Sulphite compounds and their use for insecticidal purposes

Abstract

The application discloses a compound shown in a formula I or a stereoisomer thereof, wherein R1, R2, Ak and Y are defined as in the description. The compound has better insecticidal and miticidal effects and has a better application prospect.

Description

Technical Field

[0001] This invention belongs to the field of pesticide chemistry, specifically relating to a class of sulfite compounds and their use in insecticidal applications. Technical Background

[0002] In agricultural and horticultural crop production, losses caused by pests and mites remain significant. Although various effective insecticidal and acaricidal compounds have been developed, the increasing resistance of agricultural pests and mites to the active ingredients of existing pesticides has led to decreasing efficacy and shorter duration of action of conventional pesticides. This, in turn, results in higher pesticide dosages and increased pesticide residues. Therefore, the development of novel insecticidal and acaricidal agents remains both necessary and urgent. Summary of the Invention

[0003] The purpose of this invention is to provide a novel, easy-to-synthesize, safe and efficient insecticidal and acaricidal compound that can be used for the control of agricultural or forestry pests and mites.

[0004] Specifically, this invention discloses a compound of Formula I or a stereoisomer thereof.

[0005]

[0006] in,

[0007] R1 is selected from one of C1-C6 alkyl groups substituted with C3-C8 cycloalkyl or C1-C6 alkyl groups substituted with halogenated C3-C8 cycloalkyl;

[0008] Ak is an optionally substituted C1-C6 alkylene group;

[0009] Y represents N, O, or S;

[0010] R2 is an optionally substituted aryl group or an optionally substituted heteroaryl group.

[0011] The present invention also provides a composition comprising a compound of formula I or a stereoisomer thereof as an active ingredient.

[0012] Beneficial effects

[0013] The sulfate ester compounds or their salts provided by this invention, when used as active ingredients as insecticides, acaricides and / or parasite control agents, can have excellent control effects even when used at low concentrations.

[0014] Other features and advantages of the present invention will be described in detail in the following detailed description section. Detailed Implementation

[0015] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention. Unless otherwise expressly stated, throughout the specification and claims, the term "comprising" or its variations such as "including" or "comprising of," etc., will be understood to include the stated components or steps, without excluding other substances or steps.

[0016] Furthermore, to better illustrate the present invention, numerous specific details are provided in the following detailed embodiments.

[0017] Those skilled in the art will understand that the present invention can be practiced even without certain specific details. In some embodiments, materials, methods, and means well known to those skilled in the art are not described in detail in order to highlight the spirit of the invention.

[0018] If the compound of Formula I described in this invention can form geometric isomers, such as E / Z isomers, internal / external isomers, etc., then both the pure isomers and mixtures thereof can be used in the composition of this invention.

[0019] If the compound of Formula I described in this invention has one or more chiral centers and is therefore present as an enantiomer or diastereomer, then the pure enantiomer, the racemic version, or the diastereomer may be used in the compositions of this invention.

[0020] In this invention, "optional substitution" means that any hydrogen atom in the parent nucleus group may be substituted by a substituent or may not be substituted. There may be one or more substituents, and the substituents may be the same or different.

[0021] The term "substituent" can refer to any group that can achieve the technical effects of this invention, and there are no particular limitations.

[0022] The substituent group can be halogen, alkyl, hydroxyl, nitro, cyano, cycloalkyl, heterocyclic, aryl, heteroaryl, etc., but is not limited thereto. The above-mentioned substituents can be further replaced by the substituents described above in this invention.

[0023] As used herein, the term "alkyl" (and in other groups containing alkyl, such as the alkyl moiety of alkoxy, the alkyl moiety of arylalkyl) in each case means a straight-chain or branched alkyl group generally having 1-20 carbon atoms, often 1-6 carbon atoms, preferably 1-4 carbon atoms, and especially 1-3 carbon atoms. Examples of C1-C4 alkyl groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl), and 1,1-dimethylethyl (tert-butyl). Examples of C1-C6 alkyl groups, in addition to those mentioned for C1-C4 alkyl groups, include n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, or 1-ethyl-2-methylpropyl, but are not limited thereto. Alkyl groups can be substituted with halogens, cyano groups, nitro groups, aryl groups, cycloalkyl groups, heterocyclic groups, amide groups, ester groups, etc., but are not limited to these.

[0024] In this invention, the halogen is typically fluorine, chlorine, bromine, or iodine, preferably fluorine, bromine, or chlorine. Correspondingly, this also applies to halogens combined with other structures, such as alkyl halogens. Alkyl halogens preferably have a chain length of 1 to 6 carbon atoms, more preferably a chain length of 1 to 4 carbon atoms. Examples of alkyl halogens include fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 2-fluoroethyl, 2-chloroethyl, pentafluoroethyl, 1,1-difluoro-2,2,2-trichloroethyl, 2,2,3,3-tetrafluoroethyl, and 2,2,2-trichloroethyl; preferably fluoromethyl, difluoromethyl, trifluoromethyl, trichloromethyl, difluorochloromethyl, and dichlorofluoromethyl.

[0025] In this invention, "C3-C8 cycloalkyl" refers to a ring containing 3 to 8 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, etc., but not limited thereto. Examples of "C3-C8 cycloalkyl-C1-C6 alkyl" include, for example, cyclopropylmethyl, cyclopropylethyl, cyclopropyl, cyclobutyl, etc., but not limited thereto.

[0026] In this invention, "halogenated C3-C8 cycloalkyl" refers to a cycloalkyl group that can be substituted with a halogen. The number of substituted atoms can be one or more different halogen atoms. The number of halogen substitutions is determined by the position on the carbon atom of the cycloalkyl group that can be substituted. In "halogenated C3-C8 cycloalkyl-C1-C6 alkyl", "C3-C8 cycloalkyl-C1-C6 alkyl" has the meaning described above in this invention.

[0027] In this invention, "alkylene" refers to a straight-chain or branched alkylene typically having 1-20 carbon atoms, often 1-6 carbon atoms, preferably 1-4 carbon atoms, and especially 1-3 carbon atoms, such as -CH2-, -CH2CH2-, -CH2CH(CH3)CH2-, -CH2-CH2-CH2-, etc., but not limited thereto.

[0028] In this invention, "aryl" refers to a monovalent monocyclic or bicyclic aromatic hydrocarbon group with 6 to 10 ring atoms, such as phenyl or naphthyl, especially phenyl, but not limited thereto.

[0029] In this invention, "heteroaryl" refers to, for example, furanyl, thiophene, pyridinyl, pyrimidinyl, pyridazinyl, pyrroleyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, triazine, etc., which are 5- or 6-membered aromatic heterocyclic groups having 1 to 4 heteroatoms selected from nitrogen, oxygen, sulfur (sulfur atoms can be oxidized).

[0030] In a first aspect, the present invention provides a compound of Formula I, its stereoisomers, and its salts.

[0031]

[0032] in,

[0033] R1 is selected from one of C1-C6 alkyl groups substituted with C3-C8 cycloalkyl or C1-C6 alkyl groups substituted with halogenated C3-C8 cycloalkyl;

[0034] Ak is an optionally substituted C1-C6 alkylene group;

[0035] Y represents N, O, or S;

[0036] R2 is an optionally substituted aryl group or an optionally substituted heteroaryl group.

[0037] In some schemes, R1 is a halogen-substituted C3-C8 cycloalkyl-substituted C1-C4 alkyl or a C3-C8 cycloalkyl-substituted C1-C4 alkyl;

[0038] In some schemes, the hydrogen atom on the Ak alkylene group can be replaced by a halogen, a C1-C6 alkyl group, a nitro group, a hydroxyl group, or a cyano group.

[0039] In some schemes, one or more carbon atoms on the Ak alkylene group are replaced by O, N, S, carbonyl, sulfone, or sulfoxide.

[0040] In some preferred technical solutions, Y is O or S, with O being particularly preferred.

[0041] In some preferred embodiments, R2 is an optionally substituted aryl group, preferably phenyl or naphthyl. The substituent can be one of cyano, hydroxyl, halogen, C1-C6 alkyl, C1-C6 alkoxy, halo-C1-C6 alkyl, and halo-C1-C6 alkoxy. When the aryl group is substituted, the number of substituents is not limited and can be from 1 to 5.

[0042] Preferred compounds of the present invention are shown in Table 1.

[0043] Table 1 Preferred compounds of the present invention

[0044]

[0045]

[0046]

[0047]

[0048] The following compounds are particularly preferred in this invention:

[0049]

[0050] The compound of Formula I of this invention can be synthesized by the following synthetic scheme.

[0051] Option 1

[0052]

[0053] The definitions of R1, R2, Ak, and Y are as described above.

[0054] Compound of Formula I is prepared by reacting compound of Formula i and compound of Formula ii in a solvent in the presence of a base.

[0055] Option 2

[0056]

[0057] The definitions of R1, R2, Ak, and Y are as described above.

