JPWO2017115781A1 - Pest control composition containing iminopyridine derivative - Google Patents

Abstract

As an active ingredient, at least one pest control agent selected from the group (a) consisting of an iminopyridine derivative represented by the following general formula (1) and an acid addition salt thereof, and a pest other than the group (a) A pest control composition comprising at least one pest control agent selected from the group (b) consisting of a control agent.
[Chemical 1]

[In the formula (1), Ar is a halogen atom, a C1-C4 alkyl group optionally substituted by a halogen atom, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, or a nitro group. R1 represents a hydrogen atom or a C1 to C6 alkyl group; Y represents a hydrogen atom, a halogen atom, a hydroxyl group, or a halogen atom; R1 represents a pyridyl group or a pyrimidyl group which may be substituted; A C6 alkyl group, a C1-C6 alkyloxy group optionally substituted by a halogen atom, a cyano group, a formyl group, or a nitro group; and R2 represents a C1-C6 alkyl group substituted by a halogen atom . ]

Description

  The present invention relates to a pest control composition containing an iminopyridine derivative and at least one other pesticide.

  Many pest control agents have been found so far, but due to the problem of reduced drug sensitivity, the problem of sustaining effects, safety to workers, and safety in terms of environmental impact, they are still There is a need to develop new drugs.

  European Patent Application Publication No. 268915 (Patent Document 1), Japanese Patent Application Laid-Open No. 5-78323 (Patent Document 2) and International Publication No. 2012/029672 (Patent Document 3) include a general formula (1) described later. It has been suggested that a compound having a structure similar to the compound represented by the formula (2) is used in combination with other pest control agents. In addition, in International Publication No. 2013/129688 (Patent Document 4), a composition and a combination containing a compound having a structure similar to the compound represented by the general formula (1) described later and another pesticide. There is a description about the thing. Furthermore, in WO2015 / 055555 (Patent Document 5) and International Publication No. 2015/055554 (Patent Document 6), a compound having a structure similar to the compound represented by the general formula (1) described later is used. It has been suggested to be used in combination with other pest control agents.

European Patent Application Publication No. 268915 Japanese Patent Laid-Open No. 5-78323 International Publication No. 2012/029672 International Publication No. 2013/129688 International Publication No. 2015/055555 International Publication No. 2015/055554

  An object of the present invention is to solve the problems of existing drugs such as reduced drug sensitivity and sustained effect in the pest control field by providing a novel pest control composition.

  As a result of intensive studies to solve the above problems, the present inventors have found that at least one selected from the group (a) consisting of an iminopyridine derivative represented by the following general formula (1) and an acid addition salt thereof: A pest control agent (hereinafter referred to as “first pest control agent”) and at least one pest control agent selected from the following group (b) (hereinafter referred to as “second It was found that a composition containing a "pest control agent") exhibits a better control effect against pests (pests) than using each of them as a single agent, and the present invention has been completed.

  The embodiments of the present invention obtained from such findings are as follows.

  [1] As an active ingredient, at least one pest control agent selected from the group (a) consisting of an iminopyridine derivative represented by the following general formula (1) and an acid addition salt thereof, and other than the group (a) A composition for controlling pests, comprising at least one pest control agent selected from the group (b) consisting of the above pest control agents.

[In the formula (1), Ar is a halogen atom, a C1-C4 alkyl group optionally substituted by a halogen atom, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, or a nitro group. An optionally substituted pyridyl group; or a halogen atom, a C1-C4 alkyl group optionally substituted by a halogen atom, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, or a nitro group Represents an optionally substituted pyrimidyl group;
R1 represents a hydrogen atom or a C1-C6 alkyl group,
Y represents a hydrogen atom, a halogen atom, a hydroxyl group, a C1-C6 alkyl group optionally substituted by a halogen atom, a C1-C6 alkyloxy group optionally substituted by a halogen atom, a cyano group, a formyl group, or nitro. Group, and
R2 represents a C1-C6 alkyl group substituted by a halogen atom. ].

[2] The group (b) comprising a pest control agent other than the group (a),
Dichloromezothiaz, triflumezopyrim, floxamethamide, tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) ) -5- (trifluoromethylsulfinyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole, (1R, 5R, 7S) -7- (2- Propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne, structure below A group consisting of a compound represented by the formula (2) and a compound represented by the following structural formula (3), [ The pest controlling composition according to.

[3] In the general formula (1), Ar is a 6-chloro-3-pyridyl group, 6-chloro-5-fluoro-3-pyridyl group, 6-bromo-3-pyridyl group, 6-fluoro-3. -Represents a pyridyl group or a 2-chloro-5-pyrimidyl group,
R1 represents a hydrogen atom or a methyl group,
Y represents a hydrogen atom, and
R2 represents a trifluoromethyl group, a difluoromethyl group, a difluorochloromethyl group, or a pentafluoroethyl group,
The composition for controlling pests according to [1] or [2].

[4] The group (a) is
N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-chloro- 5-fluoropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-fluoropyridin-3-yl) methyl) Pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-bromopyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2 , 2,2-trifluoroacetamide, N- [1- (1- (6-chloropyridin-3-yl) ethyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide N- [1-((6-chloropyridine-3 Yl) methyl) pyridine-2 (1H) -ylidene] -2,2-difluoroacetamide, 2-chloro-N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H ) -Ylidene] -2,2-difluoroacetamide, N- [1-((2-chloropyrimidin-5-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroamide Cetamide, N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,3,3,3-pentafluoropropanamide, and these The composition for controlling pests according to any one of [1] to [3], which is a group consisting of acid addition salts.

  [5] The group (a) comprises N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide and its The composition for controlling pests according to any one of [1] to [4], which is a group consisting of acid addition salts.

  [6] It further contains at least one pest control agent selected from the group (c) consisting of a pest control agent other than the groups (a) and (b), [2] to [5] The composition for pest control according to any one of the above.

  [7] The pest control composition according to any one of [1] to [6], further comprising an agrochemically acceptable carrier.

[8] Consisting of N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide and its acid addition salt (a ) At least one pest control agent selected from the group;
Dichloromezothiaz, triflumezopyrim, floxamethamide, tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) ) -5- (trifluoromethylsulfinyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole, (1R, 5R, 7S) -7- (2- Propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne, structure below From the group (b) consisting of a compound represented by the formula (2) and a compound represented by the following structural formula (3) At least one pesticidal agent-option,
A combination containing

[9] N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide and an acid addition salt thereof (a ) At least one pest control agent selected from the group;
Dichloromezothiaz, triflumezopyrim, floxamethamide, tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) ) -5- (trifluoromethylsulfinyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole, (1R, 5R, 7S) -7- (2- Propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne, structure below From the group (b) consisting of a compound represented by the formula (2) and a compound represented by the following structural formula (3) At least one pesticidal agent-option,
A method for protecting useful plants from pests, comprising applying to the area to be treated simultaneously or separately.

  [10] Applying at least one pest control agent selected from the group (a) and at least one pest control agent selected from the group (b) to a region to be treated simultaneously. The method according to [9], comprising.

  [11] The pest control composition according to any one of [1] to [7] is at least selected from the group consisting of a pest, a useful plant, soil, and a cultivation carrier as an application target. A method of protecting useful plants from pests, comprising applying to one.

  [12] The method according to [11], wherein the application target is a useful plant and / or soil.

