimol, ethirimol, hymexazol, octhilinone, oxolinic acid, acid), benomyl, carbendazim, chlorfenazole, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, pencycuron, fluopicolide, diflumetorim, tolfenpyrad, benodanil, flutolanil, mepronil, isofetamidopyram, fluopyram, fenfuram, furmecyclo x), carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, pyraziflumid, pydiflumetofen, isoflurane, inpyrfluxam, azoxystrobin, coumoxystrobin, coumethoxystrobin, enoxastrobin,flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, orysastr obin), famoxadone, fluoxastrobin, fenamidone, pyribencarb, mandestrobin, metyltetraprole, cyazofamid, amisulbrom, fenpicoxamid, binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone, fentin acetate acetate), fentin chloride, fentin hydroxide, silthiofam, ametoctradin, andoprim, cyprodinil, mepanipyrim, pyrimethanil, blasticidin-S, kasugamycin, kasugamycin hydrochloride hydrochloride), streptomycin, oxytetracycline, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, iprodione, procymidone, vinclozolin, edifenphos, iprobenfos, pyrazophos, isoprothiolane, biphenyl, chloroneb,dichloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, propamocarb-hydrochloride, propamocarb-focetylate, prothiocarb, Bacillus subtilis, Bacillus subtilis strain QST713, Bacillus subtilis strain FZB24, Bacillus subtilis strain MBI600, Bacillus subtilis strain D747 D747), Bacillus amyloliquefaciens, Melaleuca alternifolia (tea tree) extract, triforine, pyrifenox, pyrisoxazole, fenarimol, flurprimidol, nuarimol, imazalil, imazalil-sulphate, oxpoconazole fumarate, fumarate), pefurazoate, prochloraz, triflumizole, viniconazole, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole,flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, fluquinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, voriconazole, mefentrifluconazole, aldimorph, dodemorph, dodemorph acetate acetate), fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, validamycin, polyoxins, polyoxorim, dimethomorph, flumorph orph), pyrimorph, benthiavalicarb-isopropyl, iprovalicarb, valifenalate, mandipropamid, fthalide, pyroquilon, tricyclazole, carpropamid, diclocymet, fenoxanil, tolprocarb, acibenzolar-S-methyl,probenazole, tiadinil, isotianil, dichlobentiazox, laminarin, reynoutriasachalinensis extract, cymoxanil, fosetyl-aluminium, phosphoric acid (phosphate), tecloftalam, triazoxide, flusulfamide, diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriofenone, dodine, dodine free base, flutianil, copper (copper salt), bordeaux mixture, copper hydroxide hydroxide), copper naphthalate, copper oxide, copper oxychloride, copper sulfate, sulfur, sulfur product, calcium polysulfide, ferbam, mancozeb, maneb, mancopper, metiram, polycarbamate, propineb, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid, guazatine, iminoctadine triacetate, iminoctadine trialbesilate, anilazine, dithianon, quinomethionate, fluoroimide,Fluorofolpet, guazatine acetate, bis(8-quinolinolato)copper(II), propamidine, chloropicrin, cyprofuram, agrobacterium, bethoxazin, diphenylamine, methylisothiocyanate, mildiomycin, capsaicin, cufraneb, cyprosulfamide, dazomet, debacarb, dichlorophen, flumetover, fosetyl-calcium, fosetyl-sodium, irumamycin, natamycin, nitrothal isopropyl, oxamocarb, pyrrolnitrin, tebufloquin, tolnifanide, zarilamide, algophase, amicarthiazol, oxathiapiprolin, metiram zinc, benthiazole, trichlamide, uniconazole, oxyfenthiin, picarbutrazox, dichlobentiazox, quinofumelin, thiuram, ambam, agrobacterium radiobacter, coniothyrium minitans, pseudomonas fluorescens, pseudomonas rosenbergii, rhodesiae), Talaromyces flavus, Trichoderma atroviride,Erwinia carotovora subsp.carotovora, Bacillus simplex, Variovorax paradoxus, Lactobacillus plantarum, florylpicoxamid, pyrapropoyne, fluindapyr, aminopyrifen, pyridachlometyl, ipflufenoquin.

Citation Information

Patent Citations

  • Exhaust heat recovery system

    JP2020067049A

  • Heteroarylazole compound and pest control agent

    WO2020071304A1

  • (hetero)arylimidazole compound and harmful organism control agent

    WO2020090585A1

  • Pesticidal imidazole compounds

    EP3453706A1

  • Arylazole compound and pest control agent

    WO2017104741A1