[0058] Compound of Formula I is prepared by reacting compound of Formula iii and compound of Formula iv in a solvent in the presence of a base.

[0059] The solvents mentioned in Schemes 1 and 2 are organic solvents. The organic solvents are selected according to the properties of the raw materials. Exemplary solvents include dichloromethane, dichloroethane, chloroform, toluene, xylene, chlorobenzene, dichlorobenzene, diethyl ether, tetrahydrofuran, and 2-methyltetrahydrofuran, but are not limited to these.

[0060] The bases described in Schemes 1 and 2 are either inorganic or organic bases. Examples of inorganic bases include, but are not limited to, sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, potassium hydroxide, sodium hydroxide, sodium hydride, potassium hydride, etc. Examples of organic bases include, but are not limited to, methylamine, dimethylamine, trimethylamine, triethylamine, diisopropylamine, diethylmethylamine, diisopropylethylamine, sodium formate, potassium formate, sodium acetate, potassium acetate, sodium methoxide, sodium ethoxide, sodium tert-butoxide, potassium tert-butoxide, DBU, etc. One or more of the above bases can be used in combination.

[0061] The reaction temperature in Schemes 1 and 2 above can be carried out within the range of -20 to 100℃ as needed, preferably within the range of -10 to 10℃.

[0062] Formulas i, ii, iii, and iv in Schemes 1 and 2 above can be obtained by purchasing from the market or by conventional preparation methods in the art.

[0063] The compound of Formula I of the present invention, or its salt or isomer, may be used in its unaltered form or preferably in combination with carriers and excipients commonly used in the field of pharmaceutical formulation.

[0064] This invention also provides the use of compound I or its salts or isomers and the compositions of this invention in insecticidal and acaricidal applications. The compositions, in addition to the active ingredient, also include agriculturally permissible adjuvants, including one or more of wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze agents, defoamers, solvents, preservatives, stabilizers, synergists, or carriers.

[0065] The present invention also provides a composition comprising at least one of a compound of formula I or a salt thereof and at least one adjuvant selected from surfactants, solid diluents and liquid diluents.

[0066] Suitable solid carriers include natural or synthetic clays and silicates, such as natural silica and diatomaceous earth; magnesium silicates, such as talc; magnesium aluminum silicates, such as kaolinite, kaolin, montmorillonite and mica; silica, calcium carbonate, light calcium carbonate; calcium sulfate; limestone; sodium sulfate; ammonium salts, such as ammonium sulfate, hexamethylenediamine and urea, etc.

[0067] Liquid carriers include water and organic solvents. When water is used as a solvent or diluent, organic solvents can also be used as auxiliaries or antifreeze additives. Useful liquefied gaseous fillers or carriers are those liquids that are gaseous at standard temperatures and pressures, such as aerosol propellants like halogenated hydrocarbons, as well as butane, propane, nitrogen, and carbon dioxide, etc.

[0068] Suitable organic solvents include aromatic hydrocarbons, such as benzene, xylene, and toluene; chlorinated hydrocarbons, such as chlorobenzene, vinyl chloride, chloroform, and dichloromethane; aliphatic hydrocarbons, such as petroleum fractions, cyclohexane, and light mineral oils; alcohols, such as isopropanol, butanol, ethylene glycol, glycerol, and cyclohexanol; their ethers and esters; ketones, such as acetone, cyclohexanone, dimethylformamide, and N-methylpyrrolidone; vegetable oils, such as soybean oil, rapeseed oil, and cottonseed oil, etc.

[0069] Suitable surfactants (adjuvants, emulsifiers, dispersants, protective colloids, wetting agents, and binders) include all common ionic and nonionic substances, such as ethoxylated nonylphenol, polyalkylene glycol ethers of straight-chain or branched alcohols, reaction products of alkylphenols with ethylene oxide and / or propylene oxide, reaction products of fatty acid amines with ethylene oxide and / or propylene oxide, as well as fatty acid esters, alkyl sulfonates, alkyl sulfates, alkyl ether sulfates, alkyl ether phosphates, aryl sulfates, ethoxylated arylalkylphenols (such as tristyryl-phenol-ethoxylated compounds), and ethoxylated and propoxylated arylalkylphenols such as sulfated and phosphorylated arylalkylphenol-ethoxylated and -ethoxylated and -propoxylated compounds. Other examples are natural and synthetic water-soluble polymers, such as lignin sulfonates, gelatin, gum arabic, phospholipids, starch, hydrophobically modified starch, and cellulose derivatives, particularly cellulose esters and cellulose ethers, as well as polyvinyl alcohol, polyvinyl acetate, polyvinylpyrrolidone, polyacrylic acid, polymethacrylic acid, and copolymers of (meth)acrylic acid and (meth)acrylates, copolymers of methacrylic acid and methacrylates neutralized with alkali metal hydroxides, and optionally substituted naphthalene sulfonates condensates with formaldehyde. The presence of a surfactant is necessary if one of the active ingredients and / or one of the inert carriers is insoluble in water and the application is carried out in water.

[0070] The formulations of the compounds and / or compositions described in this invention can be prepared by common methods. For example, the active substance is mixed with a liquid solvent and / or a solid carrier, and surfactants such as emulsifiers, dispersants, stabilizers, and wetting agents are added. Other additives may also be added, such as binders, defoamers, foaming agents, antioxidants, crystallization inhibitors, viscosity modifiers, suspending agents, spray droplet modifiers, pigments, neutralizers and buffers, corrosion inhibitors, dyes, flavoring agents, spreading agents, penetration enhancers, micronutrients, dispersants, thickeners, freezing point depressants, antimicrobial agents, etc.

[0071] The compounds and / or compositions of the present invention can be administered in their formulation form or in suitable forms prepared therefrom, such as aerosols, capsule suspensions, hot fog concentrates, encapsulated granules, fine granules, seed coating agents for seed treatment, powders that can be sprinkled, emulsifiable concentrates, oil-in-water emulsions, water-in-oil emulsions, large granules, microgranules, oil-dispersible powders, oil-miscible flow concentrates, oil-miscible liquids, gaseous agents (under pressure), gas-producing products, foaming agents, pastes, suspension concentrates, emulsion concentrates, soluble concentrates, suspensions, wettable powders, soluble powders, powders and granules, water-soluble and water-dispersible granules or tablets, water-soluble or water-dispersible powders for seed treatment, wettable powders, natural and synthetic substances impregnated with active substances, microcapsules in polymers and seed coating materials, and ULV (ultra-low volume) cold fog and hot fog formulations.

[0072] The treatment of plants and plant parts using compositions containing the compounds of this invention can be carried out directly or through conventional treatment methods applied to their surrounding environment, habitat, or storage space. These conventional treatment methods include, for example, impregnation, spraying, misting, irrigation, evaporation, dusting, fogging, sowing, foaming, smearing, coating, watering, and drip irrigation. For plant propagation materials, especially seeds, treatments can also include dry seed treatment, wet seed treatment, slurry treatment, hulling, and coating with one or more layers. The active substances can also be effectively utilized through ultra-low volume methods or by injecting formulations containing the compounds of this invention or the compounds themselves into the soil.

[0073] When the compounds of the present invention are used in agricultural applications, the content of the compounds of the present invention or their salts in the formulation is preferably 0.01 to 90% by weight, more preferably 0.05 to 85% by weight. Agricultural acaricides supplied in the form of wettable powder, emulsion, suspension, aqueous suspension, water-soluble powder, or water-dispersible granules can be diluted with water to a specified concentration to prepare a solution, suspension, or emulsion and dispersed on plants or soil. Alternatively, agricultural acaricides supplied in the form of powder or granules can be directly dispersed on plants or soil. Furthermore, acaricides for disease prevention supplied in the form of emulsion, wettable powder, aqueous suspension, etc., can be diluted with water to a specified concentration for application. Additionally, acaricides for disease prevention supplied in the form of oil, aerosol, fumigant, poison bait, or acaricide tablets, etc., can be used directly. When the acaricides of the present invention are used for the control of animal parasitic mites in livestock such as cattle and pigs, and pets such as dogs and cats, the compounds of the present invention can be used at a ratio of 0.01 to 1000 mg per kg of host animal. Acaricides for the control of animal parasitic mites can be applied using well-known veterinary methods. Examples of such methods include, for the purpose of systemic suppression, administration via tablets, capsules, infusions, mixing into feed, suppositories, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.); for the purpose of non-systemic suppression, administration via spraying, pour-on, or spot-on of oily or aqueous liquid formulations; and mixing the acaricide into resin, molding the mixture into appropriate shapes such as collars or ear tags, and then fitting it to the animal.

[0074] To broaden the scope of pest and disease control, extend the optimal control period, or reduce the dosage, the compounds of this invention can be mixed with other agricultural and horticultural insecticides, acaricides, nematicides, fungicides, biopesticides, etc., and can also be mixed with herbicides, plant growth regulators, fertilizers, etc., depending on the application.