  [13] A useful plant from a pest comprising applying the combination according to [8] to at least one selected from the group consisting of a pest, a useful plant, soil, and a cultivation carrier as an application target. How to protect.

  [14] A method for using the composition for controlling pests according to any one of [1] to [7] for protecting useful plants from pests.

  [15] A method of using the combination according to [8], which protects useful plants from pests.

  ADVANTAGE OF THE INVENTION According to this invention, it becomes possible to provide the composition for pest control which shows the high control effect with respect to the pest which becomes a problem in the agricultural field. For example, with the pest control composition of the present invention, crop damage caused by pests can be reduced by directly treating pests or treating a plant, soil, or crop cultivation carrier with a chemical. In addition, by treating with the pest control composition of the present invention, it is possible to show a higher control effect at a lower dose than when each pest control agent is used as a single agent.

  The composition for controlling pests of the present invention comprises, as an active ingredient, at least one pest control agent (first pest control agent) selected from the group (a), and harmful substances other than the group (a). It contains at least one pest control agent (second pest control agent) selected from the group (b) consisting of a biocontrol agent.

  The first pest control agent itself exhibits an excellent control effect against pests, but in the pest control composition of the present invention, the second pest control agent and By mixing and using, the control effect superior to using each with a single agent is shown.

  The pest control composition of the present invention can be used as an agricultural and horticultural pest control agent, sanitary pest control agent, unpleasant pest control agent, stored / stored food pest control agent, house pest control agent, and the like.

  Said 1st pest control agent is a pest control agent selected from the (a) group which consists of an iminopyridine derivative shown by following General formula (1), and its acid addition salt. The first pest control agent may be any one pest control agent selected from the group (a) or a mixture of two or more pest control agents.

  In general formula (1), Ar is a halogen atom, a C1-C4 alkyl group which may be substituted with a halogen atom, an alkyloxy group which may be substituted with a halogen atom, a hydroxyl group, a cyano group, or a nitro group. An optionally substituted pyridyl group; or a halogen atom, a C1-C4 alkyl group optionally substituted by a halogen atom, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, or a nitro group The pyrimidyl group which may be substituted is shown. R1 represents a hydrogen atom or a C1-C6 alkyl group.

  Y represents a hydrogen atom, a halogen atom, a hydroxyl group, a C1-C6 alkyl group optionally substituted by a halogen atom, a C1-C6 alkyloxy group optionally substituted by a halogen atom, a cyano group, a formyl group, or nitro. Indicates a group. R2 represents a C1-C6 alkyl group substituted with a halogen atom.

  In the “optionally substituted pyridyl group” and “optionally substituted pyrimidyl group” represented by Ar, the optionally substituted substituent is a halogen atom or a C1 optionally substituted by a halogen atom. -C4 alkyl group, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, a nitro group and the like can be mentioned. Among them, a preferred substituent is a halogen atom.

  Here, in the general formula (1), examples of the “halogen atom” include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. In the general formula (1), the “C1-C4 alkyl group optionally substituted by a halogen atom” specifically includes a methyl group, an ethyl group, an n-propyl group, an isopropyl group, and an n-butyl group. , Difluoromethyl group, trifluoromethyl group, chloromethyl group, 2,2,2-trifluoroethyl group, 2-chloroethyl group and the like. Furthermore, in the general formula (1), examples of the “alkyloxy group optionally substituted by a halogen atom” include a methoxy group, an ethoxy group, a trifluoromethyloxy group, a difluoromethyloxy group, and the like. .

  In the compound represented by the general formula (1), preferred examples of Ar include 3-pyridyl group, 6-chloro-3-pyridyl group, 6-chloro-5-fluoro-3-pyridyl group, and 6-bromo-3. -Pyridyl group, 6-fluoro-3-pyridyl group, 5,6-dichloro-3-pyridyl group, 6-trifluoromethyl-3-pyridyl group, 2-chloro-5-pyrimidyl group. Among them, 6-chloro-3-pyridyl group, 6-fluoro-3-pyridyl group, 6-chloro-5-fluoro-3-pyridyl group, 6-bromo-3-pyridyl group, 2-chloro-5 are preferable. -A pyrimidyl group etc. are mentioned.

  Examples of the “C1 to C6 alkyl group” represented by R1 include chain, branched, cyclic, or combinations thereof having 1 to 6 carbon atoms. When the branched or cyclic alkyl group is included, the number of carbon atoms is 3 or more. Specific examples include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, and a cyclopropyl group. Among them, preferred are a methyl group, an ethyl group and the like.

  As the “C1-C6 alkyl group optionally substituted by a halogen atom” represented by Y, specifically, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an n-pentyl group, Examples include a difluoromethyl group, a trifluoromethyl group, a chloromethyl group, a 2,2,2-trifluoroethyl group, and a 2-chloroethyl group.

  Specific examples of the “C1-C6 alkyloxy group optionally substituted by a halogen atom” represented by Y include a methoxy group, an ethoxy group, a trifluoromethyloxy group, a difluoromethyloxy group, and an isopropyloxy group. Is mentioned.

  The “C1-C6 alkyl group substituted by a halogen atom” represented by R2 is a chain, branched, cyclic, or combination thereof having one or more hydrogen atoms substituted with a halogen atom in a C1-C6 alkyl group The upper limit of the number of substituted hydrogen atoms is the number of hydrogen atoms of the alkyl group. When the branched or cyclic alkyl group is included, the number of carbon atoms is 3 or more. Specific examples of the “C1-C6 alkyl group substituted by a halogen atom” include a trifluoromethyl group, a trichloromethyl group, a difluorochloromethyl group, a difluoromethyl group, a dichloromethyl group, a dibromomethyl group, a chloromethyl group, 2,2-difluoroethyl group, 2,2-dichloroethyl group, 2,2,2-trifluoroethyl group, pentafluoroethyl group, 2,2-difluorocyclopropyl group, 2,3-difluorocyclopropyl group, etc. Is mentioned. Among them, preferably a trifluoromethyl group, a trichloromethyl group, a dichloromethyl group, a difluoromethyl group, a difluorochloromethyl group, a chloromethyl group, a pentafluoroethyl group, more preferably a trifluoromethyl group, a difluoromethyl group, A difluorochloromethyl group, a chloromethyl group and a pentafluoroethyl group;

  Among the iminopyridine derivatives represented by the general formula (1), a more preferable compound is that in the general formula (1), Ar is a 6-chloro-3-pyridyl group, 6-chloro-5-fluoro-3-pyridyl. Group, 6-bromo-3-pyridyl group, 6-fluoro-3-pyridyl group, or 2-chloro-5-pyrimidyl group, R1 represents a hydrogen atom or a methyl group, and Y represents a hydrogen atom. And R2 represents a trifluoromethyl group, a difluoromethyl group, a difluorochloromethyl group, or a pentafluoroethyl group.

