JP2002201102A - Composition for controlling noxious organism - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a composition for controlling noxious organism comprising at least one kind of a pyridine-based compound or its salt and at least one kind of another noxious organism controller as active ingredients. SOLUTION: This composition for controlling noxious organism comprises at least one kind of a pyridine-based compound represented by general formula (I) [Y is a haloalkyl group; m is 0 or 1; Q is a group of formula (II) (X is an oxygen atom or a sulfur atom; R1 and R2 are each a hydrogen atom, a substitutable alkyl, a substitutable alkenyl, a substitutable alkynyl, a substitutable cycloalkyl, a C(W1)R3, an OR4, an S(O)nR5, an NHR6, a group of formula (III), a C(R8)=CNO-R9 or a substitutable aryl or R1 and R2 are bound to form =C(R10)R11 or may form a 5-membered or 6-membered heterocyclic group with an adjacent nitrogen atom) or a substitutable heterocyclic group] or its salt and at least one kind of another noxious organism controller as active ingredients.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a pesticidally useful agricultural and horticultural composition comprising a combination of a pyridine compound represented by the following formula (I) or a salt thereof and another insecticide or fungicide. .

[0002]

2. Description of the Related Art Conventionally, organic phosphorus compounds, carbamate compounds, pyrethroid compounds and the like have been used as active ingredients of insecticides. As a result, some pests have recently become resistant to these insecticides. I got it. Therefore, there is a need for insecticides that are effective against resistant pests. The pyridine-based compound represented by the formula (I) or a salt thereof is described in Japanese Patent No. 2941882, JP-A-10-195072,
JP-A-11-180957, WO 98/57969, WO 00/35285, WO 00
/ 35912, WO 00/35913, WO 01/9104, WO 01/14373 and the like.

[0003]

Conventional pest control agents have characteristics in terms of spectrum and effect, however, on the other hand, on the other hand, the effect is not sufficient for specific pests or the residual effect is short and constant. The effect of the period cannot be expected, and depending on the application scene, a practically sufficient control effect may not be exhibited. Further, even if they have excellent control effects, improvements are required from the viewpoint of safety for fish, crustaceans and livestock, and high control effects are required with a small amount of treatment chemicals.

[0004]

Means for Solving the Problems As a result of repeated studies to solve these problems, the present inventors have found that a pyridine compound represented by the following formula (I) or a salt thereof and another pesticide are used. By combining these, it is possible to control pests that occurred in a certain scene at once, or to reduce the amount of drug used compared to the case where each active ingredient compound is used alone, which is more than expected effect. Were obtained, and the present invention was completed. That is, the present invention provides a compound of the formula (I):

[0005]

Embedded image

Wherein Y is a haloalkyl group, m is 0 or 1, and Q is

Embedded image

(X is an oxygen atom or a sulfur atom;
¹ and R ² are each independently a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group, an optionally substituted alkynyl group, an optionally substituted cycloalkyl group, -C (W ¹ ) R ³ groups, -OR ⁴ group, -S (O) _n R ⁵ groups, -
⁶ NHR groups,

Embedded image

, -C (R⁸) = NO-R⁹Group or substitution
An aryl group which may be¹And R^Two
Are together = C (R^Ten) R¹¹Group or adjacent
Contain nitrogen or oxygen atoms together with nitrogen atoms
To form a 5- or 6-membered heterocyclic group having 4 to 5 carbon atoms
Well, R^ThreeIs an optionally substituted alkyl group,
An alkenyl group, an alkynyl group which may be substituted,
Optionally substituted cycloalkyl group, optionally substituted
Aryl group, alkoxy group, alkylthio group or mono
Or a dialkylamino group, R^FourIs a hydrogen atom,
Optionally substituted alkyl group, optionally substituted alk
Nil group, alkynyl group which may be substituted,
A good cycloalkyl group, an optionally substituted aryl group,
An optionally substituted heterocyclic group or -COR^ThreeGroup,
R^FiveIs an alkyl group or a dialkylamino group;⁶
Is an alkyl group or an aryl group, and Z is N or-
C-R⁷And R is⁷Is hydrogen atom, halogen atom, substitution
Alkyl group, alkoxy group, alkylthio
Group or nitro group, R⁸And R⁹Are independent
A hydrogen atom, an alkyl group which may be substituted,
An alkenyl group, an alkynyl group which may be substituted,
An optionally substituted aryl group or an optionally substituted
A ring group;^TenAnd R¹¹Each independently hydrogen Hara
, An optionally substituted alkyl group, an optionally substituted
Alkenyl group, optionally substituted heterocyclic group, -N-
(R¹²) R¹³Group, optionally substituted alkoxy group, substituted
An alkylthio group which may be¹²And R¹³
Are each independently a hydrogen atom, an optionally substituted alkyl
Group, an optionally substituted alkenyl group, an optionally substituted
Alkynyl group, aryl group which may be substituted or substituted
A heterocyclic group which may be ¹Is an oxygen atom or sulfur
A yellow atom, n is 1 or 2) or substituted
Pyridine compounds represented by the formula:
Or at least one salt thereof, and another pesticide
At least one of these as an active ingredient.
The present invention relates to a pest controlling composition.

In the formula (I), Y represents CF ₃ , CHF ₂ , C
H ₂ F, CF ₂ Cl, CFCl ₂ , CCl ₃ , CH ₂ C
Haloalkyl groups such as F ₃ , CF ₂ CF ₃ , CHBr ₂ , and CH ₂ Br are included. Among them, carbon number 1
2, a haloalkyl group of 1 to 5 halogen atoms is desirable,
More preferred is a trifluoromethyl group.

The substituent represented by Q in the formula (I):

Embedded image

R ¹ contained in a group (hereinafter referred to as Q ¹ group),
An optionally substituted alkyl group defined as R ² , R ³ , R ⁴ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ;
An optionally substituted alkenyl group defined as R ¹ , R ² , R ³ , R ⁴ , R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ; R ¹ , R ² , R ³ , Of an optionally substituted alkynyl group defined as R ⁴ , R ⁸ , R ⁹ , R ¹² or R ¹³ and an optionally substituted cycloalkyl group defined as R ¹ , R ² , R ³ or R ⁴ Examples of the secondary substituent include a halogen atom; an alkoxy group; an alkylthio group; a trialkylsilyl group; a phenyl group; a phenyl group substituted with halogen, alkyl, alkoxy, nitro or haloalkyl; A phenyl group substituted with a phenoxy group; a phenylthio group; an amino group; an amino group substituted with 1 to 2 alkyl groups; a C _2-6 cyclic amino group; a morpholino group;
A morpholino group substituted with alkyl; a 1-piperazinyl group substituted with 1-piperazinyl, alkyl, phenyl, pyridyl or trifluoromethylpyridyl; halogen, alkyl, alkoxy, haloalkoxy, alkylthio, phenyl (phenyl is halogen, alkyl,
A heterocyclic group which may be further substituted with phenoxy, phenylthio, cycloalkyl or cycloalkoxy; a hydroxy group; a cyano group; a cycloalkyl group; an imino group; (W ² ) R ¹⁴ groups (W ² is an oxygen atom or a sulfur atom, R ¹⁴ is a hydrogen atom; an amino group; an amino group substituted with one or two alkyl groups; an alkyl group; an alkoxy group; an alkylthio group or an aryl group A —OC (W ² ) R ¹⁵ group (R ¹⁵ is an aryl group substituted with alkyl or haloalkyl); or an alkylsulfonyl group. When the above substituent is an imino group, it may form an amidino group or an imidate group together with an amino group or an alkoxy group.