[0075] Other agricultural and horticultural insecticides, acaricides, and nematicides used for this purpose include, for example, 3,5-xylyl methylcarbamate (XMC), fenobucarb (BPMC), Bt toxin insecticides, chlorfenson (CPCBS), dichlorodiisopropyl ether (DCIP), 1,3-dichloropropene (DD), DDT, NAC, phenylthion (EPN), and tripropylisocyanate. Socyanurate, TPIC, acrinathrin, azadirachtin, acynonapyr, acequinocyl, acetamiprid, acetoprole, acephate, abamectin, afidopyropen, avermectin-B, amidofet, amitraz, alanycarb, aldicarb, aldoxycarb, aldrin, alpha-endosulfan, alpha-cypermethrin, albendazole, allethrin, isazofos, isamidophos, isamidophos, imethasone Soamidofos, isoxathion, isocycloseram, isofenphos, isoprocarb (MIPC), epsilon-metofluthrin, epsilon-momfluorothrin, ivermectin, imidacloprid, imidacloprid, indoxacarb, esfenvalerate, ethiofencarb, ethion, etiprole, etoxazole, ethofenprox, ethoprophos, etrimfosEmamectin, emamectin-benzoate, endosulfan, empenthrin, oxazosulfyl, oxamyl, oxydemeton-methyl, oxydeprofos (ESP), oxibendazole, oxfendazole, potassium oleate, sodium oleate oleate, cadusafos, kappa-tefluthrin, kappa-bifenthrin, cartap, carbaryl, carbosulfan, carbofuran, gamma-cyhalothrin, xylylcarb, quinalphos, kinoprene, chinomethionat, cloethocarb, clothianidin, clofentezine, chromafenozide, chlorantraniliprole liprole, chlorethoxyfos, chlordimeform, chlordane, chlorpyrifos, chlorpyrifos-methyl, chlorphenapyr, chlorfenson, chlorfenvinphos, chlorfluazuron, chlorobenzilate, chlorobenzoate, chloroprallethrin, dicofol, salithion, cyhalodiamide, cyanophos (CYAP), diafenthiuron, diamidoafos, cyantranil iprole, theta-cypermethrin, dienochlor, cyenopyrafen, dioxabenzofosDiofenolan, sigma-cypermethrin, cyclaniliprole, dichlofenthion (ECP), cycloprothrin, dichlorvos (DDVP), dichlorvos (DDVP), dichlorvos (DDVP), dichlorvos (DDVP), dichlorvos (DDVP), dichlorvos (DDVP), dichlorvos (DDVP) Sulfoton, Dinotefuran, Cyhalodiamide, Cyhalothrin, Cyphenothrin, Cyfluthrin, Diflubenzuron, Cyflumetofen, Diflovidazin, Cyhexatin, Cypermethrin, Dimethylvinphos, Dimethoate, Dimpropyridaz, Dimefluthrin, Silafluofen, Cyromazine, Spinosad, Spirodiclofen, Spirotetramat, Spiropidion, Spirodiclofen iromesifen), sulfluramid, sulprofos, sulfoxaflor, zeta-cypermethrin, diazinon, tau-fluvalinate, dazomet, thiacloprid, tiaxazafen, thiamethoxam, tioxazafen, thiodicarb, thiocyclam, thiosultap, thiosultap-sodium, thionazin, thiometon, DEET, dieldrin, tetrachlorantraniliprole, tyclopyrazoflor, tetrachlororvinphos, tetradifon.Tetraniliprole, tetramethylfluthrin, tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, demeton-S-methyl, temephos, deltamethrin, terbufos, and doramectin. In), bromopyrrolidone (tralopyril), tetrabromomethrin (tralomethrin), transfluthrin (transfluthrin), triazamate (triazamate), triazuron (triazuron), trichlorfon (trichlamide), trichlorphon (DEP), triflumezopyrium (triflumuron), tolfenpyrad (tolfenpyrad), dibromophos (BRP), nithiazine (nitenpyr), nitenpyr am), novaluron, noviflumuron, hydroprene, vaniliprole, vamidothion, parathion, parathion-methyl, halfenprox, halofenozide, bistrifluron, bisultap, hydramethylnon, hydroxypropyl starch starch), binapacryl, pyflubumide, bifenazate, bifenthrin, pymetrozine, pyraclorfos, pirafluprole, pyridafenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprole, pyriproxyfen, pirimicarb, pyrimidifenPyriminostrobin, pyrimiphos-methyl, pyrethrins, fipronil, fenazaquin, fenamiphos, bromopropylate, fenitrothion (MEP), fenoxycarb, fenothiocarb, phenothrin, fenobucarb, fensulfothion, fenthion (MPP), phenthoate (PAP), fenvalerate, fenpyroximate, fenpropathrin, fenbendazole, fosthiazate, formetanate, butathiofos, buprofezin in), furathiocarb, prallethrin, fluacrypyrim, fluazaindolizine, fluazinam, fluazuron, fluensulfone, fluxametamide, flucycloxuron, flucythrinate, fluvalinate, flupyradifurone, flufiprole, flupyrazofos, flupyrimin, flufener im), flufenoxystrobin, flufenoxuron, flufenzine, flufenoprox, fluproxyfen, flubrocythrinate, fluhexafon, flubendiamide, flumethrin, flurimfen, prothiofos, protrifenbute, flonicamid, propaphos, propargite (BPPS), profenofosBroflanilide, Profluthrin, Proxur (PHC), Flometoquin, Alpha-bromadiolone, Bromopropylate, Beta-cyfluthrin, Hexaflumuron, Hexythiazox, Heptafluthrin, Heeptenophos, Permethrin, Benclothiazide, Bendiocarb, Benzpy rimoxan, benzulap, benzoximate, benzfuracarb, phoxim, phosalone, fosthiazate, fosthietan, phosphamidon, phosphocarb, phosmet (PMP), polynactins, formetanate, formothion, phorate, machine oil, malathion, mifepristone Lbemycin, Milbemycin-A, Milbemectin, Mecarbam, Mesulfenfos, Methotridium, Metaldehyde, Metaflumizone, Methamidophos, Metam-ammonium, Metam-sodium, Methiocarb, Methidathion (DMTP), Methylisothiocyanate, Methylneodecanamide, Methylparathion, Metoxadiazone, Methoxychlor, Methoxyfenozide, Metofluthrin, Methoprene, Metalcarb, MeperfluthrinMevinphos, monocrotophos, monosultap, momfluorothrin, lambda-cyhalothrin, ryanodine, lufenuron, rescalure, resmethrin, lepimectin, rotenone, levamisol hydrochloride, fenbutatin oxide, morantel tartarate, methyl bromide, cyhexatin, calcium cyanamide, calcium polysulfide, sulfur, and nicotine sulfate, as well as their salts.