  Among the iminopyridine derivatives represented by the general formula (1), a more preferable compound is N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2. , 2,2-trifluoroacetamide, N- [1-((6-chloro-5-fluoropyridin-3-yl) methyl) pyridin-2 (1H) -ylidene] -2,2,2-trifluoroamide Cetamide, N- [1-((6-fluoropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6 -Bromopyridin-3-yl) methyl) pyridin-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1- (1- (6-chloropyridin-3-yl) ethyl ) Pyridine-2 (1H) -ylide ] -2,2,2-trifluoroacetamide, N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2-difluoroacetamide, 2-chloro-N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2-difluoroacetamide, N- [1-((2- Chloropyrimidin-5-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-chloropyridin-3-yl) methyl) pyridine- 2 (1H) -ylidene] -2,2,3,3,3-pentafluoropropanamide, particularly preferred compound is N- [1-((6-chloropyridin-3-yl) methyl) pyridine -2 (1H) -ylidene] -2,2, - trifluoroacetamide (hereinafter, referred to as "Compound 1") it is. For example, Compound 1 can be synthesized by the method described in International Publication No. 2012/029672 or International Publication No. 2015/137216.

  In the pesticidal composition of the present invention, the first pesticidal agent may be an acid addition salt of an iminopyridine derivative represented by the general formula (1) (preferably an acid addition salt acceptable in agricultural chemicals). ) Can also be used, and examples of the acid addition salt include hydrochloride, nitrate, sulfate, phosphate, acetate, and the like.

  The second pest control agent is selected from the group (b) consisting of a pest control agent other than the group (a) (a pest control agent other than the pest control agent contained in the group (a)). The The second pest control agent may be any one pest control agent selected from the group (b) or a mixture of two or more pest control agents.

  Such groups (b) include dichloromesozothiaz (described in WO 2013/090547), triflumezopyrim (described in WO 2012/092115), fluxamethamide. (Described in International Publication No. 2007/026965), tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) represented by the following structural formula (4) ) Benzoxazole (described in International Publication No. 2014/104407), 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfinyl) benzoxazole (International Publication No. 2014/104407) There is a description ), 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole (described in International Publication No. 2014/104407), (1R, 5R, 7S) -7- ( 2-propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne ( And a compound represented by the following structural formula (2) (generic name: N- (3-chloro-1- (pyridin-3-yl) -1H-pyrazole-4) -Yl) -N-ethyl-3-((3,3,3-trifluoropropyl) thio) propanamide, described in WO 2013/162715 and WO 2013/162716 And a compound represented by the following structural formula (3) (generic name: 3- (3,4-dichloroisothiazol-5-ylmethoxy) -1,2-benzisothiazole-1,1-dioxide, As described in WO 2007/129454).

  In the pest control composition of the present invention, N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene]-as the first pest control agent is used. A combination of 2,2,2-trifluoroacetamide (Compound 1) and / or an acid addition salt thereof and the second pest control agent is preferred.

  In the composition for controlling pests of the present invention, the content ratio of the first pest control agent and the second pest control agent is the content of the first pest control agent (a mixture). In this case, the content of the second pest control agent is preferably in the range of 0.001 to 100 parts by weight per 1 part by weight of the total content (hereinafter the same). In the pest control composition of the present invention, the content of the first pest control agent and the content of the second pest control agent with respect to the total weight depend on the treatment method and the treatment amount, respectively. Can be adjusted accordingly.

  The composition for controlling pests of the present invention further comprises a pest control agent other than the group (a) and the group (b), in addition to the first pest control agent and the second pest control agent. (C) It may contain at least one pest control agent selected from the group (hereinafter sometimes referred to as “third pest control agent”).

  Here, the third pest control agent that can be mixed in the pest control composition of the present invention is a pest control agent other than the group (a) and the group (b) (the group (a) or the above. (B) selected from the group (c) consisting of a pest control agent other than the pest control agent included in the group. The third pest control agent may be any one pest control agent selected from the group (c) or a mixture of two or more pest control agents.

  Such (c) group includes compounds described in the Pesticide Manual (published by The 13th Edition The British Crop Protection Council) and Shibuya Index (SHIBUA INDEX 16th Edition, 2012, published by SHIBUYA INDEX RESEARCH GROUP) (Insecticide). , Acaricide, nematicide, fungicide) and the like.

  More specifically, examples of the insecticide, acaricide or nematicide included in the group (c) include acephate, dichlorvos, EPN, fenitrothion, fenamifos, prothiophos. (Prothiofos), profenofos, pyraclofos, chlorpyrifos-methyl, diazinon, phosthiazate, imisiaphos 1 Thiodicarb, aldicarb, o Samil (oxamil), Propoxur, Carbaryl (carbaryl), Fenobucarb (fenobucarb), Fetiocarb (fenothiocarb), Pirimicurb (pirimicarb), Pirimicarb Carbamate compounds such as cartap, thiocyclam, nereistoxin derivatives such as dicofol, organochlorine compounds such as tetradiphon; permethrin, tefluthrin rin), cypermethrin, deltamethrin, cyhalothrin, fenvalerate, fulvalinate, etofenprox, halofen s Pyrethroid compounds; benzoylurea compounds such as diflubenzuron, teflubenzuron, flufenoxuron, chlorfluazuron; juvenile hormones such as metoprene Molting hormone-like compounds such as chromafenozide; imidacloprid, clothianidin, thiamethoxam, acetamiprid, nitenpyromide, nitenpyramid Nicotinoid compounds; sulfoximine compounds such as sulfoxafluor; butenolide compounds such as flupyradidifurone; flubendiamide, chlorantaniprolol, cyantraniprole Diamide compounds such as cytraniliprole, cyclaniliprole, tetraniliprole; etiprole, fipronil, pyrafluprole, pyraproprole, pyraproprole GABA (γ-aminobutyric acid) receptor-acting compounds; Chlorine channel-acting isoxazole compounds such as brofuranilide; Respiratory chain electron transport complex I inhibitors such as tolfenpyrad; Respiratory chain electron transport complex II inhibitors such as cyflumetofen, cienopyrafen, pyflbumide; fluripyrim Respiratory chain electron transport complex III inhibitors such as acequinocyl and flometoquin; Accelase compounds such as spirodiclofen, spiromesifen and spirotetramat Spinosad, avermectin (avermeci) ), Milbemycin (Milbemycin), spinetoram (Spinetoram), lepimectin (Lepimectin), include macrolide compounds such as emamectin benzoate (emamectin benzoate).

  Also, buprofezin, hexythiazox, amitraz, chlordiform, etoxazole, pymetrozine, pymetrozine, pymetrozine, pymetrozine (Pyriproxyfen), indoxacarb, pyridalyl, pyrifluquinazone, metaflumizone, hydramethylnon, triazamate zamate, aphidopyropene, renofluthrin, chloroparathrin, cyhalodiamide, flu-indolinine, fluzindoleine, fluzindolidine -Momfluorothrin), kappa-bifenthrin, kappa-tefluthrin, fluhexafon, tioxazafen, momfluorosulin (momfluororin) in), heptafluthrin, pyriminostrobin, cycloxapride, organometallic compound, dinitro compound, organosulfur compound, urea compound, triazine compound, hydrazine compound, BT agent And microbial pesticides such as entomopathogenic virus agents. Furthermore, agrochemically acceptable acid addition salts of these compounds are also included.

  Among these, as a preferable compound as a pest control agent included in the group (c), acephate, acetamiprid, imidacloprid, nitenpyram, clothianidurin, dithiantidinand ), Thiacloprid, thiamethoxam, pymetrozine, spinosad, spinetram, fipronil, brofuranilide, broflanilide (Chloranthraniprole), cyantraniliprole, cyclaniliprole, tetraniliprole, cartap, urac, thiocyclam, boss, thiocyclam. (Buprofezin), etofenprox, silafluofen, cyhalothrin, ethiprole, flonicamid, pyriflufluon Okisafuroru (sulfoxaflor), Furupirajifuron (flupyradifurone), Furometokin (flometoquin), emamectin benzoate (emamectin benzoate), Shikurokisapurido (cycloxaprid), and insecticides such as spirotetramat (spirotetramat) and the like.