In addition, as a substituent of an optionally substituted alkyl group defined as R ¹ or R ² included in the group Q ¹ in the formula (I), for example, 4-haloalkyl-3
-Pyridinecarboxamide group, N-methyl-4-haloalkyl-3-pyridinecarboxamide group, 4-haloalkyl-3-pyridinecarboxamide-N-alkyleneoxy group and the like are also included. The chemical structural formulas of the formula (I) containing these substituents are exemplified.

[0013]

Embedded image(Where R^Two Is as described above, and A is-(CH_Two )_l 
-Group or-(CH_Two ) _q-O- (CH_Two )_q -Group
Where l is an integer from 1 to 4, and q is 1 or 2.

That is, the above compound is a dimer of the compound of the formula (I) linked by an alkylene chain or the like. In addition, the active ingredient of the composition of the present invention includes a trimer based on such a concept.

[0015] R ¹ included in the Q ¹ group in formula (I), R ^2,
R ^3, examples of ^{R 4, R 8, R 9} , R 12 or secondary substituents defined optionally substituted aryl group as R ^{1 3,} halogen atom, alkyl group, haloalkyl group, an alkoxy group, a halo An alkoxy group; an alkylthio group; a cycloalkyl group; a cycloalkoxy group; an alkoxycarbonyl group;
Alkylcarbonyl group; alkylcarbonyloxy group;
Aryl group; aryloxy group; arylthio group; amino group; amino group substituted with one or two alkyl groups; cyano group; nitro group;

[0016] R ⁴ contained in the Q ¹ group in formula (I), R ^8,
The secondary substituent of the optionally substituted heterocyclic group defined as R ⁹ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ includes a halogen atom; an alkyl group; an alkoxy group; a haloalkoxy group; A phenyl group which may be substituted with halogen, alkyl, alkoxy, nitro, haloalkyl or phenoxy; a phenoxy group; a phenylthio group; a cycloalkyl group;

The alkyl group or alkyl moiety contained in the group Q ¹ in the formula (I) includes those having 1 to 6 carbon atoms,
Examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group, and those having 3 or more carbon atoms may be linear or branched structural isomers. The alkenyl group contained in the Q ¹ group in the formula (I) includes those having 2 to 6 carbon atoms, for example, an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, and a hexenyl group. May be linear or branched structural isomers. The alkynyl group contained in the Q ¹ group in the formula (I) includes those having 2 to 6 carbon atoms,
Examples thereof include an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, and a hexynyl group. Those having 4 or more carbon atoms may be straight-chain or branched-chain structural isomers. Examples of the cycloalkyl group included in the Q ¹ group in the formula (I) include those having 3 to 8 carbon atoms, for example, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, or a cyclohexyl group.

In the formula (I), R ¹ and R ² contained in the Q ¹ group together may contain a nitrogen atom or an oxygen atom together with an adjacent nitrogen atom. Examples of the heterocyclic group include a morpholino group, a pyrrolidino group, a piperidino group, a 1-imidazolidinyl group, a 2-cyanoimino-3-methyl-1-imidazolidinyl group,
-Piperazinyl group or 4-methyl-1-piperazinyl group.

The aryl group contained in the Q ¹ group of the formula (I) includes phenyl, thienyl, furanyl, pyridyl, naphthyl, benzothienyl, benzofuranyl, quinolinyl and the like.

The heterocyclic moiety of the optionally substituted heterocyclic group contained in the group Q ¹ in the formula (I) includes pyridyl, thienyl, furyl, pyrazinyl, pyrimidinyl,
Tetrahydrofuranyl group, thiazolyl group, isoxazolyl group, quinolyl group, pyrazolyl group, oxazolyl group,
Examples thereof include a 5- to 7-membered monocyclic group containing 1 to 3 heteroatoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, such as an oxadiazolyl group, a thiadiazolyl group, and a triazolyl group, or a phenyl condensed cyclic group.

The heterocyclic moiety of the optionally substituted heterocyclic group represented by Q in the formula (I) is selected from a nitrogen atom, an oxygen atom and a sulfur atom containing two or three heteroatoms selected from sulfur atoms. A 7-membered monocyclic group is desirable, and specifically, a 5-membered monocyclic group such as a pyrazolyl group, an oxazolyl group, a thiazolyl group, an oxadiazolyl group, a thiadiazolyl group, and a triazolyl group;

[0022]

Embedded image And a 6-membered monocyclic group.

As the secondary substituent of the optionally substituted heterocyclic group represented by Q in the formula (I), a halogen atom, a nitro group, an optionally substituted alkyl group, an optionally substituted alkenyl Group, optionally substituted alkynyl group, optionally substituted aryl group, optionally substituted heterocyclic group, optionally substituted cycloalkyl group, hydroxyl group, optionally substituted alkoxy group, optionally substituted Good alkenyloxy group, optionally substituted alkynyloxy group, optionally substituted aryloxy group, optionally substituted heterocyclic oxy group, optionally substituted cycloalkoxy group, mercapto group, optionally substituted Alkylthio group, optionally substituted arylthio group, optionally substituted alkenylthio group, optionally substituted alkynylthio group, optionally substituted arylthio group Group, optionally substituted heterocyclic thio group, an optionally substituted cycloalkylthio group, an optionally substituted carbonyl group, an optionally substituted alkoxycarbonyl group, an optionally substituted arylcarbonyl group,
A carbonyloxy group which may be substituted, a formyl group,
An optionally substituted ester group, an optionally substituted acyl group, an optionally substituted sulfonyl group, an optionally substituted sulfyl group, an optionally substituted sulfonyloxy group,
Optionally substituted alkylsulfyl group, optionally substituted sulfonylalkyl group, optionally substituted amino group, optionally substituted isocyanato group, optionally substituted arylalkyl group, optionally substituted heteroalkyl group And a ring alkyl group.

Of these secondary substituents, those which may be substituted are halogen atoms; cyano groups; alkyl groups which may be substituted with halogen, haloalkyl, cyano, alkoxy, aryl; Good alkoxy groups; hydroxyl groups; alkylsulfonyl, arylalkyl, heterocyclic alkyl, alkyl, aryl, alkylaryl, alkylhydroxy, cyanoalkyl,
An amino group optionally substituted with alkynyl, alkenyl, cycloalkyl; a carbonyl group optionally substituted with alkoxy, alkylamino or alkyl; an alkylthio group; an aryloxy group; an arylthio group;
An aryl group optionally substituted with haloalkoxy, alkyl or aryl; a nitro group; an arylcarbonyloxy group optionally substituted with halogen or nitro; a cycloalkyl group; an alkylsulfonyloxy group; an alkylcarbonyloxy group; Alkenyl, alkynyl, heterocyclic alkyl, aryloxy, aryloxyalkyl, alkoxy, alkoxycarbonylalkyl, hydroxyalkyl, cyanoalkyl, alkoxyalkyl, alkenyl, arylalkoxy, isocyanato group optionally substituted with alkoxycarbonylalkyl; arylalkyl, Arylalkyl isocyanato group optionally substituted with halogen, alkyl, alkoxy; cycloalkylcarbonyloxy group; Cycloalkyl isocyanato group; alkynylalkyl isocyanate group; alkyl, alkoxy, alkylthio, halogen, hydroxyl, haloalkoxy, nitro, halogen-substituted aryloxy or aryloxy optionally substituted with aryloxy Groups; heterocyclic groups optionally substituted with alkyl, alkoxy, aryl or ester;
It can be further substituted by a tertiary substituent such as an alkoxyisocyano group.