[0076] Examples of fungicides used for the same purpose in agriculture and horticulture include: aureofungin, azaconazole, azithiram, acypetacs, acibenzoar, acibenzolar-S-methyl, azoxystrobin, anilazine, amisulbrom, aminopyrifen, ampropylfos, ametoctradin, allyl alcohol, aldimorph, amobam, isothiazine, isovaledione, isopyrazam, and isopyrazam. Sofetamid, isoflucypram, isoprothiolane, ipconazole, ipfentrifluconazole, ipflufenoquin, iprodione, iprovalicarb, iprobenfos, imazalilil), iminoctadine, metam, iminoctadine-albesilate, iminoctadine-triacetate, imibenconazole, inpyrfluxam, uniconazole, uniconazole-P, echlomezole, edifenphos, etaconazole, ethaboxam, ethirimol, etem, ethoxyquinoline Quin), etridiazole, enestroburin, enoxastrobin, epoxiconazole, oxadixyl, oxathiapiprolin, oxycarboxin, copper-8-quinolinolate, oxytetracycline, copper-oxinate, oxpoconazole, oxpoconazole-fumarate, oxolinic acid, octhilinone, furosemide, orysastrobin, metam-sodium, kasugamycin, carbamorph, carpropamid, carbendazim, carboxin, carvone, quinazamid, quinacetol, quinoxyfen, quinofumelin, chinomethionat, quinome thionate, captafol, captan, kiralaxyl, quinconazole, quintozene, guazatine, cufraneb, cuprobam, coumoxystrobin, glyodin, griseofulvin, climbazole, cresol, kresoxim-methyl, chlozolina te), clotrimazole, chlobenthiazone, chloraniformethan, chloranil, chlorquinox, chloropicrin, chlorfenazole, chlorodinitrona phthalene, chlorothalonil, chloroneb, salicylanilide, zarilamid, cyazofamid, diethyl pyrocarbonate, diethofencarb, cyclafuramid, diclocymet, dichlozoline, diclobutrazol, dichlofluanid, cycloheximide, dichlobentiazox, diclomezine), dicloran, dichlorophen, dichloronaphthoquinone, disulfiram, ditalimfos, dithianon, diniconazole, diniconazole-M, zineb Ineb), dinitrocrotonate, dinitrogenin, dinitrosulfon, dinitrobutyl ester, dinobuton, dinopenton, dipymetitrone, dipyrithione, diphenylamine, difenoconazole, cyflufenamid, diflumetorim, cyproconazole, cyprodinil, cyprofuram, cypendazole, simeconazole, dimethirimol, dimethomorph, cymoxanil, dimoxystrobin, ziram, simethicone lthiofam, streptomycin, spiroxamine, sultropen, sedaxane, zoxamide, dazomet, thiadiazin, tiadinil, thiadifluor, thiabendazole, tioxymid, thioquinox, thiochlorfenphim, thiophanate, thiophanate-methyl, thifluzamide, thicyofen, thioquinox, thiram, decafent In), tetrachloronitrobenzene, tecloftalam, tecoram, tetraconazole, debacarb, dehydroacetic acidacid), tebuconazole, tebufloquin, dodicin, dodine, diethylenediamine copper salt (II) of dodecylbenzenesulfonate (DBEDC), dodemorph, drazoxolon, triadimenol, triadimefon, triazol, triazoxide, triamiphos, triarimol, trihlamide, chlorpyrifos, tricyclazole, trit iconazole, tridemorph, tributyltin oxide), triflumizole, trifloxystrobin, triforine, tolylfluanid, tolclofos-methyl, tolprocarb, natamycin, sodium mancozeb, nitrostyrene, nitrothal-isopropyl, nuarimol, copper nonylphenol sulfonate, halacrinate, validamycin, valifenalate, harpin protein), picarbutrazox, bixafen, picoxystrobin, picobenzamide, pydiflumetofen, bithionol, bitertanol, hydroxyisoxa zole, hydroisoxa zole-potassium, binapacryl, biphenyl, piperalin, hymexazol, pyraoxystrobin, pyracarbolid), pyraclostrobin, pyraziflumid, pyrazophos, pyrapropoyne, pyrametostrobin, pyriofenone, pyridinitril, pyrifenox, pyri soxazole, pyridachlometyl, pyrifenox, pyribencarb, pyriminostrobin, pyrimethanil, pyroxychlor, pyroxyfur, pyroquilon, vinclozolin, ferbam, famoxadone, fenapanil, fenamidone, fenaminosulf, foximazole (f enaminstrobin), fenarimol, fenitropan, fenoxanil, ferimzone, ferbam, fentin, fenpiclonil, fenpicoxamid, fenpyrazamine, fenbuconazole, fenfuram, fenpropidin, fenpropimorph, fenhexamid, phthalyl phthalide ide), buthiobate, butylamine, bupirimate, furidazole, blasticidin-S, furamepyr, furaxyl, fluacrypyrim, fluazinam, fluindapyr, fluoxastrobin, fluoxapiprolin, fluotrimazole, fluopicolide, fluopimomide, fluopyram, fluoroimide, furcarbanil), fluxapyroxad, fluquinconazole, furconazole, furconazole-cis, fludioxoni l, flusilazole, flusulfamide, flut ianil, flutolanil, flutriafol, flufenoxystrobin, furfural, furmecyclox, flumetover, flumorph, proquinazid, prochloraz, procymidone, prothiocarb, prothioconazole, pronitridine, propamocarb Carb, propiconazole, propineb, furophanate, probenazole, bromuconazole, florylpicoxamid, hexachlorobutadiene, hexaconazole, hexylthiofos, bethoxazin, benalaxyl, benalaxyl-M, bendani, benomyl, pefurazoate, benquinox, penconazole, benzamorf, pencycuron, benzohydroxamic acid(The remaining text appears to be a list of unrelated words and phrases, possibly from different sources, and does not form a coherent sentence or paragraph. A direct translation is not possible without further context or clarification.) ldiomycin), mancozeb, mecarbinzid, methasulfocarb, metazoxolon, metam, metam-sodium, metalaxyl, metalaxyl-M, metiram, methyl isothiocyanate isothiocyanate, mepthyldinocap, metyltetraprole, metconazole, metsulfovax, methfuroxam, metominostrobin, metrafenone, mepanipyrim, mefenoxam, mefentrifluconazole, meptyldinocap, mepronil, mebenil, iodomethane, rabenzazole, methyl bromide, benzalkonium chloride, basic copper chloride, basic copper sulfate.Inorganic sterilizing agents such as sulfate and silver, sodium hypochlorite, copper hydroxide, water and sulfur, calcium polysulfide, potassium hydrogencarbonate, sodium hydrogen carbonate, inorganic sulfur, anhydrous copper sulfate, nickel dimethyldithiocarbamate, oxine copper, zinc sulfate and copper sulfate pentahydrate, and their salts.