  In addition, as the fungicide included in the group (c), more specifically, azoxystrobin, cresoxime-methyl, trifloxystrobin, methinostrobin, Strobilurin-based compounds such as orysastrobin; anilinopyrimidine-based compounds such as mepanipyrim, pyrimethanil, cyprodinil; itrinofol; Metconazole ), Propiconazole, penconazole, flusilazole, microbutanil, cyproconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole, tebuconazole. azole compounds such as simmeazole; quinoxaline compounds such as quinomethionate; manneb, zyneb, mancozeb, polycarbamate, proneb Dithiocarbamate compounds; phenylcarbamate compounds such as dietofencarb; organochlorine compounds such as chlorothalonil and quintozene; benomyl, thiophanatemethyl and thiophanatemethyl Benzimidazole compounds such as); phenylamide compounds such as metalaxyl, oxadixyl, ofurase, benalaxyl, furalaxyl, cyprofuran (cycloprofuram); dichlofl sulfenic acid-based compounds such as uanid; copper-based compounds such as copper hydroxide and oxyquinoline copper; isoxazole-based compounds such as hydroxyisoxazole; fosetyl Organophosphorus compounds such as aluminum (fosetyl-aluminium) and tolcrofos-methyl; N-halogenoalkyl compounds such as captan, captafol and folpet; procymidone Dicarboximides such as (promidone), iprodione, vinclozolin Compounds; carboxyanilide compounds such as flutolanil, mepronil, furametopyr, thifluzamide, boscalid, penthiopyr di, fenpropimorph Morpholine compounds such as triphenyltin hydroxide, organotin compounds such as triphenyltin acetate; cyanopyrrole compounds such as fludioxonil and fenpiclonil As well as tricyclazo Tricylazole, pyroquilon, carpropamide, diclocymet, phenoxanil, fthalide, fluoxinil, fluoxinam, fluoxinam, fluoxinam, fluoxinam ), Fenarimol, fenpropidin, pencyclone, ferimzone, cyazofamid, iprovaliccarb, bentavaricarb benzo rb-isopropyl), iminoctadine-albesylate, cyflufenamide (cyflufenamid), kasugamycin, validamycin profluxine, streptomycinic acid (streptomycinic acid) (Probenazole), thiadinyl, isothianil, isoprothiolane, pidiflumetofen, picarbutrazox, mandestrobin bin), Jipimechitoron (dipymetitrone), Pirajifurumido (pyraziflumid) oxathiazolium pin pro pilin (oxathiapiprolin), include other compounds such as penflufen (penflufen).

  Among these, preferable compounds as the pest control agent included in the group (c) include azoxystrobin, oryastrostrobin, thifluzamide, furametopyr, fthalide, Probenazole, acibenzolar-S-methyl, thiazinyl, isothianyl, isoprothiolane, carpropamide, crocromethyl d ole), pyroquilon, ferimzone, tebufloquin, simeconazole, validamycin, kasugamypine, and pencylpen. .

  Examples of the insect species (pests) that the composition for controlling pests of the present invention exhibits a controlling effect include lepidopterous pests (for example, Spodoptera litura, Scarlet moth, Scots moth, Aomushi, Konaga, Shirochimogiyoto, Nikamaiga, Sangophagaga, Sirphophaga inhnotap, , Rice mushrooms, yellow-tailed moths, yellow-tailed moths, striped moths, leaf moths, leaf moths, Agrotis spp, Helicoverpa spp, Heliostis sppmore Aphids, cotton aphids, Aphis fabae, corn aphids, pea aphids, potato aphids Aphid (Aphididae, Addelidae, Phy11oxeridae); Leafhoppers such as leafhopper, Chanomidorihimebokobai, etc .; Kamem Rhinoceros, Lygus lineolaris, Lygus hesperus and other stink bugs; Silver leaf whitefly, Tobacco whitefly, Onsutara whitefly, etc. , Ortheziidae, Ac1 erdiae, Dacty1 opiidae, Kerridae, Pseudococcidae, Coccidae, Eriococcidae, Asterolecandidae, Beesonidae, Lecanoside Weevil, azuki beetle, chrysanthemum beetle, western corn root worm, southern corn root worm, dobane beetle, blue beetle, scallop, etc .; ; Mites (for example, urticae, kanzawa spider mites, citrus mites, etc.), hymenopterous insects (for example, wasps), straight-nosed insects (for example, grasshoppers such as grasshopper), diptera pests (for example, Rice flies, rice wings, fruit flies, leaf moths), thrips pests (for example, Thrips thrips, Thrips thrips, Thrips thrips), plant parasitic nematodes (for example, Root-knot nematodes, Negu Saleh nematode, rice Shin Galle nematode, such as pine wood nematode), and the like.

  Among these, the more preferable insect species to which the pest control composition of the present invention is applied are lepidopterous insects, semilepidopterous insects, coleopterous insects, hymenoptera, insects of the order Diptera, Diptera Eye pests, thrips pests (e.g., selected from the group consisting of the long-tailed beetle, the green aphid, the cotton aphid, the peach aphid, the brown planthopper, the brown planthopper, the white-footed planthopper, the green leafhopper, the yellow thrips, the red beetle, the red-eared beetle, At least one insect species), and particularly preferred are diamondback moth, scallop, cotton aphid, damselfly, and brown planthopper.

  Examples of the fungus (pest) that the composition for controlling pests of the present invention exhibits a controlling effect include Pyricularia oryzae, Rhizotonia solani, idiotic seedling fungus (Gibberella fujikuroi), and sesame leaves. B. fungus (Cochliobolus niyabeanus), Sphaerulina oryzina, M. aisensis, R. cerevisiae, M. porsium, H. pirium, S. cerevisiae. Rhizopus oryzae, Trichoderma virid e), white leaf blight fungus (Xanthomonas oryzae), seedling blight fungus (Burkholderia plantarii), brown streak fungus (Acidovorax avenae), blight blight fungus (Burkholderia gramae fungus) Erwinia chrysanthemi), inner wilt brown fungus (Erwinia ananas), seedling blight fungus (Burkholderia plantarii), leaf sheath browning fungus (Pseudomonas fuscovaginae), red mold fungus, rice mold fungi Phytophthora japonica), yellowing dwarf disease (Sclerophthora macrospora), Brown sclerotia (Ceratobasidium setariae), Brown beetle sclerotia (Waitea circinata), Brown leaf blight (Monophella albescens), Brown blight fungus (Tsp) , Strain blight fungus (Gibberella fujikuroi), eye spot disease fungus (Drechslera gigantean), sclerotia nuclear fungus (Sclerotium hydrophilum), black rot fungus (Ethyloma dactylidis), black rot fungus coerciseimoidea), sasara disease (Sphaerulina miakei), cinnamon mold fungus (Peziza ostracodelima), white silk fungus (Sclerotium rolfolius), black leaf blight fungus (Sphaerulina rotseus), ), Red sclerotia (Waitea circucinata), bacterial wilt (Gaeumanomyces graminis), phytospora (Phythium sp.). ), Rice blast fungus (Alternaria oryzae), gray sclerotia fungus (Sclerotium fumigatum), gray leaf blight fungus (Hendersonia oryzae), leaf blight fungus (Phaeosphaeria oryzae), leaf blight fungus (M) ), Pine seed rot fungi (Fusarium avenaceum), leaf sheath rot fungus (Cylindrocladium scoparium), leaf sheath rot fungus (Pyrrenochaeta sp.), Leaf rot rot fungus (Sarocladium oryzae), and phlegosis.

