JP2845499B2 - Agricultural and horticultural insecticidal composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION (a) Industrial application field The present invention provides an excellent product comprising a combination of an α-unsaturated amino compound of the formula (1) and an organic phosphate of the formula (2). The present invention relates to a novel agricultural and horticultural insecticide having an insecticidal action.

(B) Conventional technology Conventionally, various chemicals such as organophosphorus, carbamate, pyrethroids and the like have been developed as agricultural and horticultural insecticides and used as single agents and mixed agents. However, conventional insecticides lack the balance of insecticidal spectrum, insecticidal activity at each stage of development of the insect pest, fast-acting, residual-effect, systemic migration, etc. Alternatively, due to problems such as safety against useful insects and natural enemies, and phytotoxicity to crops, the use scene, the number of times of use and the like are limited, so that it cannot be said that satisfactory insecticidal effects are necessarily obtained. In particular,
Pests that have recently become less sensitive to various chemicals, such as leafhoppers and planthoppers that are resistant to organophosphates and carbamates in the rice field of Japan, spider mites, aphids, and fruits and vegetables of various horticultural crops Thrips on Thrips, Brassica vulgaris,
With the emergence of cotton ball worms and the like, establishment of a technique for controlling these pests is strongly demanded.

Further, in recent years, there has been a strong demand for so-called cost reduction for controlling pests, and it is necessary to achieve a high control effect with a small number of treatments and a small amount of a dropped drug. I have.

It is already known that the organophosphates of the following formula (2) used in the present invention have insecticidal activity. For example, O, O-diethyl-O- (5-phenyl-3-isoxazolyl) phosphorothioate (isoxathione), O-ethyl-2-isopropoxycarbonylphenyl-N-isopropylphosphoramidothioate (isofenphos), O, O , O ', O'-tetraethyl-S, S'-methylenediphosphorodithioate (ethion), O, O-diethyl-S-2-ethylthioethylphosphorodithioate (disulfoton, ethylthiomethone), O-6 -Ethoxy-2-ethylpyrimidin-4-yl-O, O-dimethylphosphorothioate (ethrimphos), O, O-diethyl-O-quinoxalin-2-ylphosphorothioate (quinalphos), O, O-diethyl-O-3, 5,6-trichloro-2-pyridyl phosphorothioate (chloropyrifos), 2-chloro-1- (2,4-di (Rolophenyl) vinyldimethyl phosphate (dimethylvinphos) O, O-dimethyl-S- (N-methylcarbamoylmethyl) phosphorodithioate (dimethoate), O-ethyl-O-4-methylthiophenyl-S-propyl-phosphoro Dithioate (sulfophos), O, O-diethyl-O-2-isopropyl-6-methylpyrimidin-4-yl-phosphorothioate (diazinone), O, O-dimethyl-S-ethylthioethyl phosphorodithioate (thiomethone) O, O-dimethyl-S-2- (1-methylcarbamoylethylthio) ethyl phosphorodiate (bamidothione), (RS)-(O-1- (4-chlorophenyl) -pyrazol-4-yl-O -Ethyl-Sn-propylone phosphorothioate (pyraclofos), O, O-diethyl-O- (3-oxo-2-phenyl-2
H-pyridazin-6-yl) phosphorothioate (pyridafenthion), O-2-diethylamino-6-methylpyrimidine-4
-Yl-O, O-dimethyl phosphorothioate (pirimiphosmethyl), O-2,4-dichlorophenyl-O-ethyl-S-propylphosphorodithioate (prothiophos), O, O-dipropyl-O-4-methylthiophenyl phosphate ( Propafos), O-4-bromo-2-chlorophenyl-O-ethyl-
S-propyl phosphorothioate (profenophos), 3- (O, O-diethoxythiophosphorylthiomethyl)
-6-chlorobenzoxazolone (phosalon), O, O-dimethyl-S- (N-formyl-N-methylcarbamoylmethyl) phosphorodithioate (formothione), S-1,2-bis (ethoxycarbonyl) ethyl O , O-dimethyl phosphorodithioate (malathion, marathon), 2-chloro-1- (2,4,5-trichlorophenyl) vinyl dimethyl phosphate (tetrachlorovinphos, CV
MP), 2-chloro-1- (2,4-dichlorophenyl) vinylethyl phosphate (chlorfenvinphos, CVP), O, O-dimethyl-Op-cyanophenyl phosphorothioate (cyanophos, CYAP), dimethyl-2 , 2-Dichlorovinylene phosphate (dichlorvos, DDVP), dimethyl-2,2,2-trichloro-1-hydroxyethyl phosphonate (trichlorfon, DEP), O, O-dimethyl-S- (2,3-dihydro- 5-methoxy-2-oxo-1,3,4-thiadiazol-3-ylmethyl) phosphorodithioate (methidathion, DMTP), O, O-dimethyl-O- (3-methyl-4-nitrophenyl) thiophosphate Organophosphates such as (fenitrothion) are available from The Pesticide Manual, 8th edition, 1987 The British C
rop Protection Concil).