[0077] Similarly, examples of herbicides include: 1-naphthylacetamide, 2,4-PA, 2,3,6-TBA, 2,4,5-T, 2,4,5-TB, 2,4-D, 2,4-DB, 2,4-DEB, 2,4-DEP, 3,4-DA, 3,4-DB, 3,4-DP, 4-CPA, 4-CPB, 4-CPP, MCP, MCPA, MCPA ethyl thiocyanate, MCPB, ioxynil, aclofen, azafenidin, acifiuorfen, aziprotryne, azimsulfuron, asuam, and acetochlor. r), atrazine, atraton, anisuron, anilofos, aviglycine, abscisic acid, amicabazone, amidosulfuron, amitrol, aminocyclopyrachlor, aminopyralid, amibuz... (in), amiprophos-methyl, ametridone, ametryn, alachlor, allidochlor, alloxydim, alarac, iofensulfuron, isouron, isocarbamid, isoxachlortole, isoxapyrifop, isoxaflutole, isoxaben, isocillin, isoruron, isoproturon, isopropalin, isopolinate, isomethiozin, inabenfide, ipazine), triazolyl carbazone, iprymidam, imazaquin, imazapic, imazapyr, imazamethapyr, imazamethabenz, imazamethabenz-methyl, imazamox, imazethapyr, imazosulfuron, indaziflam, indanofan, indolebutyric acid, uniconazole-P, eglinazine, esprocarb, ethametsulfuron, ethametsulfuron-methyl, etalfluralin, ethiolate, and ethychlozate ethyl, ethidimuron, etinofen, ethephon, ethoxysulfuron, ethoxyfen, etnipromid, ethofumesate, etobenzanid, epronaz, erbon, endothal, oxadiazon, oxadiargyl, oxaziclomefone, oxasulfuron, oxapyrazon, oxyfluorfen, oryzal (in), orthosulfamuron, orbencarb, cafenstrole, cambendichlor, carbasulam, carfentrazone, carfentrazone-ethyl, karbutaneilate, carbetamide, carboxazole, quizalofop, quizalofop-P, quizalofop-ethyl, xylachlor, quinoclamine, quinonamid, quinclorac, quinmerac, cumyluron, clacyfos, cliodinate, glyphosate, glufosinate, glufosinateInate-P), credazine, clethodim, cloxyfonac, clodinafop, clodinafop-propargyl, chlorotoluron, clopyralid, cloproxydim, cloprop, chlorbromuron, clofop, clonazine, chlomethoxynil, chlomethoxyfen, clonprop, chlorazifop, chlorazine, cloransulam, chloranocryl, chloramben, cloransulam, cloransulam-methyl, chloridazon, chlor... Chlorimuron, chlorimuron-ethyl, chlorsulfuron, chlorthal, chlorthiamid, chlortoluron, chlornitrofen, chlorfenac, chlorfenprop, chlorbufam, chlorphthalim, chlorflurazole, chlorflurenol, chlorprocarb, chlorpropham, chlormequat, chloreturon, chloroxynil, chloroxuron, chlorotoluron, chloropon, saflufenacil, cyanazine), cyanatryn, diallate, diuron, diethamquat, dicamba, cycluron, cycloate, cycloxydim, diclosulam, cyclosulfamuron, cyclopyranil, cyclopyrimorate, dichlorprop, dichlorprop-P, dichlobeni l), quizalofop, quizalofop-methyl, dichlormate, dichloralurea, diquat, cisanilide, disul, siduron, dithiopyr, dinitramine, cinidon-ethyl, dinosulfuron, dinoseb, dinoterb, dinofenate, nitropropamide Phenol (dinoprop), cyhalofop-butyl, diphenamid, difenoxuron, difenopenten, difenzoquat, cybutryne, cyprazine, cyprazole, diflufenican, diflufenzopyr, dipropetryn, cypromid, cyperquat, gibberellin, simazineimazine, dimexano, dimethachlor, dimidazon, dimethametryn, dimethenamid, simetryn, simeton, dimepiperate, dimefuron, cinmethylin, swep, sulglycapin, sulcotrione, sulfallate, sulfentrazone, sulfosulfuron, sulfometuron-methyl, secbumeton, sethoxyd im), sebuthylazine, terbacil, daimuron, dazomet, dalapon, thiazafluron, thiazopyr, tiafenacil, thiencarbazone, thiencarbazone-methyl, t...iocarbazil, tioclorim, thiobencarb, thidiazimin, thidiazuron, thifensulfuron, thifensulfuron-methyl, desmedipham, desmetryn, tetflupyrolimet, tetrafluron, thenylchlor, tebutam, te-tiazoline buthiuron, terbumeton, tepraloxydim, tefuryltrione, tembotrione, delachlor, terbacil, terbucarb, terbuchlor, terbuthylazine, terbutryn, toramezone, tralkoxydim, triazifla m), triasulfuron, triafamone, triallate, trietazine, tricamba, trilopyr, tridiphane, tritac, tritosulfuron, trifludimoxazin, triflusulfuron-methyl, trifluralin fluralin, trifloxysulfuron, tripropindan, tribenuron, tribenuron-methyl, trifop, trifopsime, trimeturon, tolpyralate, naptalam, naproanilide, napropamide, nicosulfuron, nitralherbicides including nitrofen, nitrofluorfen, nipyraclofen, neburon, norflurazon, noruron, barban, paclobutrazol, paraquat, parafluron, haloxydine, halauxifen, haloxyfop, haloxyfop-P, haloxyfop-methyl, halosafen, halosulfuron, halosulfuron-methyl, bilanafos, bixlozone, picloram, and picolinafen. Bicyclopyrone, bispyribac, bispyribac-sodium, pydanon, pinoxaden, bifenox, piperophos, hymexazol, pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazolate, bilanafos, pyraflufen-ethyl, pyriclor, pyridafol, pyrithiobac, pyrithiobac-sodium, pyridate, pyriftalid), pyributicarb, pyribenzoxim, pyrimisulfan, primisulfuron, pyriminobac-methyl, pyroxasulfone, pyroxsulam, fenasulam, phenisopham, fenuron, fenoxasulfone, fenoxaprop, fenoxaprop-P, fenoxaprop-ethy1, phenothiol, 2,4,5-tetrapropionic acid (fenoprop), phenobenzuron, fenquinotrione, fenthiaprop, fenteracol, fentrazamide, phenmedipham, phenmedipham-ethyl, butachlor, butafenacil, butamifos, buthiuron, buthidazole, butylate, buturon, butenachlor, butroxydim, butralin, butroxydim, flazasulfuron, flamprop, furyloxyfen, prynachlor, primisulfuronuron-methyl, fluazifop, fluazifop-P, fluazifop-butyl, fluazolate, fluroxypyr, fluothiuron, fluometuron, fluoroglycofen, flurochloridone, fluorodifen, fluoronitrofen, fluoromidine, flucarbazone, flucarbazone-sodium, fluchloral In), flucetosulfuron, fluthiacet, fiuthiacet-methyl, flupyrsulfuron, flufenacet, flufenican, flufenpyr, flupropafen. l), tetrafluoropropanate, flupoxam, flumioxazin, flumiclorac, flumiclorac-pentyl, flumipropyn, flumezin, fluometuron, flumetsulam, fluridone, flurtamone, fluroxypyr, pretilachlor, proxan, proglinazine, procyazine, prodiamine, prosulfalin, prosulfuron, prosulfocarb, propaquizafop, propachlor, propazinine), propanil, propyzamide, propisochlor, prohydrojasmon, propyrisulfuron, propham, profluazol, profluralin, prohexadione-calcium, propoxycarbazone, propoxycarbazone-sodium, profoxydim, bromacil, brompyrazon, prometryn, prometon, bromoxynil, bromofenoxim, bromobutide, bromobonil, florasulam, florpyrauxifen. Hexachloroacetone, hexazinone, pethoxamid, benzolin, penoxsulam, pebulate, beflubutamid, beflubutamid-M, vernolate, perfluidone, benzcarbazone, benzadox, benzzipram, benzylaminopurine, benzthiazuron, benzfendizone, benzsulide, benzsulfuron-methyl (bensulfuron-methyl), benzoylprop, benzobicyclon, benzofenap, benzofluor, bentazone, penanochlor, benthiocarb, pendimethalin, penoxazone, benfluralin, benfuresate, fosamine, fomesafen, foramsulfuron, forchlorfenuron, maleichydrazine ide), 2-methyl-4-chloropropionic acid (mecoprop), methyl-2-methyl-4-chloropropionic acid (mecoprop-P), medinoterb, mesosulfuron, mesosulfuron-methyl, mesotrione, mesoprazine, mesoprotryne, metazachlor, methazole, metazosulfuron, methabenzthiazuron, metamitron, metamifop, metam, metalpropalIn, methiuron, isoxazolin, methiobencarb, methyldymron, metoxuron, metosulam, metsulfuron, metsulfuron-methyl, metflurazon, metobromuron, metobenzuron, metometon, metolachlor, metribuzin, mepiquat-chloride, mefenacet, mefluidide, monalide, monisouron, monochloroacetic acid The following herbicides are listed: iodosulfuron, monolinuron, molinate, morfamquat, iodosulfuron, iodosulfuron-methyl-sodium, iodobonil, iodomethane, lactofen, lancotrione, linuron, rimsulfuron, lenacil, rhodethanil, calcium peroxide, and methyl bromide, as well as their salts.

[0078] In addition, it can be used in combination with the following factors: natural enemies such as Encarsia formosa, Aphidiuscolemani, Aphidoletes aphidimyza, Diglyphus isaea, Dacnusa sibirica, Phytoseiulus persimilis, Amblyseius cucumeris, and Oriussauteri; microbial pesticides such as Beauveria brongniartii; and pheromones such as (Z)-10-tetradecene acetate, (E,Z)-4,10-tetradecadiene acetate, (Z)-8-dodecene acetate, (Z)-11-tetradecene acetate, (Z)-13-eicosano-10-one, and 14-methyl-1-octadecene.

[0079] The compounds of the present invention or their salts have the effects of killing adult insects, nymphs, larvae and eggs.

[0080] As a representative example, the following examples can be cited:

[0081] Lepidoptera pests, such as the beet armyworm (Spodopteralitura), cabbage cutworm (Mamestrabrassicae), cutworm (Agrotis ips ilon), green caterpillars, bean silver-striped armyworm (Autographa nigri signa), diamondback moth (Plutella xylostella), tea leafroller (Adoxophyeshonmai), yellow leafroller (Homona magnanima), peach fruit borer (Carpos ina sasakii), pear fruit moth (Grapholita molesta), citrus leafminer (Phyllocnistis citrella), tea leafminer (Caloptil iatheivora), golden-striped leafminer (Phyllonorycter ringoniella), gypsy moth (Lymantria dispar), tea hairy caterpillar (Euprocti s pseudoconspersa), rice stem borer (Chilo suppressalis), and rice leaf roller (Cnaphalocrocis). The species include: medinalis, corn borer (Ostrinia nubilalis), European corn borer (Europeancorn borer), American white moth (Hyphantria cunea), dry fruit moth (Cadra cautella), fruit borer (Heliothis), bollworm (Helicoverpa), ground noctuid moth (Agrotis), clothes moth (Tinea translucens), codling moth (Cydia pomonella), cotton bollworm (Pect inophora gossypiella), etc.Hemiptera pests, such as the peach aphid (Myzus persicae), cotton aphid (Aphi s gossypii), turnip aphid (Lipaphis erysimi), rice constrictor aphid (Rhopalosiphum padi), spotted stink bug (Riptortus clavatus), rice green stink bug (Nezaraantennata), arrow scale (Unaspis yanonensis), Comstock mealybug (Pseudococcus comstocki), greenhouse whitefly (Trialeurodes vaporariorum), tobacco whitefly (Bemi sia tabaci), silver leaf whitefly (Bemi siaargentifolii), pear psyllid (Psylla pyrisuga), pear lace bug (Stephanitis nashi), brown planthopper (Nilaparuata lugens), gray planthopper (Laodelphax stratella), white-backed planthopper (Sogatella frucifera), and black-tailed leafhopper (Nephotettix cinct). Iceps, etc.; Beetle pests, such as the striped flea beetle (Phyllotreta striolata), potato beetle (Leptinotarsa ​​decemlineata), rice water weevil (Lissorhoptrus oryzophilus), corn weevil (sitophilus zeamais), bean weevil (Callosobruchuschinensis), Japanese scarab beetle (Popi llia japonica), red copper scarab beetle (Anomala rufocuprea), leaf beetle (Diabrotica), tobacco beetle (Lasioderma serricorne), brown powder beetle (lyctus brunneus), pine longhorn beetle (Monochamus alternatus), white-spotted longhorn beetle (Anoplophora malasiaca), click beetle (Agriotes), twenty-eight-spotted ladybug (Epilachna vigintioctopunctata), large grain beetle (Tenebroides mauritanicus), cotton boll weevil (Anthonomus grandis), etc.Diptera pests, such as housefly (Musca domestica), blowfly (Calliphora lata), brown-tailed flesh fly (Boettcheri sca peregrina), melon fly (Zeugodacus cucurbitae), citrus fruit fly (Bactrocera dorsalis), seed fly (Delia platura), rice leafminer (Agromyzaoryzae), black-bellied fruit fly (Drosophi la melanogaster), stable stink fly (Stomoxys calcitrans), Culex tritaeniorhynchus, Aedes aegypti, and Anopheles sinensis; Thysanoptera pests, such as palm thrips (Thrips palmi Karny) and yellow teathrips; Hymenoptera pests, such as yellow house ant (Monomorium pharaonis) and yellow peacock wasp (Vespasimillima). * *Xanthoptera*, *Athalia rosae ruficornis*, etc.; Orthoptera pests, such as *Locusta migratoria*, *Blattella germanica*, *Periplaneta americana*, *Periplaneta ful iginosa*, etc.; Isoptera pests, such as *Coptotermes formosanus*, *Reticulitermes speratus*, etc.; Rotaoptera pests, such as *Pulex irritans*, *Ctenocephalides felis felis*, etc.; Pests, such as *Pediculus humanus*, etc.; Plant parasitic nematodes, such as root-knot nematodes (*Meloidogyne incognita*), short-bodied nematodes (*Pratylenchus*), soybean cyst nematodes (*Heterodera glycines*), leaf bud nematodes (*Aphelenchoides*). The species can be *Besseyi*, pine wood nematode (*Bursaphelenchus xylophilus*), etc., but is not limited to these.