  Among these, more preferable bacteria to which the composition for controlling pests of the present invention is applied are rice blast fungus (Pyricularia oryzae), blight fungus (Rhizoctonia solani), idiotic seedling fungus (Gibberella fujikuroi), and sesame leaves. fungus (Cochliobolus niyabeanus), streaks leaf blight fungus (Sphaerulina oryzina), small Sclerotinia sclerotiorum (Magnaporthe salvini), seedling blight fungus (Pythium graminicola, Fusarium avenaceum, Fusarium solani, Mucor sp., Phoma sp., Rhisopus chinensis, Rhizopus oryzae, trichoderma Iride), leaf blight bacterium (Xanthomonas oryzae), Seedling Burkholderia bacteria fungi (Burkholderia plantarii), 褐条 Fungus (Acidovorax avenae), a firs Burkholderia bacteria fungi (Burkholderia glumae).

  The composition for controlling pests of the present invention can be prepared usually using a suitable agriculturally acceptable carrier or formulation adjuvant, and may further contain these. Moreover, you may contain solvents, such as distilled water and an organic solvent, suitably.

  Examples of the pesticide-acceptable carrier include a solid carrier, a liquid carrier, and a gaseous carrier. Agents, coating agents, thickeners, wetting agents, antifreezing agents, preservatives, antifoaming agents and the like.

  The composition for controlling pests of the present invention comprises mixing the first pest controlling agent and the second pest controlling agent with the agrochemically acceptable carrier and / or formulation adjuvant. It can be provided in any dosage form such as emulsion, liquid, suspension, wettable powder, flowable, powder, granule, tablet, oil, aerosol, smoke, capsule and the like.

  Examples of the solid carrier include talc, bennite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate, and the like.

  Examples of the liquid carrier include alcohols such as methanol, n-hexanol, and ethylene glycol; ketones such as acetone, methyl ethyl ketone, and cyclohexanone; aliphatic hydrocarbons such as n-hexane, kerosene, and kerosene; toluene, xylene, Aromatic hydrocarbons such as methylnaphthalene; ethers such as diethyl ether, dioxane and tetrahydrofuran; esters such as ethyl acetate; nitriles such as acetonitrile and isobutyronitrile; acid amides such as dimethylformamide and dimethylacetamide; Vegetable oils such as soybean oil and cottonseed oil; dimethyl sulfoxide; water and the like.

  Examples of the gaseous carrier include LPG, air, nitrogen, carbon dioxide gas, dimethyl ether and the like.

  Examples of the surfactant and the dispersant for emulsification, dispersion, spreading, etc. include alkyl sulfates, alkyl (aryl) sulfonates, polyoxyalkylene alkyl (aryl) ethers, polyhydric alcohol esters. And lignin sulfonate can be used.

  Moreover, as other said adjuvant for formulation for improving the property of a formulation, carboxymethylcellulose, gum arabic, polyethylene glycol, calcium stearate etc. can be used, for example.

  The carrier and the adjuvant for formulation can be used alone or in combination, if necessary.

Preferable embodiments of the pesticidal composition of the present invention further containing a pesticide-acceptable carrier and / or a formulation adjuvant include the following.
[1] 0.1 to 80% by weight of a first pesticidal agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pesticidal agent, A composition in wettable powder form containing from 0.6 to 30% by weight of wetting and dispersing agents, and from 19.3 (preferably 20) to 95% by weight of filler;
[2] 0.1 to 80% by weight of a first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pest control agent, A composition in the form of a water dispersible granule containing from 0.6 to 30% by weight of a wetting agent, a dispersing agent and a binder and from 19.3 (preferably 20) to 95% by weight of an extender. ,
[3] 0.1 to 80% by weight of a first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pest control agent, A flowable form containing 5 to 40% by weight of a dispersant, thickener, antifreeze, preservative and antifoam agent, and 14.9 (preferably 20) to 94% by weight of water. Composition,
[4] 0.1 to 80% by weight of a first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pest control agent, A composition in the form of an emulsion containing 1 to 30% by weight of an emulsifier and an emulsion stabilizer and 18.9 (preferably 20) to 97% by weight of an organic solvent;
[5] 0.1 to 80% by weight of a first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pest control agent, And a composition in dust form containing 19.9 (preferably 70) to 99.8% by weight of a bulking agent,
[6] 0.1 to 80% by weight of a first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pest control agent, And a composition in DL powder form containing 19.9 (preferably 70) to 99.8% by weight of a bulking agent,
[7] 0.1 to 80% by weight of the first pesticidal agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pesticidal agent, A composition in the form of a fine granule F containing 0.2 to 10% by weight of solvent or binder and 19.7 (preferably 70) to 99.6% by weight of a bulking agent;
[8] 0.1 to 80% by weight of a first pest control agent (preferably an iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of a second pest control agent, A composition in the form of a granule containing 0.5 to 30% by weight of a granulating aid (surfactant) and binder, and 19.4 (preferably 20) to 98% by weight of an extender. ,
[9] 0.1 to 80% by weight of the first pest control agent (preferably iminopyridine derivative represented by the general formula (1)), 0.1 to 80% by weight of the second pest control agent, A composition in the form of a microcapsule containing 1 to 50% by weight of a coating, emulsifier, dispersant and preservative, and 18.9 (preferably 20) to 98% by weight of water;
Is mentioned. Among these, [2], [3], [4], [5], [6] and [8] are preferable.

  The composition for controlling pests of the present invention can be applied to pests (pest insects, fungi), useful plants, cultivation materials, and areas where it is necessary to prevent the invasion of pests. These applications can be made before and after pest infestation. The pest control composition of the present invention can also be applied to genetically modified crops.

  The composition for controlling pests of the present invention is prepared by preparing a preparation form comprising each of the first pest control agent as the active ingredient and the second pest control agent alone, When using, these may be mixed and used on the spot.

  Therefore, as another aspect of the present invention, there is provided a combination comprising the first pest control agent and the second pest control agent as active ingredients.

  The combination of the present invention is preferably a first composition comprising the first pest control agent as an active ingredient and a second composition comprising the second pest control agent as an active ingredient. Provided as a composition. In this case, the first composition and the second composition are used in combination with the agrochemically acceptable carrier and / or the formulation adjuvant, as in the case of the aforementioned pest control composition. It can be in any dosage form. The combination may be provided in the form of a drug set.

  Yet another embodiment of the present invention is a method for protecting useful plants from pests, wherein the first pest control agent and the second pest control agent are treated as active ingredients. A method comprising applying simultaneously or separately (preferably each component simultaneously).