The alkyl group or alkyl moiety in the secondary or tertiary substituent of the optionally substituted heterocyclic group represented by Q in the formula (I) has 1 to 6 carbon atoms, Examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group, and those having 3 or more carbon atoms may be linear or branched structural isomers. Examples of the alkenyl group include those having 2 to 6 carbon atoms, such as an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, and a hexenyl group. Those having 3 or more carbon atoms have a linear or branched structure. It may be of the opposite sex.
Examples of the alkynyl group include those having 2 to 6 carbon atoms, such as an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, and a hexynyl group, and those having 3 or more carbon atoms have a linear or branched structure. It may be of the opposite sex. Examples of the cycloalkyl group include those having 3 to 8 carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group. Examples of the aryl group include a phenyl group, a thienyl group, a furanyl group, a pyridyl group, a naphthyl group, a benzothienyl group, a benzofuranyl group, a quinolinyl group and the like. The heterocyclic group is selected from nitrogen, oxygen and sulfur, such as pyridyl, thienyl, furyl, pyrazinyl, thiazolyl, isoxazolyl, and quinolyl.
5- or 6-membered monocyclic or phenyl-fused cyclic groups containing up to 3 heteroatoms.

The compound of formula (I) may form a salt with an acidic substance or a basic substance, and the salt with the acidic substance may be a hydrochloride, a hydrobromide, a phosphate, a sulfate or a nitrate. May be an inorganic acid salt such as a salt with a basic substance, a sodium salt, a potassium salt, a calcium salt,
It may be an inorganic or organic base salt such as an ammonium salt or a dimethylamine salt.

The compound of the formula (I) or a salt thereof is disclosed in Japanese Patent No. 2941882, JP-A-10-195072, JP-A-11-180957.
No., WO 98/57969, WO 00/35285, WO 00/35912, WO 00/3
It can be produced according to the methods described in 5913, WO 01/9104, WO 01/14373 and the like.

[0028]

BEST MODE FOR CARRYING OUT THE INVENTION Some of the pyridine compounds or salts thereof which are desirable as an active ingredient of the pest control composition of the present invention are illustrated below, but the present invention is not limited thereto.

(1) Formula (I):

Embedded image [Wherein, Y, m and Q are as defined above] or a salt thereof.

(2) Q is

Embedded image (X is an oxygen atom or a sulfur atom, and R ¹ and R ² are each independently a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group, an optionally substituted alkynyl group, Good cycloalkyl group, -C
(W ¹ ) R ³ groups, —S (O) _n R ⁵ groups, —NHR ⁶ groups,

[0031]

Embedded image ^{, -C (R 8) = NO} -R 9 group or where R ¹ and R ² together = C (R ¹⁰⁾ a nitrogen atom or an oxygen atom to R ¹¹ group, or together with the adjacent nitrogen atom May form a 5- or 6-membered heterocyclic group having 4 to 5 carbon atoms, which may contain R ³ , R ⁵ , R ⁶ , Z, R ⁷ , R ⁸ , R ⁹ , R ¹⁰ ,
R ¹¹ , W ¹ and n are as defined above) or a salt thereof (1) or a salt thereof.

(3) Q is

Embedded image

Wherein X is an oxygen atom or a sulfur atom
R¹And R^TwoAre each independently a hydrogen atom,
Alkyl group which may be substituted, alkenyl group which may be substituted,
Alkynyl group which may be substituted, cyclo which may be substituted
Loalkyl group, -C (W¹) R^ThreeGroup, -S (O)_nR^FiveGroup or-
NHR⁶Is a group or R¹And R^TwoAre together
T = C (R^Ten) R¹¹A group or an adjacent nitrogen atom
C4 to C4, both of which may contain a nitrogen atom or an oxygen atom
5 may form a 5- or 6-membered heterocyclic group; ^Three,
R^Five, R⁶, W¹And n are as described above, and R^TenAnd
And R¹¹Are each independently an alkoxy or alkyl group
(1) or a salt thereof.

(4) Q is

Embedded image

Wherein X is an oxygen atom or a sulfur atom, and R ¹ is a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group, an optionally substituted alkynyl group, which may cycloalkyl group, an optionally substituted aryl group or a -C (W ¹⁾ is R ³ groups, R ^3,
R ⁴ and W ¹ are as defined above), or a salt thereof, or a salt thereof.

(5) The compound of the above-mentioned (2) or (3), wherein X is an oxygen atom, or a salt thereof.

(6) R ¹ and R ² are each independently a hydrogen atom, an alkyl group which may be substituted, or —C (W ¹ )
R ³ or R ¹ and R ² together =
To form a C (R ^{1 0)} R ¹¹ group, W ¹ is an oxygen atom or a sulfur atom, an optionally R ³ is substituted alkyl group, an optionally substituted aryl group or an alkoxy group, R ¹⁰
And the compound of the above (3), wherein R ¹¹ and R ¹¹ are each independently an alkoxy group or an alkylthio group, or a salt thereof.

(7) R ¹ is a hydrogen atom and R ² is -C
(R ⁸ ) = NO—R ⁹ , wherein R ⁸ and R ⁹ are as defined above, or a salt thereof.

(8) R ¹ and R ² together form = C
(R ¹⁰ ) —N (R ¹² ) R ¹³ is formed, wherein R ¹⁰ is a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted heterocyclic group, R
The compound of the above-mentioned (2) or a salt thereof, wherein ¹² and R ¹³ are as defined above.

(9) R ¹ is a hydrogen atom and R ² is

Embedded image (Wherein Z and R ⁷ are as defined above) or a compound thereof or a salt thereof.

(10) X is an oxygen atom, and R ¹ and R ² are each independently a hydrogen atom, an alkyl group, an alkoxyalkyl group, an alkylaminoalkyl group, a C _2-6 cyclic aminoalkyl group, a hydroxyalkyl group, A cyanoalkyl group, a thiocarbamoylalkyl group, an alkylcarbonyloxyalkyl group, an alkylcarbonyl group, an arylcarbonyl group, a trifluoromethyl-substituted arylcarbonyl group, an alkoxythiocarbonyl group or an alkoxycarbonyl group, or R ¹ and R ² are together are = C (R ¹⁰⁾ to form a R ¹¹ group, R ¹⁰ and R ¹¹
Is a compound or salt thereof according to the above (3), wherein each is an alkoxy group and an alkylthio group.