[0082] The compounds of this invention or their salts have particularly excellent control effects on mites, and therefore can be used as active ingredients in acaricides. Among the mites targeted for pest control are those belonging to the Tetranychidae family: *Brevipalpus lewisi*, *Brevipalpus obovatus*, *Brevipalpus sphoenicis*, *Bryobia praet iosa*, *Bryobia rubrioculus*, *Dol ichotetranychus floridanus*, *Eotetranychus boreus*, *Eotetranychus geniculatus*, *Eotetranychus pruni*, *Eotetranychus sexmanaculatus*, *Eotetranychus smithi*, *Eotetranychus uncatus*, *Oligonychus hondoensi*, and *Oligonychus ilici*. The species include: larch small claw mite (Oligonychus karamatus), true Kaji small claw mite (Oligonychus shinkaj ii), citrus small claw mite (Panonychus citri), mulberry small claw mite (Panonychus mori), apple small claw mite (Panonychus ulmi), persimmon fine hair mite (Tenuipalpus zhizhilashvil iae), cinnabar mite (Tetranychus cinnabarinus), kanzawai mite (Tetranychus kanzawai), two-spotted mite (Tetranychus urticae), hawthorn mite (Tetranychus viennensi s), peacock Duke mite (Tuckerella pavoniformi s), etc.Mites belonging to the family Eriophyidae include: *Acaphyllatheavagrans*, *Aceria paradianthi*, *Aceria tulipae*, *Aculops lycopersici*, *Aculops pelekassi*, *Aculus fockeui*, *Aculus schlechtendali*, *Calacarus carinatus*, *Calepitrimerus vitis*, *Colomerus vitis*, *Epitrimerus pyri*, *Eriophes kuko*, and *Eriophyes chibaensi*. Mites belonging to the family Ast igmata include: *Acarus*. Mites belonging to the family Tarsonemidae include: * *Siro* (a type of mite), * *Aleuroglyphus ovatus* (another type of mite), * *Carpoglyphus lactis* (another type of mite), * *Lardoglyphus konoi* (another type of mite), * *Rhizoglyphus echinopus* (another type of mite), * *Rhizoglyphus robini* (another type of mite), * *Tyrophagus putrescentiae* (another type of mite), and *Tyrophagus similis* (another type of mite); mites belonging to the family Tarsonemidae include: * *Phytonemus pallidus* (another type of mite), * *Polyphagotarsonemus latus* (another type of mite), * *Tyrophamus bilobatus* (another type of mite), and * *Tyrophamus waitei* (another type of mite); and mites belonging to the family Eupodidae include: * *Penthaleuserythrocephalus* (another type of mite), and * *Penthaleus major* (another type of mite).Mites belonging to the family Ixodidae include: *Haemaphyxalis longicornis*, *Haemaphysalis japonica*, *Boophilus microplus*, *Dermacentor reticulatus*, *Dermacentor taiwanensis*, *Haemaphysalis flava*, *Ixodes ovatus*, *Ixodes persulcatus*, and *Dermacentor reticulatus*. Additionally, resistant mites that have developed resistance to previously known acaricides can also be listed.

[0083] The compounds of this invention exhibit excellent control effects against many mites, showing good control efficacy at concentrations of 0.5-500 ppm. Preferred compounds show control efficacy of over 90% at 10 ppm, more preferred compounds show excellent efficacy at 1 ppm with control efficacy exceeding 90%, and the most preferred compounds of this invention, such as compounds 1 and 2, show control efficacy of over 80% against spider mites, rose spider mites, and citrus spider mites at 0.5 ppm.

[0084] There are no particular limitations on the useful plants for which the compounds of this invention can be used as insecticides and acaricides in agriculture and horticulture. Examples include: cereals (e.g., rice, barley, wheat, rye, oats, corn, etc.), legumes (soybeans, red beans, broad beans, peas, kidney beans, peanuts, etc.), fruit trees or fruits (apples, citrus fruits, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, etc.), leafy or fruit vegetables (cabbage, tomatoes, spinach, broccoli, lettuce, onions, scallions (allium scallions, winter scallions), bell peppers, eggplants, strawberries, peppers, okra, leeks, etc.), and root vegetables (carrots, potatoes, sweet potatoes, taro, radishes, turnips, lotus roots, burdock, garlic, scallions, etc.). Processing crops (cotton, hemp, beetroot, hops, sugarcane, sugar beets, olives, rubber, coffee, tobacco, tea, etc.), melons (pumpkin, cucumber, watermelon, mulberry, cantaloupe, etc.), forage grasses (orchardgrass, sorghum, tilapia, clover, alfalfa, etc.), zoysia grasses (Korean zoysia grass, Agrostis, etc.), ornamental crops such as spices (lavender, rosemary, thyme, parsley, pepper, ginger, etc.), flowers (chrysanthemum, rose, carnation, orchid, tulip, lily, etc.), garden trees (ginkgo, cherry blossoms, coral wood, etc.), forest trees (fir, spruce, pine, cypress, fir, Japanese cypress, eucalyptus, etc.) and other plants.

[0085] The "plants" described in this invention also include plants that have been acclimated to herbicides through classical breeding methods or gene recombination technology, wherein the herbicides include: HPPD inhibitors such as isoxaflutole, ALS inhibitors such as imazalil and thifensulfuron-methyl, EPSP synthase inhibitors such as glyphosate, glutamine synthase inhibitors such as glufosinate, acetyl-CoA carboxylase inhibitors such as tebufenozide, bromobenzonitrile, dicamba, 2,4-D, etc.

[0086] To control various pests, the insecticide and acaricide of this invention for agriculture and horticulture can be applied directly, or diluted appropriately with water, or in suspension to plants where pests and nematodes are predicted to occur. For example, for pests and nematodes occurring in fruit trees, grains, and vegetables, in addition to being dispersed on the stems and leaves, the insecticide can also be applied to the soil through seed soaking, seed coating, calcium peroxide treatment, soil mixing, strip application, bed soil mixing, plug seedling treatment, planting hole treatment, root treatment, topdressing, rice seedling treatment, and water surface application, etc., so that it can be absorbed by the roots. Furthermore, it can also be used by applying it to nutrient solutions in hydroponics, fumigating, or injecting it into the trunk.

[0087] In addition, the amount of the insecticide and acaricide of the present invention for agricultural and horticultural use that effectively controls pests can be applied directly or appropriately diluted with water or in suspension to places where the pest is predicted to occur. For example, in addition to being dispersed for stored grain pests, house pests, sanitary pests, forest pests, etc., it can also be used for coating, fumigation, baiting, etc. on building materials.

[0088] Examples of seed treatment methods include: soaking seeds in a diluted or undiluted liquid state with a liquid or solid formulation to allow the agent to penetrate; mixing a solid or liquid formulation with seeds and applying a powder coating to adhere to the seed surface; mixing with an adhesive carrier such as resin or polymer to coat the seeds; and dispersing the mixture near the seeds during planting.

[0089] The “seed” used in this seed treatment refers to the plant body used in the early stages of cultivation for plant propagation. Examples include, in addition to seeds, bulbs, tubers, seed potatoes, plant buds, bulbils, bulbils, or plant bodies used for vegetative propagation through cuttings.

[0090] Methods for dispersing pests on crop stems and leaves, stored grains, houses, sanitation, or forests include: diluting liquid preparations such as emulsions and suspensions, or solid preparations such as wettable powders or granular wettable powders with water and then dispersing them; dispersing powders; or fumigation.