(C) Problems to be Solved by the Invention However, the above-mentioned effects of the known insecticidal compounds cannot always be satisfied particularly when the concentration of the active compound is low. On the other hand, the present inventors have found that unsaturated amines represented by the following formula (1) are effective as insecticides, and have filed a patent application (Japanese Patent Application No. 63-192383). In examining the more effective use of these unsaturated amines, as a result of studying the combination with the above-mentioned known insecticide compounds, a cooperative and synergistic insecticidal effect that cannot be obtained by using both alone alone was obtained. And also found that it is satisfactory in terms of toxicity.

(D) Means for Solving the Problems According to the present invention, the formula (1) [In the formula, ^one of X ¹ and X ² is an electron-withdrawing group, the other is a hydrogen atom or an electron-withdrawing group, R ¹ is a group via a nitrogen atom, R ² is a hydrogen atom or a carbon, nitrogen or oxygen atom. Through the group,
n represents 0, 1 or 2, and A represents a heterocyclic group or a cyclic hydrocarbon group. However, when R ¹ is β-N-pyrrolidinoethylamino and R ² is a hydrogen atom. A is the formula (Hal represents a halogen atom). And at least one kind of α-unsaturated amines or a salt thereof represented by the formula (2): [Wherein, X ³ represents an oxygen atom or a sulfur atom, X ⁴ represents a direct bond between an oxygen atom, a sulfur atom, or a phosphorus atom in the formula and R ⁵ , R ³ represents a lower alkyl group, and R ⁴ represents a lower alkyl group. An alkoxy group,
A lower alkylthio group, a lower alkylcarbonylamide group or a phenyl group, R ⁵ is a substituted or unsubstituted alkyl group, a lower alkenyl group, a phenyl group or a heteroaryl group, respectively, or R ⁴ and R ⁵ are taken together in the formula shows the phospholine acid with the phosphorus atom and X ^4. ] It has provided the insecticide composition for agricultural and horticultural use characterized by containing at least 1 sort (s) of organophosphate represented by these.

The insecticidal activity of the insecticidal composition according to the present invention, in which the α-unsaturated amine of the formula (1) or the salt thereof is mixed with the organophosphate of the formula (2), is the sum of the effects of the individual active compounds. It is clearly larger and exhibits excellent synergistic and synergistic effects, and has excellent rapid and residual effects.

In particular, the insecticidal composition according to the present invention, by applying for the purpose of controlling pests of agricultural and horticultural crops,
For example, against alfalfa larvae, which are lepidopteran pests of cruciferous vegetables, and aphids, which are pest insects of the order Hemiptera, for example, against Thrips palmi, which is a difficult-to-control pest of fruit and vegetables,
For example, it shows a synergistic and synergistic insecticidal effect at a lower concentration than that of the single active compound alone against the planthoppers of the order Hemiptera pests (for example, brown planthoppers) and the insects of the order Lepidoptera that are important pests of rice, In addition, it shows excellent fast-acting and residual effects.

In the above formula (1), ^one of X ¹ and X ² represents an electron withdrawing group and the other represents a hydrogen atom or an electron withdrawing group. Examples of the electron withdrawing group represented by X ¹ and X ² include cyano, nitro, Alkoxycarbonyl (for example, C _1-4 alkoxy-carbonyl such as methoxycarbonyl and ethoxycarbonyl), hydroxycarbonyl, C _6-10 aryl-oxycarbonyl (for example, phenoxycarbonyl and the like), and heterocyclic oxycarbonyl (for the heterocyclic group, And the like, for example, pyridyloxycarbonyl, thienyloxycarbonyl, etc.), and may be substituted with, for example, halogen.
C _1-4 alkylsulfonyl (eg methylsulfonyl,
Trifluoromethylsulfonyl, ethylsulfonyl, etc.), aminosulfonyl, di -C _1-4 Arukokishihoriru (e.g. diethoxyphosphoryl etc.), for example optionally substituted with halogen such as C _1-4 acyl (e.g. acetyl, trichloroacetyl Acetyl, trifluoroacetyl, etc.), carbamoyl, _C1-4 alkylsulfonylthiocarbamoyl (eg, methylsulfonylthiocarbamoyl) and the like. One of X ¹ and X ^{2 is} , for example, fluorine,
Halogen atoms such as chlorine, bromine and iodine may be shown,
X ¹ and X ² are bonded together with adjacent carbons, for example And the like may be formed. formula Preferred examples of the group represented by are, for example, O ₂ NCH = and the like.