  In this method, to apply "simultaneously", the composition for pest control of the present invention is applied to an area to be treated, the first pest control agent and the second pest control agent, Before applying to the area to be treated and applying the mixture, and not mixing the first pesticide and the second pesticide in the area to be treated. Simultaneous application is included. Applying "separately" includes applying the first pest control agent prior to the second pest control agent without pre-mixing, and the first pest control agent. Application after the second pest control agent is included.

  According to still another preferred embodiment of the present invention, a first composition comprising the first pest control agent as an active ingredient and a second composition comprising the second pest control agent as an active ingredient. There is provided a method of protecting useful plants from pests comprising applying the composition of claim 1 to the area to be treated.

  According to another aspect of the present invention, the pest control composition or combination of the present invention is used as it is or as a diluted pest, useful plant, soil or cultivation carrier, preferably useful. A method is provided for protecting useful plants from pests, including application to plants and / or soil.

  The useful plants include seeds, roots, tubers, bulbs, rhizomes and foliage parts. The cultivating carrier includes various soils, seedling mats, water, etc., sand, vermiculite, cotton, paper, diatomaceous earth, agar, gel material, polymer material, rock wool, glass wool, wood chip, bark, Pumice can also be included.

  According to another aspect of the present invention, there is provided the use of the pest control composition or combination of the present invention for protecting useful plants from pests.

  As a method for applying the pest control composition or combination of the present invention to pests, useful plants, soil or cultivation carriers as application targets, preferably, spraying treatment, water surface treatment, soil treatment (mixing, irrigation, etc.) ), Seedling box treatment, surface treatment (coating, powder coating, coating), fumigation treatment (treatment in a sealed space where the soil is covered with polyfilm after soil injection), and more preferably, spraying Examples include treatment, water surface treatment, soil treatment, seedling box treatment, and surface treatment.

  The treatment amount when applied to a plant (growing plant) by spraying treatment is the effective amount in the pest control composition or combination of the present invention (the active ingredient (the first pest control agent and the second pesticide)). As the amount of the pest control agent), the same applies hereinafter), 0.01 g to 10 kg, preferably 0.1 g to 1 kg is applied per 10 ares of cultivated land.

  In addition, as a method for treating plant seeds, roots, tubers, bulbs, rhizomes and foliage parts, for example, for seeds, immersion method, powder coating method, smearing method, spraying method, pellet method, coating method, etc. There are fumigation methods such as surface treatment and fumigation methods.

  The dipping method is a method in which seeds are immersed in a liquid chemical solution. The powder coating method includes a dry powder coating method in which a powdered drug is adhered to dry seeds, and a powder to seeds lightly soaked in water. There is a wet powder coating method to attach the drug in the shape. The smearing method is a method of applying a suspended drug to the seed surface in a mixer, and the spraying method is a method of spraying the drug onto the seed surface. Furthermore, the pellet method is a method in which seeds are pelleted into a certain size and shape together with a filler, and a method of mixing the drug with the filler and processing, the coating method is a method of coating the seed with a film containing the drug, The steaming method is a method of disinfecting seeds with a gasified chemical in an airtight container. Among these, the dipping method, the powder coating method, the smearing method, the spraying method, the pellet method, and the film method are more preferable. These methods can also be applied to germinated plants and seedlings transplanted after germination or after emergence from soil. These plants can be protected prior to transplantation by whole or part treatment by immersion.

  The amount of treatment when applied to plant seeds is not particularly limited, but preferably 1 g to 10 kg, more preferably 10 g per 100 kg of seeds as an effective amount in the pest control composition or combination of the present invention. It is desirable to apply ~ 1 kg.

  Although it does not specifically limit as a method (soil application method) of the said soil treatment, Preferably the following methods are mentioned. Applying the granule containing the composition for controlling pests of the present invention in or on soil is mentioned. Particularly preferred soil application methods are spraying, strips, grooves and planting hole application methods. Moreover, it is also a preferable soil application method to apply by irrigating the solution which emulsified or melt | dissolved the pest control composition of this invention in water.

  Besides these, examples of preferable soil application methods include hydroponics for the production of vegetables and flowers, and solid medium cultivation such as sand cultivation, NFT (Nutrient Film Technique) and rock wool cultivation. The use to the nutrient solution in such a nutrient culture system and the application to the seedling box for rice seedling raising (floor soil mixing etc.) are mentioned. Furthermore, the pest control composition or combination of the present invention may be applied directly to an artificial soil containing vermiculite and a solid medium containing an artificial mat for raising seedlings.

  The treatment amount to the water surface, seedling box, or soil is not particularly limited, but preferably 0.01 g to 10 kg per 10 ares of cultivated land as an effective amount in the pest control composition or combination of the present invention. Preferably, it is 0.1g-1kg.

  EXAMPLES Hereinafter, although this invention is demonstrated in detail based on an Example, this invention is not limited by these Examples.

[Formulation example]
Formulation Example 1 [wettable powder]
Compound 1 10% by weight
Dichloromesothiaz 20% by weight
50% by weight of clay
2% white carbon
Diatomaceous earth 13% by weight
Calcium lignin sulfonate 4% by weight
Sodium lauryl sulfate 1% by weight
The above ingredients were mixed uniformly and pulverized to obtain a wettable powder.

Formulation Example 2 [Granular wettable powder]
Compound 1 10% by weight
Triflumezopyrim 20% by weight
60% clay
Dextrin 5% by weight
Alkyl maleic acid copolymer 4% by weight
Sodium lauryl sulfate 1% by weight
The above components were uniformly pulverized and mixed, water was added and kneaded well, and then granulated and dried to obtain a granular wettable powder.

Formulation Example 3 [Flowable Agent]
Compound 1 5% by weight
Triflumezopyrim 20% by weight
POE polystyryl phenyl ether sulfate 5% by weight
Propylene glycol 6% by weight
Bentonite 1% by weight
Xanthan gum 1% aqueous solution 3% by weight
PRONALEX-300 (Toho Chemical Co., Ltd.) 0.05% by weight
ADDAC 827 (Kay Kasei Co., Ltd.) 0.02% by weight
100% by weight with water added
The total amount excluding xanthan gum 1% aqueous solution and an appropriate amount of water from the above mixture was premixed and then pulverized with a wet pulverizer. Thereafter, a 1% aqueous solution of xanthan gum and the remaining water were added to obtain a flowable agent at 100% by weight.

Formulation Example 4 [Emulsion]
Compound 1 5% by weight
Floxamethamide 5% by weight
N, N-dimethylformamide 20% by weight
Solvesso 150 (ExxonMobil Co., Ltd.) 60% by weight
10% by weight of polyoxyethylene alkyl aryl ether
The above ingredients were uniformly mixed and dissolved to obtain an emulsion.

Formulation Example 5 [powder]
Compound 1 1% by weight
Dichloromethothiaz 1% by weight
60% clay
Talc 37% by weight
Calcium stearate 1% by weight
The said component was mixed uniformly and the powder agent was obtained.

Formulation Example 6 [DL powder]
Compound 1 1% by weight
Dichloromethothiaz 1% by weight
Etofenprox 1% by weight
DL clay 94.5% by weight
2% white carbon
Light liquid paraffin 0.5% by weight
The above components were mixed uniformly to obtain a powder (DL powder).

Formulation Example 7 [Fine Granule F]
Compound 1 1% by weight
Triflumezopyrim 1% by weight
Carrier 94% by weight
2% white carbon
Hyzol SAS-296 2% by weight
The above components were uniformly mixed to obtain a powder (fine granule F).