[0091] Methods of applying to the soil include, for example: diluting or undiluted liquid formulations with water and applying them to the roots of plants or seedbeds; distributing granules to the roots of plants or seedbeds; distributing powders, wettable powders, granular wettable powders, or granules before sowing or transplanting and mixing them with the soil; and distributing powders, wettable powders, granular wettable powders, or granules in planting holes or strips before sowing or planting plants.

[0092] As a method of applying rice seedlings to seedling trays, the formulation can vary depending on the application time, such as application at sowing, application during the greening period, or application at transplanting. It can be applied in powder, granular wettable powder, or granule formulations. It can be applied by mixing with the growing soil; for example, mixing with seedbed soil, mixing with top dressing, or mixing with the entire growing soil. Alternatively, it can be applied simply by alternately layering the growing soil with various formulations to form a layered application.

[0093] As a method of application to paddy fields, solid formulations such as granules, packaging agents, granules, and granular wettable powders, as well as liquid formulations such as flow agents and emulsions, are typically dispersed into the flooded paddy fields. Alternatively, appropriate formulations can be directly applied or mixed with fertilizer and dispersed into the soil during rice transplanting. Furthermore, emulsions and flow agents can be applied labor-savingly at the water inlet or irrigation system in the paddy field, along with the water supply.

[0094] In dryland crops, the seeds or the cultivation medium near the plant can be treated during the period from sowing to seedling raising. For plants sown directly in dryland fields, in addition to treating the seeds directly, it is preferable to treat the roots of the cultivated plant. Granules can be used for dispersal treatment, or diluted or undiluted agents can be used for irrigation. Mixing the granules with the cultivation medium before sowing is also a preferred treatment.

[0095] For the treatment of cultivated plants during the sowing and seedling stages for transplanting, in addition to direct seed treatment, it is preferable to irrigate the seedbed with a liquid pesticide or distribute granules. Furthermore, treating the planting holes with granules at transplanting or mixing the granules with the cultivation medium near the transplanting site are also preferred treatments.

[0096] In this specification, if there are any differences between chemical names and chemical structures, the structure is preferred. Generally, the compounds of this invention can be prepared by the methods described herein, unless further specified. The raw materials, reagents, etc., used to prepare the compounds of this invention are commercially available or can be prepared by methods conventional in the art.

[0097] Preparation Examples

[0098] In this specification, if there are any differences between chemical names and chemical structures, the structure is preferred. Generally, the compounds of this invention can be prepared by the methods described herein, unless further specified. The raw materials, reagents, etc., used to prepare the compounds of this invention are commercially available or can be prepared by methods conventional in the art.

[0099] Example 1: Preparation of 1-(4-(tert-butyl)phenoxy)propane-2-((2,2-difluorocyclopropyl)methyl)sulfate (compound 1)

[0100]

[0101] The synthesis route is as follows:

[0102]

[0103] 2,2-Difluorocyclopropylformic acid (5 g, 0.04 mmol) was dissolved in tetrahydrofuran (70 ml), cooled to 0 °C, and lithium aluminum hydride (2.27 g, 0.06 mmol) was added in portions. The mixture was stirred for 30 minutes, then brought to room temperature and stirred for 4 hours. The mixture was then cooled in an ice-water bath, and water (6.5 ml) was carefully added dropwise, followed by 15% sodium hydroxide aqueous solution (3 ml). The mixture was stirred at room temperature for about 30 minutes, filtered, and concentrated under reduced pressure (30 °C) to obtain crude 2,2-difluorocyclopropylmethanol (4 g) for later use.

[0104] Under argon protection, crude intermediate 2,2-difluorocyclopropylmethanol (2 g) was dissolved in dry dichloromethane (20 mL), and triethylamine (5.6 g, 0.05 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of intermediate 1-(4-(tert-butyl)phenoxy)-2-sulfite chloropropane was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give compound 1 (1.53 g).

[0105] 1 H NMR(400MHz, CDCl3)δ7.31(t,J=6.0Hz,2H),6.84(d,J=8.7Hz,2H),5.00–4.80(m,1H),4.32–3.92(m,4H), 2.08–1.85(m,1H),1.60–1.49(m,1H),1.49–1.39(m,3H),1.31(s,9H),1.24(ddd,J=12.4,7.6,3.3Hz,1H).

[0106] Example 2: Preparation of 3-(4-(tert-butyl)phenoxy)propane ((2,2-difluorocyclopropyl)methyl)sulfate (compound 2)

[0107]

[0108] The synthesis route is as follows:

[0109]

[0110] Under argon protection, 2,2-difluorocyclopropylmethanol (2 g) was dissolved in dry dichloromethane (20 mL), and triethylamine (5.6 g, 0.05 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of the intermediate 3-(4-(tert-butyl)phenoxy)propylsulfite chloride was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give compound 2 (1.56 g).

[0111] 1 ¹H NMR (400 MHz, CDCl₃) δ 7.35–7.29 (m, 2H), 6.88–6.79 (m, 2H), 4.30–4.14 (m, 2.5H), 4.06 (dd, J = 12.8, 6.8 Hz, 3H), 3.91 (ddd, J = 12.7, 7.1, 3.0 Hz, 0.5H), 2.24–2.09 (m, 2H), 1.92 (ttd, J = 15.1, 7.6, 2.0 Hz, 1H), 1.59–1.46 (m, 1H), 1.31 (s, 9H), 1.24–1.13 (m, 1H). Example 3: Preparation of 1-(4-(tert-butyl)phenoxy)propane-2-yl(cyclopropylmethyl)sulfate (compound 3)

[0112]

[0113] The synthesis route is as follows:

[0114]

[0115] Under argon protection, hydroxymethylcyclopropane (2 g, 0.028 mmol) was dissolved in dry dichloromethane (20 mL), and triethylamine (8.4 g, 0.084 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of intermediate 1-(4-(tert-butyl)phenoxy)-2-sulfite chloropropane was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give compound 3 (1.01 g).

[0116] 1 H NMR (400MHz, CDCl3) δ7.32 (d, J=8.8Hz, 2H), 6.85 (dd, J=8.7, 1.5Hz, 2H), 4.9 2(dtd,J=17.4,6.4,4.5Hz,1H),4.06(dt,J=10.1,6.3Hz,1H),3.97(ddd,J=11 .0,8.1,4.0Hz,2H),3.87(td,J=10.7,7.2Hz,1H),1.46(dd,J=10.3,6.5Hz,3 H),1.32(s,9H),1.22–1.11(m,1H),0.64(t,J=6.6Hz,2H),0.38–0.29(m,2H).

[0117] Example 4: Preparation of 3-(4-(tert-butyl)phenoxy)propanecyclopropylmethyl sulfate (compound 4)

[0118]

[0119] The synthesis route is as follows:

[0120]

[0121] Under argon protection, hydroxymethylcyclopropane (2 g, 0.028 mmol) was dissolved in dry dichloromethane (20 mL), and triethylamine (8.4 g, 0.084 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of the intermediate 3-(4-(tert-butyl)phenoxy)propylsulfite chloride was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give compound 4 (1.19 g).

[0122] 1H NMR (400MHz, CDCl3) δ7.32(d,J=8.4Hz,2H),6.85(d,J=8.4Hz,2H),4.29–4.15(m,2H),4.08(t,J=5.9Hz,2H),3.83(ddd,J=27.8,11.0,7 .5Hz,2H),2.17(dd,J=12.0,6.0Hz,2H),1.32(s,9H),1.13(ddd,J=12.1,7.6,4.5Hz,1H),0.61(q,J=5.3Hz,2H),0.28(q,J=5.0Hz,2H).

[0123] Example 5: Synthesis of 1-(4-(tert-butyl)phenoxy)propane-2-yl((2-fluorocyclopropyl)methyl)sulfate (compound 5)

[0124]

[0125] The synthesis route is as follows:

[0126]

[0127] 2-Fluorocyclopropanecarboxylic acid (5 g, 0.048 mmol) was dissolved in tetrahydrofuran (70 ml), cooled to 0 °C, and lithium aluminum hydride (2.67 g, 0.72 mmol) was added in portions. The mixture was stirred for 30 minutes, then brought to room temperature and stirred for 4 hours. The solution was cooled in an ice-water bath, and water (6.5 ml) was carefully added dropwise, followed by a 15% sodium hydroxide aqueous solution (3 ml). The mixture was stirred at room temperature for approximately 30 minutes, filtered, and concentrated under reduced pressure (30 °C) to obtain crude 2-fluorocyclopropane methanol (3.8 g) for later use.

[0128] Under argon protection, crude 2-fluorocyclopropane methanol (1.9 g) was dissolved in dry dichloromethane (20 mL), and triethylamine (6.4 g, 0.063 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of intermediate 1-(4-(tert-butyl)phenoxy)-2-sulfite chloropropane was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give compound 5 (1.56 g).