(11) When the compound of the formula (I) is N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide (compound No. 1), N-ethyl-4-trifluoromethyl-3-pyridinecarboxamide ( Compound No.
2), 4-trifluoromethyl-3-pyridinecarboxamide 1-oxide (Compound No. 3), 4-trifluoromethyl-3-pyridinecarboxamide (Compound No. 3)
4), N-thiocarbamoylmethyl-4-trifluoromethyl-3-pyridinecarboxamide, N-ethoxymethyl-4-trifluoromethyl-3-pyridinecarboxamide, N-isopropylaminomethyl-4-trifluoromethyl-3- Pyridinecarboxamide, N-cyanomethyl-N, N-bis (4-trifluoromethylnicotinoyl) amine, N-acetyl-N-cyanomethyl-4
-Trifluoromethyl-3-pyridinecarboxamide,
N-cyanomethyl-N-methyl-4-trifluoromethylpyridine-3-carboxamide, O-methyl N-
(4-trifluoromethylnicotinoyl) thiocarbamate, N-methyl-4-trifluoromethylpyridine-
3-carboxamide, N- (N ', N'-dimethylaminomethyl) -4-trifluoromethylpyridine-3-carboxamide, N- (1-piperidylmethyl) -4-trifluoromethylpyridine-3-carboxamide, N −
Cyanomethyl N- (4-trifluoromethylnicotinoyl) aminomethylpivalate, O, S-dimethyl N
-(4-trifluoromethylnicotinoyl) iminoformate, N-hydroxymethyl-4-trifluoromethyl-3-pyridinecarboxamide, N-acetyl-4-
The compound of the above-mentioned (1), which is at least one selected from the group consisting of trifluoromethyl-3-pyridinecarboxamide and methyl N- (4-trifluoromethylnicotinoyl) carbamate or a 1-oxide thereof, or a salt thereof.

(12) When the compound of the formula (I) is N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide, N-ethyl-4-trifluoromethyl-3-
Pyridinecarboxamide, 4-trifluoromethyl-3
-Pyridinecarboxamide The compound of the above-mentioned (1), which is at least one selected from the group consisting of 1-oxide and 4-trifluoromethyl-3-pyridinecarboxamide, or a salt thereof.

(13) When the compound of the formula (I) is N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide and / or 4-trifluoromethyl-3-
The compound of the above-mentioned (1), which is pyridinecarboxamide, or a salt thereof.

(14) The compound of the above-mentioned (1), wherein the compound of the formula (I) is N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide, or a salt thereof.

(15) The compound of the above-mentioned (1), wherein the compound of the formula (I) is 4-trifluoromethyl-3-pyridinecarboxamide, or a salt thereof.

(16) The compound of the above-mentioned (1) or a salt thereof, wherein Q is an optionally substituted heterocyclic group.

(17) The compound of the above-mentioned (16), wherein the heterocyclic group is a 5- to 7-membered monocyclic group containing 2 to 3 heteroatoms selected from a nitrogen atom, an oxygen atom and a sulfur atom. Its salt.

(18) The compound of the above-mentioned (16), wherein the heterocyclic group is a 5-membered monocyclic group containing 2 to 3 heteroatoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, or a salt thereof. .

(19) The compound of the above-mentioned (18), wherein the 5-membered monocyclic group is a pyrazolyl group, an oxazolyl group, a thiazolyl group, an oxadiazolyl group, a thiadiazolyl group or a triazolyl group, or a salt thereof.

(20) The compound of the above-mentioned (16), wherein the heterocyclic group moiety is a 6-membered monocyclic group containing 2 to 3 heteroatoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, or a salt thereof. .

(21) When the 6-membered monocyclic group is

Embedded image Wherein R ¹⁶ is an alkyl group.
Or a salt thereof.

(22) The compound of the above-mentioned (21), wherein R ¹⁶ is a methyl group or an isopropyl group, or a salt thereof.

In the present invention, other pesticides combined with the compound of the formula (I) or a salt thereof include insecticides; fungicides; microbial pesticides such as BT agents, insect pathogenic virus agents and the like. However, it is desirable to use an insecticide and / or a fungicide, more preferably an insecticide. Preferred compounds as insecticides that can be used as the active ingredient of the pest control composition of the present invention are listed below.

(A) Organophosphorus Compound (A-1) Profenofos (A-2) Dichlorvos (A-3) Fenamiphos (A-4) Fenitrothion (A-4) Fenitrothion
n) (A-5) EPN (A-6) diazinon (A-7) chloropyrififo (Chlorpyrifo)
s) (A-8) Acephate (A-9) Prothiofos (A-10) Phosthiazate (F-10)
e) (A-11) Cadusafos (A-12) Disulfoton (A-13) Isoxathion (A-14) Isofenphos (A-15) Ethion (I) (A-16) Etrimfos (A-17) Quinarphos (A-18) Dimethylvinphos (Dimethylvis)
nphos) (A-19) Dimethoate (A-20) Sulprofos (A-21) Thiometon (A-22) Vamidothion (A-23) Pyraclofos (Pyraclofos-A) 24) Pyridafention (Pyridaphe)
nthion) (A-25) Pirimiphos methyl (Pirimiphos)
-Methyll) (A-26) Propaphos (A-27) Phosalone (A-28) Formothion (A-29) Malathion (A-30) Tetrachlorbinphos (Tetrachl)
ovinphos) (A-31) Chlorfenvinphos (Chlorfen)
Vinphos) (A-32) Cyanophos (A-33) Trichlorfon (Trichlorfo)
n) (A-34) methidathion (Methidatio)
n) (A-35) Phenthoate (A-36) Dimethylethylsulfyl isopropylthiophosphate (generic name: ESP) (A-37) Azinphos-methyl (Azinphos-m)
(Ethyl) (A-38) Fention (A-39) Heptenophos (A-40) Methamidphos (Methamidpho)
s) (A-41) Parathion (Paration)

(B) Carbamate Compound (B-1) Carbaryl (B-2) Propoxur (B-3) Aldicarb (B-4) Carbofuran (B-5) Thiodicarb (B-6) Methomyl (B-7) Oxamyl (Oxamyl) (B-8) Ethiophencarb (Ethiofenca)
rb) (B-9) Pirimicarb (B-10) Fenobucarb (B-11) Carbosulfan (Carbosulfa)
n) (B-12) Benfuracarb
b) (B-13) Bendiocarb (Bendiocar)
b) (B-14) Furatiothiocarb (Furathioca)
b) (B-15) Isoprocarb (B-16) Metolcarb (B-17) Xylylcarb (B-18) 3,5-xylylmethylcarbamate (generic name: XMC)

(C) Pyrethroid Compound (C-1) Fenvalerate
e) (C-2) Permethrin (C-3) Cypermethrin (Cypermethrin)
n) (C-4) Deltamethrin
n) (C-5) Cyhalothrin (C-6) Tefluthrin (C-7) Etofenprox (Ethofenpr)
ox) (C-8) Cyfluthrin (C-9) Fenpropatrin
rin) (C-10) Flucitrinate (Flucythrin)
ate) (C-11) Fluvalinat
e) (C-12) Cycloprothrin
rin) (C-13) Lambda-cyhalothrin (Lambda-C)
yhalothrin) (C-14) Pyrethrins (C-15) esfenvalerate (esfenval)
erate) (C-16) Tetramethrin
n) (C-17) Resmethrin (C-18) Protrifenbut (Protrifen)
bute) (C-19) Bifenthrin (C-20) S-cyano (3-phenoxyphenyl) methyl (±) cis / trans 3- (2,2-dichloroethenyl) -2,2 dimethylcyclopropane carboxy Rate (S-Cyano (3-phenoxyphenyl) methyl (±) cis / trans dime
thylcyclopropanecarboxylate)

(D) Neonicotinoid compounds (D-1) Imidacloprid
d) (D-2) Nitenpyram (D-3) Acetamiprid (D-4) Thiacloprid (D-5) Thiamethoxam
m) (D-6) Clothianidi
n) (D-7) Dinotefuran (D-8) 1- (6-chloro-3-pyridylmethyl)-
2- (1-nitro-2-allylthioethylidene) imidazolidine (European publication No. 433784)

(E) Benzoylurea Compound (E-1) Diflubenzuron
on) (E-2) Chlorfluazuron (Chlorfluaz)
uron) (E-3) Teflubenzuron
on) (E-4) Flufenoxuron
on) (E-5) Triflumuron (E-6) Hexaflumuron
n) (E-7) Lufenuron (E-8) Novaluron These compounds act as IGR agents (insect growth regulators).