Formulation Example 8 [Granule]
Compound 1 2% by weight
Dichloromethothiaz 1% by weight
Bentonite 39% by weight
Talc 10% by weight
46% by weight clay
2% by weight calcium lignin sulfonate
The above components were pulverized and mixed uniformly, kneaded well with water, and granulated and dried to obtain granules.

Formulation Example 9 [Microcapsule]
Compound 1 2% by weight
Dichloromethothiaz 3% by weight
25% by weight of urethane resin
Emulsifying / dispersing agent 5% by weight
Preservative 0.2% by weight
64.8% by weight of water
A microcapsule was obtained by forming a urethane resin film on the surface of Compound 1 and dichloromethazothiaz particles by the interfacial polymerization method with the above components.

[Processing test for mixed agent]
Test Example 1 Compound 1 of a predetermined concentration adjusted to 50% acetone water (added 0.05% Tween 20) to a rice seedling grown in a plant cultivation test pot for leafhopper (Nilaparvatta lugens) , left column of the following table The compound described in 1. and chemical solutions of each of these mixed agents were subjected to foliage spray treatment so that the treatment amount described in the following table was obtained. After air drying, the 2nd instar larvae of the brown planthopper were released.
Then, it was left to stand in a thermostatic chamber (16 hours light period-8 hours dark period) at 25 ° C. The insects were observed for life and death 3 days after the release, and the death rate was calculated according to the following formula. The test was conducted by a two-run system.
Death rate (%) = {Number of dead insects / (Number of surviving insects + Number of dead insects)} × 100
In addition, a theoretical value in the case where there is no synergistic effect is calculated according to the following Colby equation (Calculating Synthetic Response and Antagonistic Responses of Herbide Combination, Weed 15, 20-22, 1967, the same applies hereinafter), and the results are shown in the following table. It was shown to.
Colby's formula: Theoretical value (%) = 100− (A × B) / 100
(A: 100- (rate of death when only Compound 1 is treated)
B: 100- (Death rate when only each compound described in the left column of the following table is treated))
(Synergistic effect judgment method)
When the mortality rate of the mixed agent against the brown planthopper exceeded the theoretical value according to the Colby equation, it was judged that there was a synergistic effect. All of the tested admixtures showed a mortality rate that exceeded the theoretical value, demonstrating a synergistic effect.
<Examples of a mixture with an insecticide>

Test Example 2 Yellow planthopper (Nilaparava lagens) soil irrigation treatment test Potted rice seedlings, compound 1 having a predetermined concentration prepared to become 10% acetone water, compounds described in the left column of the following table, and each of these The chemical solution of the mixed agent was subjected to soil irrigation treatment so that the treatment amount described in the following table was obtained. After being left for 3 days, the 2nd instar larvae of the brown planthopper were released. Then, it was left to stand in a thermostatic chamber (16 hours light period-8 hours dark period) at 25 ° C. The insects were observed for life and death 3 days after the release, and the death rate was calculated according to the following formula. The test was conducted by a two-run system.
Death rate (%) = {Number of dead insects / (Number of surviving insects + Number of dead insects)} × 100
Further, the theoretical values in the case where there is no synergistic effect are calculated according to the following Colby equation, and the results are shown in the following table.
Colby's formula: Theoretical value (%) = 100− (A × B) / 100
(A: 100- (rate of death when only Compound 1 is treated)
B: 100- (Death rate when only each compound described in the left column of the following table is treated))
(Synergistic effect judgment method)
When the mortality rate of the mixed agent against the brown planthopper exceeded the theoretical value according to the Colby equation, it was judged that there was a synergistic effect. All of the tested admixtures showed a mortality rate that exceeded the theoretical value, demonstrating a synergistic effect.
<Examples of a mixture with an insecticide>

<Example of admixture with disinfectant>

Test Example 3 Japanese oak leafhopper (Laodelphax straellatus) control test 48 hours after sowing of wheat seedling root, compound 1 having a predetermined concentration prepared to be 10% acetone water, compounds described in the left column of the following table, and these compounds It processed so that the chemical | medical solution of each mixture might become the processing amount as described in the following table | surface. After 72 hours of absorption of the drug from the root, 10 second-instar larvae were released. Then, it was left to stand in a thermostatic chamber (16 hours light period-8 hours dark period) at 25 ° C. The insects were observed for life and death 7 days after the release, and the death rate was calculated according to the following formula. The test was conducted by a two-run system.
Death rate (%) = {Number of dead insects / (Number of surviving insects + Number of dead insects)} × 100
Further, the theoretical values in the case where there is no synergistic effect are calculated according to the following Colby equation, and the results are shown in the following table.
Colby's formula: Theoretical value (%) = 100− (A × B) / 100
(A: 100- (rate of death when only Compound 1 is treated)
B: 100- (Death rate when only each compound described in the left column of the following table is treated))
(Synergistic effect judgment method)
A synergistic effect was determined when the mortality rate of the mixed agent against the brown planthopper exceeded the theoretical value according to the Colby equation. All of the tested admixtures showed a mortality rate that exceeded the theoretical value, demonstrating a synergistic effect.
<Examples of a mixture with an insecticide>

<Example of admixture with disinfectant>

Test Example 4 Cotton Aphid (Aphis gossypi) Control Test A leaf disc having a diameter of 2.0 cm was cut out from a cucumber grown in a pot, and 50% acetone water (added with 0.05% Tween 20) was prepared at a predetermined concentration. Compound 1, the compounds described in the left column of the following table, and the chemical solutions of each of these mixtures were sprayed so as to achieve the treatment amounts described in the following table. After air drying, cotton aphid first instar larvae were released. Thereafter, this was left in a thermostatic chamber (16 hours light period-8 hours dark period) at 25 ° C. The insects were observed for life and death 3 days after the release, and the death rate was calculated according to the following formula. The test was conducted by a two-run system.
Death rate (%) = {Number of dead insects / (Number of surviving insects + Number of dead insects)} × 100
Further, the theoretical values in the case where there is no synergistic effect are calculated according to the following Colby equation, and the results are shown in the following table.
Colby's formula: Theoretical value (%) = 100− (A × B) / 100
(A: 100- (rate of death when only Compound 1 is treated)
B: 100- (Death rate when only each compound described in the left column of the following table is treated))
(Synergistic effect judgment method)
When the mortality rate of the mixture against cotton aphids exceeded the theoretical value according to Colby's formula, it was judged that there was a synergistic effect. All of the tested admixtures showed a mortality rate that exceeded the theoretical value, demonstrating a synergistic effect.
<Examples of a mixture with an insecticide>

Test Example 5 A compound of a predetermined concentration prepared by cutting out a leaf disk having a diameter of 5.0 cm from cabbage cultivated in a pottery (Plutella xylostella) control test pot and preparing 50% acetone water (adding 0.05% Tween 20) to the leaf disk. 1. The compounds described in the left column of the following table and the chemical solutions of each of these mixtures were sprayed so as to achieve the treatment amounts described in the following table. After air drying, the 2nd instar larvae were released. Thereafter, this was left in a thermostatic chamber (16 hours light period-8 hours dark period) at 25 ° C. The insects were observed for life and death 3 days after the release, and the death rate was calculated according to the following formula. Two-run test.
Death rate (%) = {Number of dead insects / (Number of surviving insects + Number of dead insects)} × 100
Further, the theoretical values in the case where there is no synergistic effect are calculated according to the following Colby equation, and the results are shown in the table.
Colby's formula: Theoretical value (%) = 100− (A × B) / 100
(A: 100- (rate of death when only Compound 1 is treated)
B: 100- (Death rate when only each compound described in the left column of the following table is treated))
(Synergistic effect judgment method)
A synergistic effect was determined when the mortality rate of the mixed agent against moths exceeded the theoretical value according to the Colby equation. All of the tested admixtures showed a mortality rate that exceeded the theoretical value, demonstrating a synergistic effect.
<Examples of a mixture with an insecticide>