In the above formula (1), R ¹ represents a group via a nitrogen atom,
For example, the expression And the like represented by Here, R ⁶ is a hydrogen atom, alkyl (eg, C _1-6 alkyl such as methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, n-hexyl), C _6-10 aryl (eg, Phenyl, etc.), aralkyl (eg, C _7-9 aralkyl such as benzyl), heterocyclic group (eg, the following, specifically pyridyl, etc.), C _1-4 acyl (eg, formyl, acetyl,
Propionyl, etc.), C _6-10 aryl-carbonyl (eg, benzoyl), alkoxycarbonyl (eg, C _1-4 alkoxycarbonyl such as methoxycarbonyl, ethoxycarbonyl, etc.), C _6-10 aryloxycarbonyl (eg, phenoxycarbonyl, etc.), Heterocyclic oxycarbonyl (the following are used as the heterocyclic group, for example, furyloxycarbonyl and the like), C _6-10 arylsulfonyl (for example, phenylsulfonyl and the like), and alkylsulfonyl (for example, C _1-4 such as methylsulfonyl and the like) Alkylsulfonyl), dialkoxyphosphoryl (for example, di- _C1-4 alkoxyphosphoryl such as diethoxyphosphoryl),
Alkoxy (eg, C _1-4 alkoxy such as methoxy, ethoxy, etc.), hydroxy, amino, dialkylamino (eg, di-C _1-4 alkylamino such as dimethylamino, diethylamino, etc.), acylamino (eg, formylamino, acetylamino, propionylamino C _1-4 acylamino) etc., alkoxycarbonylamino (e.g. C _1-4 alkoxy such as methoxycarbonylamino - carbonylamino), alkylsulfonylamino (e.g. C _1-4 alkylsulfonylamino such as methylsulfonylamino), dialkoxy phosphorylamino (e.g. diethoxyphosphoryl di -C _1-4 alkoxy phosphoryl amino amino, etc.), C _7-9 aralkyloxy (e.g. benzyloxy, etc.), alkoxycarbonylalkyl (e.g. methoxycarbonylmethyl The C _1-4 alkoxy - indicates a carbonyl -C _1-4 alkyl) or the like, R ⁷ is a hydrogen atom, 1 to 3 substituents (e.g. hydroxy, C _1-4 alkoxy methoxy, etc., halogens such as fluorine, Di- such as dimethylamino
C _1-4 alkylamino, i- propylthio, n-C _1-4 alkylthio such as propylthio, C _1-3 acylamino, C _1-4 alkylsulfonylamino such as methylsulfonylamino, such as acetylamino, tri such as trimethylsilyl - C _1-4 alkylsilyl, for example, pyridyl or thiazolyl which may be substituted with halogen or the like (for example, C _1-4 alkyl such as ethyl or methyl), cycloalkyl (for example, cyclohexyl or the like) C _3-6 cycloalkyl) alkenyl (eg, C _2-4 alkenyl such as vinyl, allyl), cycloalkenyl (eg, C _3-6 cycloalkenyl such as cyclohexenyl) or alkynyl (eg, C _2-4 alkynyl such as ethynyl) And so on. further,
R ⁶ and R ⁷ are bonded together with the adjacent nitrogen atom, for example, Or a 5- or 6-membered cyclic amino group. Preferred examples of the group via the nitrogen atom represented by R ¹ include (for example, alkyl, aryl, aralkyl, heterocyclic group, acyl, alkoxycarbonyl, aryloxycarbonyl, heterocyclic oxy as described in R ⁶ and R ⁷ above). Carbonyl, arylsulfonyl, alkylsulfonyl, dialkoxyphosphoryl, cycloalkyl, alkenyl,
Cycloalkenyl, alkynyl or the like) which may be substituted amino (especially di -C _1-6 alkylamino, N-C _1-6 alkyl -N- formylamino such di-substituted amino, mono- -C
Mono-substituted amino such as _1-6 alkylamino, unsubstituted amino), hydrazino which may be substituted (for example, alkyl, acyl, alkoxycarbonyl, alkylsulfonyl, dialkoxyphosphoryl and the like as described in R ³ below), (such as alkyl such as described below R ^3, aralkyl and the like) is substitutable hydroxy amino optionally the like. Specifically, the expression (R ⁶ and R ⁷ have the same meanings as described above)
It is frequently used as R ^1.