(F) Nereistoxin derivative (F-1) Cartap (F-2) Thiocyclam

(G) Hydrazine compound (G-1) Tebufenozid
e) (G-2) Chromafenozide
Ide) (G-3) Methoxyfenozide
(G-4) N'-t-butyl-N'-3,5-dimethylbenzoyl-N-4,5,6,7-tetrahydrobenzo [b] thiophen-2-carbohydrazide (European publication No. 483647) (G-5) N'-t-butyl-N'-3,5-dimethylbenzoyl-N-5,6-dihydro-4H-cyclopenta [b] thiophen-2-carbohydrazide (Europe Publication No. 483647) ) (G-6) Halofenizide
e) These compounds act as IGR agents (insect growth regulators).

(H) Juvenile hormone-like compound (H-1) Methoprene (H-2) Pyriproxyfen
en) (H-3) Fenoxycarb These benzoylurea compounds act as IGR agents (insect growth regulators).

(I) Antibiotics (I-1) Spinosad (I-2) Emamethine Benzoate (Emamecti)
n-benzoate (I-3) Avermectin (A-4) (I-4) Milbemycin

(J) Pyrrole Compounds (J-1) Chlorfenapyr
r)

(K) Thiadiazine-based compound (K-1) Buprofezin This compound acts as an IGR agent (insect growth regulator).

(L) Silane-based compound (L-1) Silafluofen
n)

(M) Organochlorinated Compounds (M-1) Dicofol (M-2) Tetradifon (M-3) Endosulfan (Endosulfa)
n)

(N) Pyrazole Compound (N-1) Fenpyroximate
mate) (N-2) Fipronil (N-3) Tebufenpyrad
d) (N-4) Ethiprole (N-5) Tolfenpyra
d) (N-6) acetopyrrole

(O) Organotin Compound (O-1) Fenbutatin Oxide
Oxide)

Other pesticides that can be used as pest control agents include, for example, dinitro compounds, organic sulfur compounds, urea compounds, triazine compounds, hydrazone compounds; and IGR agents such as cyromazine (Cyromazine). Insect growth regulator); Hexythiazox, Etoxazole (Eto)
IGR agents for mites, such as xazole); and Pyridaben, Amitraz (Amitr)
az), Chlordimeform
m), Triazamate, Pymetrozine, Pyrimidifen, Indoxacarb (In)
doxacarb), acequinosyl (Acequino)
cyl), 1,3-dichloropropene (1,3-dic
hlolopropene), Full Acrypirim (Fl
uacrypyrim), spirodiclofen (Spi)
rodiclofen), bifenazate (Bifen)
azate) and Bacillus th
uringienses or the crystalline protein toxin produced by them.

[0071] Among the above insecticides, it is more preferable to use an IGR agent. Examples of the IGR agent include (E) a benzoylurea compound; (G) a hydrazine compound;
It is preferable to use (H) a juvenile hormone-like compound; (K) a thiadiazine-based compound and at least one selected from the group consisting of hexthiazox, ethoxazole and cyromazine.

A compound of the formula (I) or a salt thereof, and IGR
Among the pest controlling compositions of the present invention which comprise an active ingredient and an active ingredient, a pest controlling composition comprising a compound of the formula (I) or a salt thereof and a benzoylurea compound as active ingredients is particularly excellent. Pest control effect. Benzoylurea compounds include (E-1) to (E-8)
It is desirable to use at least one of the compounds listed in the above, but it is more desirable to use at least one compound selected from the group consisting of diflubenzufuron, chlorfluazuron, teflubenzuron, and flufenoxuron. Most preferably, chlorfluazuron and / or flufenoxuron are used.

In addition, some of the more desirable forms of insecticides which can be used as an active ingredient of the pest controlling composition of the present invention are described below. (1) The insecticide is (A) an organophosphorus compound, (B) a carbamate compound, (C) a pyrethroid compound, (D) a neonicotinoid compound, (E) a benzoylurea compound, (F) neraisu Toxin derivatives, (G) hydrazine compounds, (H) juvenile hormone-like compounds, (I) antibiotics, (J) pyrrole compounds, (K) thiadiazine compounds, (L) silane compounds,
(M) organic chlorine compounds, (N) pyrazole compounds and
(O) at least one compound selected from the group consisting of organotin compounds. (2) the insecticide is (A) an organophosphorus compound, (B) a carbamate compound, (C) a pyrethroid compound, (D) a neonicotinoid compound, (E) a benzoylurea compound, (F) neraisu Toxin derivatives, (G) hydrazine compounds, (H) juvenile hormone-like compounds, (I) antibiotics, (J) pyrrole compounds, (K) thiadiazine compounds, (L) silane compounds, and (M) organic The compound of (1), which is at least one selected from the group consisting of chlorine compounds. (3) The insecticide is dichlorvos, diazinon, chlorpyrifos, acephate, phosthiazate, isoxathion, methidathion, ESP, mesomil, ethiophencarb, pirimicarb, phenoxycarb, fenvalerate, cypermethrin, deltamethrin, cyhalothrin, etofenbroxate, fulvalinate, fulvalinate. At least one selected from the group consisting of diflubenzuron, chlorfluazuron, teflubenzuron, flufenoxuron, cartap, tebufenozide, pyriproxyfen, spinosad, emametine benzoate, chlorfenapyr, buprofezin and silafluofen (2) Compound.

Next, desirable compounds as fungicides which can be used as an active ingredient of the pest controlling composition of the present invention are listed below. (P) Organophosphorus compound (P-1) Fosetyl aluminum (Fosetyl-A)
l) (P-2) Tolcofos-Me
(P-3) Aluminum ethyl hydrogen phosphonate (P-4) Iprobenfos (P-5) Edifenphos (Edifenphos)
(I)) (P-6) Phosphocarb

(Q) Antibiotic (Q-1) Validamycin A (generic name: validamycin) (Q-2) Kasugamycin hydrochloride (generic name: kasugamycin)

(R) Organochlorinated Compound (R-1) Fthalide (R-2) Chlorothalon
il) (R-3) Quintozene (R-4) Diclomezine

(S) Benzanilide compound (S-1) Flutolanil (S-2) Mepronil (S-3) Zoxamide (Zoxamide)

(T) Fused Heterocyclic Compound Containing Nitrogen and Sulfur Atoms (T-1) Tricyclazole
e) (T-2) Probenazole (Pro.benazol)
e)

(U) Organotin Compound (U-1) Fentin Hydroxide (Fentin H)
hydroxide) (U-2) Fentin Acetate (Fentin Ac)
etate)

Other active ingredients of fungicides that can be used as other pesticides include, for example, mepanipyrim (Mepanipyrim) and pyrimesanil (Pyri).
methanil), cyprodinil (Cyprodin)
pyrimidinamine compounds such as il);

Triadimefo (Triadimefo)
n), Bitertanol, Triflumizole, Etaconazole, Propiconazole, Penconazole (P)
Enconazole, Flusilazole (Flusi)
lazole), microbutanil (Myclobut)
anil), cyproconazole (Cyproconaz)
ole), terbuconazole (Terbuconazo)
le), Hexaconazole
e), Furconazole
-Cis), Prochloraz,
Azole compounds such as metconazole, epoxyconazole, epoxiconazole, tetraconazole, oxpoconazole, sipconazole, and the like;