[0129] 1HNMR(400MHz, CDCl3)δ7.37–7.30(m,2H),6.87(t,J=9.2Hz,2H),5.03–4.86(m,1H ),4.73(dqd,J=64.4,5.7,2.8Hz,1H),4.53–4.23(m,1H),4.22–3.92(m,3H),1.52–

[0130] 1.41(m,3H),1.32(s,9H),1.29(d,J=3.1Hz,1H),0.99–0.78(m,2H).

[0131] Example 6: Preparation of 3-(4-(tert-butyl)phenoxy)propane ((2-fluorocyclopropyl)methyl)sulfate (compound 8)

[0132]

[0133] The synthesis route is as follows:

[0134]

[0135] Under argon protection, crude 2-fluorocyclopropane methanol (1.9 g) was dissolved in dry dichloromethane (20 mL), and triethylamine (6.4 g, 0.063 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of intermediate 3-(4-(tert-butyl)phenoxy)propylsulfite chloride was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give compound 6 (1.47 g).

[0136] 1 H NMR(400MHz, CDCl3)δ7.37–7.30(m,2H),6.87(t,J=9.2Hz,2H),5.03–4.86(m,1H) ,4.73(dqd,J=64.4,5.7,2.8Hz,1H),4.53–4.23(m,1H),4.22–3.92(m,3H),1.52–

[0137] 1.41(m,3H),1.32(s,9H),1.29(d,J=3.1Hz,1H),0.99–0.78(m,2H).

[0138] Example 7: 1-(4-(tert-butyl)phenoxy)propane-2-yl(2-chloroethyl)sulfate (Control compound 1)

[0139]

[0140] The synthesis route is as follows:

[0141]

[0142] Under argon protection, 2-chloroethanol (2 g, 0.025 mmol) was dissolved in dry dichloromethane (20 mL), and triethylamine (7.5 g, 0.075 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of intermediate 1-(4-(tert-butyl)phenoxy)-2-sulfite chloropropane was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 chromatography to give reference compound 1 (1.70 g).

[0143] 1 H NMR (400MHz, CDCl3) δ7.33(d,J=8.7Hz,2H),6.86(d,J=8.7Hz,2H),4.95(dtd,J=26.1,6.5,4.3Hz,1H),4.43–4.33(m,1H), 4.23(ddd,J=17.6,11.6,5.8Hz,1H),4.12–3.94(m,2H),3.72(t,J=6.0Hz,2H),1.47(dd,J=11.7,6.5Hz,3H),1.32(s,9H).

[0144] Example 8: Synthesis of 3-(4-(tert-butyl))phenoxy)propane (2-chloroethyl) sulfate (control compound 2)

[0145]

[0146] The synthesis route is as follows:

[0147]

[0148] Step 1: Synthesis of Compound 2

[0149] Under argon protection, 2-chloroethanol (2 g, 0.025 mmol) was dissolved in dry dichloromethane (20 mL), and triethylamine (7.5 g, 0.075 mmol) was added. The mixture was cooled to 0 °C, and a toluene solution of the intermediate 3-(4-(tert-butyl)phenoxy)propylsulfite chloride was slowly added dropwise. The mixture was stirred for 1 h. Water (100 mL) was added, and the mixture was extracted with dichloromethane. The organic phases were combined. The organic phases were washed with saturated brine, dried (sodium sulfate), filtered, and evaporated to dryness. The residue was purified by C18 column chromatography to give reference compound 2 (2.0 g).

[0150] 1H NMR (400MHz, CDCl3) δ7.31(d,J=8.7Hz,2H),6.85(d,J=8.7Hz,2H),4.32–4.21(m,3H),4.14(dt,J= 11.7, 6.0Hz, 1H), 4.07 (t, J = 5.9Hz, 2H), 3.66 (t, J = 5.8Hz, 2H), 2.17 (p, J = 6.0Hz, 2H), 1.31 (s, 9H).

[0151] Other exemplary compounds of the present invention listed in the table below were synthesized using the synthesis methods described in the above embodiments and comparative examples.

[0152] Table 2 Other exemplary compounds of the present invention

[0153]

[0154]

[0155]

[0156] II. Formulation Examples

[0157] Although exemplary embodiments are provided, it will be understood that the amounts of the relevant ingredients may be varied as needed. The parts shown in the formulation are by weight percentage.

[0158] Formulation Example 1: Wettable Powder

[0159]

[0160] The above substances are mixed evenly and then pulverized into a fine powder to obtain a wettable powder with an effective ingredient content of 30%.

[0161] Formulation Example 2 Emulsion

[0162]

[0163]

[0164] The above substances are mixed and dissolved to obtain an emulsion containing 10% of the active ingredient.

[0165] III. Biological Applications

[0166] I. Indoor biological testing

[0167] 1.1 Efficacy test against Tetranychus cinnabarinus

[0168] The compounds of the present invention and control compounds 1-2 were prepared into emulsions according to Example 2, diluted with water to the required concentration, and added to a Potter spray tower with the pressure set at 1.47 × 10⁻⁶. 5MPa. Fifty adult mites were inoculated onto round broad bean leaves with a diameter of 5 cm, with three groups for each concentration. The leaves inoculated with adult mites were then placed in a Potter spray tower and sprayed with 1 mL of the pesticide solution. After spraying, the leaves were placed in a 25℃ constant temperature incubator for 48 h. The number of dead spider mites was observed and recorded, and the mite mortality rate was calculated using the formula.

[0169]

[0170] 1.2 Test Results

[0171] The compounds in Table 1 of this invention and control compounds 1-2 all have a lethality of 100% at 300 ppm. At 30 ppm, the lethality of compounds 1, 2, 3, 4, 5, 6, 7, 8, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, and 24 of this invention is 100%, while the lethality of control compounds 1 and 2 is less than 40%. Preferably, at 10 ppm, the lethality of compounds 1, 2, 3, 4, 5, and 6 of this invention is 90% or more, while the lethality of control compounds 1 and 2 is less than 1%. Particularly preferred compounds of this invention, such as compounds 1 and 2, have a lethality of 80% or more at 0.5 ppm.

[0172] 1.2 Efficacy test against peach aphid

[0173] Chinese cabbage was planted in plastic pots with a diameter of 10 cm and a height of 10 cm to allow peach aphids to reproduce, and the number of parasites in each pot was investigated. The compound of this invention and control compounds 1-2 were prepared as an emulsion according to Example 2, diluted with water to the required concentration, and the solution was dispersed onto the stems and leaves of the Chinese cabbage planted in the pots. After air-drying, the pots were stored in a greenhouse. Seven days after the application of the solution, the number of peach aphids parasitizing each Chinese cabbage was investigated, and the control value was calculated using the following mathematical formula. The control value was then determined according to the following criteria.

[0174] Control efficiency = 100 - {(T×Ca / Ta×C)}×100

[0175] Ta: Number of parasites before dispersal in the treatment area

[0176] T: Number of parasites dispersed in the treatment area

[0177] Ca: Number of parasites before dispersal in the untreated area

[0178] C: Number of parasites dispersed in the untreated area

[0179] Judgment Criteria

[0180] A... Prevention value 100%

[0181] B...control value 99%–90%

[0182] C...control value 89%–80%

[0183] D··· Control value: 79%–50%

[0184] E··· Control value: 49%–20%

[0185] F··· Control value: 19%–0%

[0186] The results showed that at 100 ppm, compounds 1, 2, 3, 4, 5, 6, 7, 8, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, and 24 of the present invention exhibited activity B, while control compounds 1 and 2 exhibited activity E. Preferably, at 10 ppm, compounds 1, 2, 3, 4, 5, and 6 of the present invention exhibited activity B, while control compounds 1 and 2 exhibited activity F. Particularly preferred compounds of the present invention, such as compounds 1 and 2, exhibited activity C at 0.5 ppm.

[0187] The preferred embodiments of the present invention have been described in detail above; however, the present invention is not limited thereto. Within the scope of the inventive concept, various simple modifications can be made to the technical solutions of the present invention, including combinations of various technical features in any other suitable manner. These simple modifications and combinations should also be considered as the content disclosed in the present invention and are all within the protection scope of the present invention.

Claims

1. A compound of formula I or a salt thereof, I ， in, R1 is a C1-C4 alkyl group substituted with a halogenated C3 cycloalkyl group or a C1-C4 alkyl group substituted with a C3 cycloalkyl group; Ak is a C1-C6 alkylene or a C1-C6 alkylene substituted with a C1-C6 alkyl group; Y is O; R2 is a phenyl group substituted with one or more of the following: cyano, hydroxyl, halogen, C1-C6 alkyl, C1-C6 alkoxy, halo-C1-C6 alkyl, and halo-C1-C6 alkoxy.

2. The compound or its salt according to claim 1, characterized in that, The compounds are selected from the following compounds: ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， 。 3. A pesticide composition, characterized in that, Contains the compound or a salt thereof as described in claim 1 or 2.

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