Test Example 6 Rice blast control test Rice seedlings grown in pots were prepared with a predetermined concentration of Compound 1 prepared to be 10% acetone water, compounds listed in the left column of the following table, and chemical solutions of each of these mixtures Was subjected to soil irrigation treatment so that the treatment amount described in the following table was obtained. Three days after the treatment, this was spray-inoculated with a spore suspension of rice blast fungus (2 × 10 ⁵ cells / mL, 0.05% Tween added), and placed in a wet room for 24 hours to promote infection. Thereafter, this was left in a thermostatic chamber (16 hours light period-8 hours dark period) at 25 ° C. Seven days after the inoculation, the number of lesions was counted, and the control value was calculated according to the following formula. The test was conducted by a triple system.
Control value = {(number of lesions in untreated section−number of lesions in treated section) / (number of lesions in untreated section)} × 100
Further, the theoretical values in the case where there is no synergistic effect are calculated according to the following Colby equation, and the results are shown in the following table.
Colby's formula: Theoretical value (%) = 100− (A × B) / 100
(A: 100- (control value when only compound 1 is treated),
B: 100- (control value when only each compound described in the left column of the following table is treated))
(Synergistic effect judgment method)
When the control value of the mixed agent against rice blast exceeded the theoretical value according to the Colby equation, it was judged that there was a synergistic effect. All tested admixtures exhibited control values above theoretical values, demonstrating a synergistic effect.

Claims (15)

As an active ingredient, at least one pest control agent selected from the group (a) consisting of an iminopyridine derivative represented by the following general formula (1) and an acid addition salt thereof, and a pest other than the group (a) A pest control composition comprising at least one pest control agent selected from the group (b) consisting of a control agent.
[In the formula (1), Ar is a halogen atom, a C1-C4 alkyl group optionally substituted by a halogen atom, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, or a nitro group. An optionally substituted pyridyl group; or a halogen atom, a C1-C4 alkyl group optionally substituted by a halogen atom, an alkyloxy group optionally substituted by a halogen atom, a hydroxyl group, a cyano group, or a nitro group Represents an optionally substituted pyrimidyl group;
R1 represents a hydrogen atom or a C1-C6 alkyl group,
Y represents a hydrogen atom, a halogen atom, a hydroxyl group, a C1-C6 alkyl group optionally substituted by a halogen atom, a C1-C6 alkyloxy group optionally substituted by a halogen atom, a cyano group, a formyl group, or nitro. Group, and
R2 represents a C1-C6 alkyl group substituted by a halogen atom. ] (B) group consisting of pest control agents other than the group (a),
Dichloromezothiaz, triflumezopyrim, floxamethamide, tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) ) -5- (trifluoromethylsulfinyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole, (1R, 5R, 7S) -7- (2- Propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne, structure below The group consisting of a compound represented by the formula (2) and a compound represented by the following structural formula (3): The pest controlling composition according to claim 1.
In the general formula (1), Ar is a 6-chloro-3-pyridyl group, 6-chloro-5-fluoro-3-pyridyl group, 6-bromo-3-pyridyl group, 6-fluoro-3-pyridyl group. Or a 2-chloro-5-pyrimidyl group,
R1 represents a hydrogen atom or a methyl group,
Y represents a hydrogen atom, and
R2 represents a trifluoromethyl group, a difluoromethyl group, a difluorochloromethyl group, or a pentafluoroethyl group,
The composition for controlling pests according to claim 1 or 2. The group (a) is
N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-chloro- 5-fluoropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-fluoropyridin-3-yl) methyl) Pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide, N- [1-((6-bromopyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2 , 2,2-trifluoroacetamide, N- [1- (1- (6-chloropyridin-3-yl) ethyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide N- [1-((6-chloropyridine-3 Yl) methyl) pyridine-2 (1H) -ylidene] -2,2-difluoroacetamide, 2-chloro-N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H ) -Ylidene] -2,2-difluoroacetamide, N- [1-((2-chloropyrimidin-5-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroamide Cetamide, N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,3,3,3-pentafluoropropanamide, and these The composition for controlling pests according to any one of claims 1 to 3, which is a group consisting of acid addition salts.   The group (a) is N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide and its acid addition salt The composition for pest control according to any one of claims 1 to 4, which is a group consisting of:   Any one of Claims 2-5 which further contains the at least 1 sort of pest control agent selected from the (c) group which consists of pest control agents other than the said (a) group and the said (b) group. The composition for controlling pests according to one item.   The pest control composition according to any one of claims 1 to 6, further comprising a pesticide-acceptable carrier. From the group (a) consisting of N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide and its acid addition salt At least one pest control agent selected;
Dichloromezothiaz, triflumezopyrim, floxamethamide, tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) ) -5- (trifluoromethylsulfinyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole, (1R, 5R, 7S) -7- (2- Propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne, structure below From the group (b) consisting of a compound represented by the formula (2) and a compound represented by the following structural formula (3) At least one pesticidal agent-option,
A combination containing
From the group (a) consisting of N- [1-((6-chloropyridin-3-yl) methyl) pyridine-2 (1H) -ylidene] -2,2,2-trifluoroacetamide and its acid addition salt At least one pest control agent selected;
Dichloromezothiaz, triflumezopyrim, floxamethamide, tolprocarb, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylsulfonyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) ) -5- (trifluoromethylsulfinyl) benzoxazole, 2- (3-ethylsulfonylpyridin-2-yl) -5- (trifluoromethylthio) benzoxazole, (1R, 5R, 7S) -7- (2- Propoxy-4- (trifluoromethyl) phenoxy) -9-((5- (trifluoromethyl) pyridin-2-yl) oxy) -9-azabicyclo [3.3.1] non-2-yne, structure below From the group (b) consisting of a compound represented by the formula (2) and a compound represented by the following structural formula (3) At least one pesticidal agent-option,
A method for protecting useful plants from pests, comprising applying to the area to be treated simultaneously or separately.
  Applying at least one pest control agent selected from the group (a) and at least one pest control agent selected from the group (b) to an area to be treated simultaneously. Item 10. The method according to Item 9.   The composition for controlling pests according to any one of claims 1 to 7 is applied as an application target to at least one selected from the group consisting of pests, useful plants, soil, and cultivation carriers. A method for protecting useful plants from pests.   The method according to claim 11, wherein the application target is a useful plant and / or soil.   A method for protecting a useful plant from a pest comprising applying the combination according to claim 8 to at least one selected from the group consisting of a pest, a useful plant, soil, and a cultivation carrier as an application target. .   The usage method of the composition for pest control as described in any one of Claims 1-7 for protecting a useful plant from a pest.   Use of the combination according to claim 8 for protecting useful plants from pests.