Quinomethionate (Quinomethi)
quinoxaline-based compounds such as onate);

Maneb, Zineb (Zin)
eb), Manzezeb, Polycarbamate, Propineb (P
dithiocarbamate-based compounds such as ropineb);

Benomyl, Thiophanate-Methyl
l), imidazole-based compounds such as Carbendazim, cyazofamid;

A pyridinamine compound such as Fluazinam;

A cyanoacetamide compound such as Cymoxanil;

Metalaxyl, oxadixyl, off-race (Of
urace), Benalaxyl,
Phenylamide compounds such as Furalaxyl and Cyprofuram;

Dichlofluanid (Dichloflua)
sulfenic acid-based compounds such as nid);

Cuprichydrox
ide), copper-based compounds such as organic copper (Oxine Copper);

Hydroxoxazole (Hydrox)
isoxazole-based compounds such as yisoxazole);

Captan, Captafol, Folpe (Folpe)
N-halogenothioalkyl-based compounds such as t); Procymidone, Iprodione, Vinclozolin (Vincl)
dicarboximide compounds such as ozolin);

Piperazine compounds such as Triforine;

[0093] Pyrifenox
A pyridine compound such as

Carbinol compounds such as fenarimol and flutriafol;

Fenpropidin (Fenpropidin)
piperidine compounds such as ine);

Fenpropimorph
morpholine-based compounds such as

[0097] Pencycuron
Urea compounds such as;

Dimethomorph (Dimethomorph)
h) a cinamic acid-based compound;

Dietofencarb (Diethofen)
phenylcarbamate-based compounds such as carb);

Fludioxonil
l) cyanopyrrole-based compounds such as fenpiclonil;

Azoxystrobin (Azoxystrobin)
bin), kresoxim-M
etyl), Metominophen
n), Trifloxystrobin (Trifloxyst)
robin), picoxystrobin (Picoxyst)
robin); oxazolidinone compounds such as famoxadone; ethaboxam
Thiazolecarboxamide compounds such as

Silthiopham (Silthiopham)
m); aminoacid amide carbamate compounds such as Iprovalicarb; phenamidone (Fena)
Imidazolidine-based compound such as midone); Hydroxyanilide-based compound such as fenhexamide: Flusulfamide (Plus)
benzenesulfonamide-based compounds such as ulfamid);

Atraquinone compound; Crotonic acid compound; Isoprothiolane
e), pyroquilon, quinoxyfen, propamocarb hydrochloride
e), Spiroxamine, Chlorpicrin, Dazomet, Carbam sodium salt (Meta)
m-sodium).

Some of the more desirable forms of fungicides that can be used as an active ingredient of the pest control composition of the present invention are described below. (1) The fungicide is (P) an organic phosphorus compound, (Q) an antibiotic,
(R) organic chlorine compound, (S) benzanilide compound,
At least one compound selected from the group consisting of (T) a fused heterocyclic compound containing a nitrogen atom and a sulfur atom, and (U) an organotin compound. (2) The compound according to (1), wherein the fungicide is at least one selected from the group consisting of validamycin, kasugamycin, fusalide, diclomedin, flutolanil, tricyclazole and propenazole.

In the present invention, the mixing ratio of at least one compound represented by the formula (I) or a salt thereof to the active ingredient of another pesticide is 1: 100 to 100:
1, preferably 1:50 to 50: 1. The pest control composition of the present invention, as in the case of conventional pesticide formulations,
It can be formulated into various forms such as emulsions, powders, granules, wettable powders, wettable powders, suspensions, liquids, aerosols, pastes and the like together with the pesticide auxiliary. These compounding ratios are usually 0.001-99 parts by weight of the active ingredient, preferably 0.0
For 1 to 95 parts by weight, more preferably 0.01 to 80 parts by weight, 1 to 99.999 parts by weight, preferably 5 to 99.99 parts by weight, more preferably 20 to 9 parts by weight of the pesticide auxiliary.
9.99 parts by weight. In actual use of these preparations, they can be used as they are or diluted to a predetermined concentration with a diluent such as water.

The agricultural chemical adjuvants include carriers, emulsifiers, suspending agents, dispersing agents, spreading agents, penetrants, wetting agents, thickeners, defoamers, stabilizers, antifreezing agents and the like. It may be added as needed. The carrier is divided into a solid carrier and a liquid carrier, and as the solid carrier, starch, activated carbon, soybean flour, wheat flour, wood flour, fish flour, animal and plant powders such as milk powder, talc, kaolin, bentonite, calcium carbonate, zeolite, Diatomaceous earth, white carbon, clay,
Mineral powders such as alumina, sulfur powder, anhydrous sodium sulfate, etc., and liquid carriers include water, alcohols such as methyl alcohol and ethylene glycol, ketones such as acetone, methyl ethyl ketone and N-methyl-2-pyrrolidone. , Dioxane, tetrahydrofuran and other ethers, kerosene, kerosene and other aliphatic hydrocarbons, xylene, trimethylbenzene, tetramethylbenzene, cyclohexane, solvent naphtha and other aromatic hydrocarbons, chloroform, chlorobenzene and other halogenated hydrocarbons , Acid amides such as dimethylformamide, esters such as ethyl acetate and glycerin ester of fatty acid, nitriles such as acetonitrile, sulfur-containing compounds such as dimethyl sulfoxide, soybean oil, corn oil What vegetable oils and the like.

The pest control composition of the present invention may be formulated as a mixture of the respective active ingredients, or may be prepared as a mixture of the respective active ingredients in advance. INDUSTRIAL APPLICABILITY The pest control composition of the present invention has an effect of controlling various harmful animals such as insects and mites, nematodes and soil pests, which are harmful to agricultural and horticultural activities, and various diseases. That is, the pest control composition of the present invention is an insecticide, acaricide, nematicide,
It is useful as a pesticide such as a soil pesticide and a fungicide. Specifically, plant-parasitic mites such as spider mites, spider mites, mandarin spider mites, spider mites; aphids such as peach aphids and cotton aphids; , Colorado potato beetle, Uri beetle, Ball Weeville,
Planthoppers, leafhoppers, scale insects, stink bugs,
Whiteflies, thrips, grasshoppers, flies,
Agricultural pests such as scarab beetles, Tamana-yaga, Kaburaya-ga and ants; sanitary pests such as cockroaches and house flies;
It is effective against arthropods such as house moths, insects such as locust beetles, bark beetles, termites, etc .; It is also effective against plant parasitic nematodes, such as ginseng nematodes, rice singing nematodes, strawberry nematodes and pine wood nematodes. It is also effective against soil pests. As the soil pests mentioned here, slugs,
Gastropods such as snails; In addition, the composition of the present invention is also effective against organophosphates, carbamates, and synthetic pyrethroid-resistant pests. Furthermore, since the composition of the present invention has excellent systemic translocation, by treating the composition of the present invention on soil, soil harmful insects, plant parasitic mites, nematodes, gastropods, At the same time as controlling isopods, pests in the foliage can be controlled.

The pest control composition of the present invention can be applied by treating the compound of the formula (I) or a salt thereof generally with 1 to 100,00.
0 ppm, preferably 1 to 50,000 ppm, more preferably 10 to 20,000 ppm, and the active ingredient of the other pesticides is generally 1 to 100,000 ppm, preferably 1 to 50,000 ppm, more preferably 10 to 20 ppm. ,
Performed at a concentration of each active ingredient of 000 ppm. The concentration of these active ingredients may deviate from these ranges depending on the form of the preparation, the method of application, the purpose, the time, the place and the occurrence of pests. For example, in the case of aquatic pests, even if a chemical solution having the above concentration range is sprayed on the place of occurrence, it can be controlled. The application rate per unit area is, per ha, the compound of the formula (I) or a salt thereof is about 1 to 50,000 as an active ingredient compound.
0 g, preferably 10 to 10,000 g, and about 1 to 50,000 g, preferably 10 to 10,000 g of an active ingredient of another pesticide are used. However, it is also possible in special cases to deviate from these ranges. In addition, the application is carried out by a method generally used, that is, spraying (for example, spraying, spraying, misting, atomizing, granulation, water surface application, etc.), soil application (mixing,
Irrigation, etc.), surface application (application, dressing, coating, etc.), immersion poison bait and the like. Further, the livestock is fed with the active ingredient mixed with feed, and pests in its excrement,
In particular, it is also possible to control the development and growth of harmful insects.
In addition, a so-called ultra low volume method (ultra low vol.)
ume). In this method, it is possible to contain 100% of the active ingredient.

[0109]

[Examples] Formulation examples of the pest control composition of the present invention will be described. However, the types, blending ratios, dosage forms, etc. of the active ingredient compound and the pesticide auxiliary are not limited to the described examples.

Formulation Example 1 (a) 20 parts by weight of compound No. 1 (b) 10 parts by weight of compound D-3 (c) 42 parts by weight of kaolin (d) 8 parts by weight of sodium ligninsulfonate (e) 20 parts by weight of white carbon Parts The above should be uniformly used as a wettable powder.

Formulation Example 2 (a) Compound No. 1 3 parts by weight (b) Compound L-1 1.5 parts by weight (c) Talc 95.5 parts by weight The above components are uniformly mixed to prepare a powder.

Formulation Example 3 (a) Compound No. 1 10 parts by weight (b) Compound B-8 50 parts by weight (c) N-methyl-2-pyrrolidone 10 parts by weight (d) Polyoxyethylene alkylphenyl ether 10 parts by weight Part (e) Xylene 20 parts by weight The above components are uniformly mixed and dissolved to form an emulsion.

Formulation Example 4 (a) 83 parts by weight of kaolin (b) 2 parts by weight of sodium ligninsulfonate (c) 5 parts by weight of polyoxyethylene alkylaryl sulfate (d) 10 parts by weight of finely divided silica A mixture of the above components and , Compound No. 1 and Compound D-3
And 7: 2: 1 by weight to obtain a wettable powder.

Formulation Example 5 (a) Compound No. 1 20 parts by weight (b) Compound E-2 10 parts by weight (c) Oxylated polyalkylphenol phosphate-triethanolamine 2 parts by weight (d) Silicone 0.2 parts by weight (E) Xanthan gum 0.1 part by weight (f) Ethylene glycol 5 parts by weight (g) Water 62.7 parts by weight The above components are uniformly mixed and pulverized to obtain an aqueous suspension.

Formulation Example 6 (a) 25 parts by weight of compound No. 1 (b) 50 parts by weight of compound B-9 (c) 13.5 parts by weight of sodium polycarboxylate (d) 10 parts by weight of anhydrous sodium sulfate (e) Dextrin 0.5 parts by weight (f) Sodium alkylsulfonate 1 part by weight Put each of the above components into a high-speed mixing fine granulator, and further add
0% water is added, and the mixture is granulated and dried to obtain a wettable powder for granules.

Formulation Example 7 (a) 5 parts by weight of compound No. 1 (b) 5 parts by weight of compound A-8 (c) 33 parts by weight of bentonite (d) 52 parts by weight of kaolin (e) 5 parts by weight of sodium ligninsulfonate An appropriate amount of water required for granulation is added to each of the above components, mixed and granulated to obtain granules.

Formulation Example 8 (a) Compound No. 1 2 parts by weight (b) Compound C-3 0.5 part by weight (c) N-methyl-2-pyrrolidone 2.5 parts by weight (d) Soybean oil 0 parts by weight or more uniformly mixed and dissolved to disperse a small amount (ult
ra low volume formula
n).

Formulation Example 9 (a) 10 parts by weight of compound No. 1 (b) 10 parts by weight of compound A-34 (c) 5 parts by weight of N-methyl-2-pyrrolidone (d) polyoxyethylene alkylaryl (aryl) Ether 10 parts by weight (e) Xylene 65 parts by weight The above components are uniformly mixed to form an emulsion.

Formulation Example 10 (a) 10 parts by weight of compound No. 1 (b) 10 parts by weight of compound G-1 (c) 67 parts by weight of corn oil (d) 12 parts by weight of polyoxyethylene hydrogenated castor oil (e) organic 1 part by weight of bentonite is uniformly mixed and pulverized to obtain a suspending agent.

Formulation Example 11 (A) 3 parts by weight of compound No. 1 (B) 2 parts by weight of compound S-1 (C) 95 parts by weight of talc The above components are uniformly mixed to prepare a powder.

Formulation Example 12 (a) 3 parts by weight of compound No. 1 (b) 1 part by weight of compound T-1 (c) 96 parts by weight of clay The above ingredients are uniformly mixed to prepare a powder.

Formulation Example 13 (A) 3 parts by weight of compound No. 1 (B) 0.5 parts by weight of compound L-1 (C) 96.5 parts by weight of talc The above ingredients are uniformly mixed to prepare a powder.

Formulation Example 14 (a) 3 parts by weight of compound No. 1 (b) 2 parts by weight of compound R-1 (c) 95 parts by weight of clay The above ingredients are uniformly mixed to prepare a powder.

Formulation Example 15 (a) Compound No. 1 3 parts by weight (b) Compound Q-1 0.3 parts by weight (c) Talc 96.7 parts by weight The above components are uniformly mixed to prepare a powder.

Test Example 1 Insecticidal activity of Thrips palmi Karny
Fruit test (1) A chemical diluted to a predetermined concentration was sprayed onto a 10- to 12-leaf-potted eggplant infested with Thrips palmi KARNY so as to be sufficiently wet, and then moved into a greenhouse. Before the treatment and 3 days after the treatment, the number of parasites was investigated, and then the control value was calculated by the following formula. This test was performed in a two-part system. Control value = 100 − ((Ta × Cb) / (Tb × Ca) × 100) Ta: Number of parasites after treatment in treated plot Tb: Number of parasites before treatment in treated plot Ca: After treatment in untreated plot The number of parasites Cb: The number of parasites before treatment in the untreated plots The theoretical value (%) of the control value by the following Colby's formula
Can be calculated. When the control value (%) is higher than the theoretical value (%) according to Colby's formula, the pest control composition of the present invention has a synergistic effect with respect to pest control. The theoretical value (%) according to Colby's equation in such a case is also shown in parentheses in Table 1. Theoretical value (%) = 100− (X × Y) / 100 X: 100− [Compound No. Controlling value when only 1 is treated] Y: 100- [Controlling value when only flufenoxuron is treated]

[0126]

[Table 1]

Test Example 2 Insecticidal activity of Thrips palmi Karny
Fruit test (2) A spray solution diluted to a predetermined concentration was sprayed onto potted eggplants at the 10-12 leaf stage infested with Thrips palmi Karny, which were parasitized, and then moved into a greenhouse. Before the treatment and 7 days after the treatment, the number of parasites was examined, and the control value was calculated in the same manner as in Test Example 1, and the results are shown in Table 2. This test was performed in a two-part system. Further, the theoretical value (%) of the control value can be calculated by the following Colby's formula. When the control value (%) is higher than the theoretical value (%) according to Colby's formula, the pest control composition of the present invention has a synergistic effect with respect to pest control. The theoretical value (%) according to Colby's equation in such a case is also shown in parentheses in Table 2. Theoretical value (%) = 100− (X × Y) / 100 X: 100− [Compound No. Controlling value when only 1 is treated] Y: 100- [Controlling value when only chlorfluazuron is treated]

[0128]

[Table 2]

Test Example 3 Insecticidal effect of Thrips palmi Karny
A test solution diluted to a predetermined concentration was sprayed onto a pot plant eggplant at the 10-12 leaf stage infested with the fruit test Citrus thrips infested with a spray gun so as to be sufficiently wet, and then moved into a greenhouse. The number of parasites was examined before and two days after the treatment, and the control value was calculated in the same manner as in Test Example 1, and the results are shown in Table 3. This test was performed in a two-part system. The theoretical value (%) calculated by Colby's formula in the same manner as in Test Example 1 is also shown in parentheses in Table 3.

[0130]

[Table 3]

Test Example 4 Insecticidal activity of Thrips palmi Karny
Fruit test (in a greenhouse test) In eggplants at the 6 to 8 leaf stage when Thrips palmi were born,
Chemical solution diluted to a predetermined concentration with a shoulder sprayer per 10 ares
100 liters were sprayed. Before treatment and 12 days after treatment, the number of parasites was investigated, and the control value was calculated in the same manner as in Test Example 1.
The results are shown in Table 4. This test was conducted in a double-train system with 5 strains per ward. The theoretical values (%) according to Colby's formula calculated in the same manner as in Test Example 2 are also shown in parentheses in Table 4.

[0132]

[Table 4]

[0133]

Industrial Applicability The pest controlling composition of the present invention has a stable and high pest controlling effect, and can be used to control pests.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A01N 47/12 A01N 47/12 B 101 101 47/34 47/34 C 47/40 47/40 Z 55 / 00 55/00 D 57/18 57/18 B

Claims (8)

[Claims] (1) Formula (I):Wherein Y is a haloalkyl group and m is 0 or 1.
Yes, Q is(X is an oxygen atom or a sulfur atom;¹And R^TwoIs
Each independently a hydrogen atom, an optionally substituted alkyl
Group, an optionally substituted alkenyl group, an optionally substituted
Alkynyl group, optionally substituted cycloalkyl group, -C
(W¹) R^ThreeGroup, -OR^FourGroup, -S (O)_nR^FiveGroup, -NHR⁶Group,, -C (R⁸) = NO-R⁹Group or may be substituted
An aryl group or R¹And R^TwoAre together
T = C (R^Ten) R¹¹A group or an adjacent nitrogen atom
C4 to C4, both of which may contain a nitrogen atom or an oxygen atom
5 may form a 5- or 6-membered heterocyclic group;^ThreeIs
Optionally substituted alkyl group, optionally substituted alk
Nil group, alkynyl group which may be substituted,
A good cycloalkyl group, an optionally substituted aryl group,
Alkoxy, alkylthio or mono or dia
A alkylamino group;^FourIs a hydrogen atom, even if it is substituted
A good alkyl group, an optionally substituted alkenyl group,
Alkynyl group, cycloalkyl which may be substituted
Alkyl group, optionally substituted aryl group, optionally substituted
Good heterocyclic group or -COR^ThreeAnd R is^FiveIs alkyl
Or a dialkylamino group, R⁶Is an alkyl group
Or an aryl group, and Z is N or -CR.⁷Based on
Yes, R⁷Is a hydrogen atom, a halogen atom, may be substituted
Alkyl group, alkoxy group, alkylthio group or
A toro group, R⁸And R⁹Each independently hydrogen Hara
, An optionally substituted alkyl group, an optionally substituted
Alkenyl group, optionally substituted alkynyl group, substituted
An aryl group or an optionally substituted heterocyclic group
Yes, R^TenAnd R¹¹Are each independently a hydrogen atom,
Alkyl group which may be substituted, alkenyl which may be substituted
Group, an optionally substituted heterocyclic group, -N- (R¹²) R
¹³Group, an optionally substituted alkoxy group, an optionally substituted
An alkylthio group, R¹²And R¹³Are each
Independently a hydrogen atom, an optionally substituted alkyl group,
Optionally substituted alkenyl group, optionally substituted alkynyl
Group, an optionally substituted aryl group or an optionally substituted
A heterocyclic group, W ¹Is an oxygen or sulfur atom
And n is 1 or 2) or an optionally substituted
A pyridine compound represented by the formula
At least one salt and at least other pesticides
Containing at least one as an active ingredient
Pest control composition. 2. The pyridine compound represented by the formula (I)
IsWherein X is an oxygen atom or a sulfur atom;¹And
And R^TwoAre each independently a hydrogen atom or an optionally substituted
Alkyl group, alkenyl group which may be substituted,
Alkynyl group, cycloalkyl which may be substituted
Group, -C (W¹) R^ThreeGroup, -S (O)_nR^FiveGroup or -NHR⁶Based on
Is or R¹And R^TwoIs together = C
(R^Ten) R¹¹Group or with an adjacent nitrogen atom
5 having 4 to 5 carbon atoms which may contain a nitrogen atom or an oxygen atom
Or a 6-membered heterocyclic group; ^ThreeIs replaced
Alkyl group which may be substituted, alkenyl which may be substituted
Group, optionally substituted alkynyl group, optionally substituted
A cycloalkyl group, an optionally substituted aryl group,
Coxy group, alkylthio group or mono or dialky
Ramino^FiveIs an alkyl group or dialkyl
An amino group;⁶Is an alkyl or aryl group
Yes, R^TenAnd R¹¹Are each independently an alkoxy group or
Or an alkylthio group;¹Is an oxygen atom or sulfur
And n is 1 or 2).
A composition for controlling pests. 3. The composition for controlling pests according to claim 1, wherein the other pesticides are insecticides and / or fungicides. 4. The pest controlling composition according to claim 3, wherein the other pest controlling agent is an insecticide. 5. The method according to claim 1, wherein the insecticide is dichlorvos, diazinon, chlorpyrifos, acephate, phosthiazate, isoxathion, methidathion, ESP, mesomil, ethiophencarb, pirimicarb, phenoxycarb, fenvalerate, cypermethrin, deltamethrin, cyhalothrin, etofenblocks, flufen block. A claim comprising at least one selected from the group consisting of acetamiprid, diflubenzuron, chlorfluazuron, teflubenzuron, flufenoxuron, cartap, tebufenozide, pyriproxyfen, spinosad, emametine benzoate, chlorfenapyr, buprofezin and silafluofen. 4. The composition for controlling pests according to 4. 6. The pest controlling composition according to claim 5, wherein the insecticide is an IGR agent. 7. The pest controlling composition according to claim 6, wherein the IGR agent is a benzoylurea compound. 8. The pest controlling composition according to claim 7, wherein the benzoylurea compound is chlorfluazuron and / or flufenoxuron.