R ² represents a hydrogen atom or a group via a carbon, nitrogen or oxygen atom. Examples of the group via a carbon atom represented by R ² include C _1-3 acyl (eg, formyl, acetyl, propionyl, etc.) and alkyl (eg, methyl, ethyl, n-propyl, i-propyl, n-butyl, i- Butyl, s
C _1-4 alkyl such as ec-butyl), alkenyl (eg C _2-4 alkenyl such as vinyl and allyl), cycloalkyl (eg C _3-6 cycloalkyl such as cyclopentyl and cyclohexyl), C _6-10 aryl ( Phenyl, etc.), aralkyl (for example, C _7-9 aralkyl such as benzyl), a heterocyclic group having a bond at a carbon atom (for example, the following, specifically 3- or 4-pyridyl) These groups may be substituted with 1 to 3 substituents (for example, C _1-4 alkylthio such as methylthio, ethylthio, C _1-4 alkoxy such as methoxy, ethoxy, etc., mono- or di-substituted such as methylamino, dimethylamino, etc.). -C _1-4 alkylamino, methoxycarbonyl, ethoxycarbonyl, etc.
C _1-4 alkoxy - carbonyl, methyl sulfonyl, C _1-4 alkylsulfonyl such as ethylsulfonyl, fluorine, chlorine, bromine, halogen such as iodine, C _1-4 acyl, benzoyl, phenylsulfonyl such as acetyl, pyridyl, etc.) May be provided. As the group via a nitrogen atom represented by R ² , for example, those described above for R ¹ and the like can be used. Examples of the group via an oxygen atom represented by R ² include, for example, alkoxy (for example, C _1-4 such as methoxy and ethoxy).
Alkoxy), cycloalkoxy (eg, C _3-6 cycloalkoxy such as cyclohexyloxy), alkenyloxy (eg, C _2-4 alkenyloxy such as vinyloxy, allyloxy), cycloalkenyloxy (eg, C _3-6 cycloalkyl such as cyclohexenyloxy) Cycloalkenyloxy), alkynyloxy (eg, ethynyloxy, etc.), C _6-10 aryloxy (eg, phenoxy, etc.),
Heterocyclic oxy (the following are used as the heterocyclic group, for example, thienyloxy), hydroxyl group and the like are used, and these have 1 to 3 substituents (for example, halogen such as fluorine, chlorine, bromine, phenyl and the like). ) May be included. Preferred examples of R ² are groups via a carbon, nitrogen or oxygen atom, such as formyl, (eg C _1-4 alkylthio, C _1-4 alkoxy, mono- or di-C _1-4 alkyl mentioned above. Amino, C _1-4 alkoxy-carbonyl,
C _1-4 Arukirusuhoniru, fluorine, halogens such as chlorine, acetyl, benzoyl, phenylsulfonyl, pyridyl and the like) substituted with an optionally C _1-4 alkyl (especially methyl, C _1-4 alkyl ethyl, etc., etc.), Optionally substituted amino (for example, amino which may be substituted as described in R ¹ above), (for example, C _1-4 alkyl, C _3-6 cycloalkyl, C _2-4 alkenyl, C _3-6 cycloalkenyl, C _2-4
Alkynyl, C _6-10 aryl, heterocyclic group, etc.), and optionally substituted hydroxyl group (especially C _1-4 alkoxy such as methoxy).

n represents 0, 1 or 2. Therefore, −C _{n in} equation (1)
H _2n -is a single bond, -CH _2- , -CH ₂ CH _2- , Wherein a single bond or —CH ₂ — is frequently used.

A is a heterocyclic group (for example, the following substituents, in particular, the following substituents (i), (iv), (viii), (xvii), (xLvi),
(XLviii) 1 to 3 optionally substituted heterocyclic groups and the like are used, and specifically, 3-pyridyl, 6-chloro-
3-pyridyl, 6-methoxy-3-pyridyl, 6-methyl-
3-pyridyl, 6-bromo-3-pyridyl, 6-fluoro-
3-pyridyl, 2-chloro-5-thiazolyl, 4-pyridyl, 2-pyrazinyl, 2-thiazolyl, 4-thiazolyl, 3-quinolyl, etc., and A is further a cyclic hydrocarbon group (for example, In particular, a cyclic hydrocarbon group or the like which may be substituted by one or two of the following substituents (xvii) is used, and specific examples include cyclopropyl, cyclohexyl, phenyl, p-chlorophenyl and the like. Preferred examples of the heterocyclic group represented by A include, for example, 3-pyridyl, 4-pyridyl, 6-chloro-3-pyridyl, 6-bromo-3-pyridyl, 6-fluoro-3-pyridyl, 2-chloro-5 -An optionally substituted pyridyl or thiazolyl group such as thiazolyl; Preferred examples of the cyclic hydrocarbon group represented by A include, for example, halogen phenyl such as p-chlorophenyl.

Examples of the alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, aryl, aralkyl, heterocyclic group, and cyclic hydrocarbon group in the definition of X ¹ , X ¹ , R ¹ , R ² , R ⁶ , R ⁷ and A are as follows. The following groups can be used, and these groups may have 1 to 5 substituents such as the following (i) to (Lii).

As the alkyl, those having 1 to 20 carbon atoms are preferable,
Those having 1 to 8 carbon atoms are more preferred. The alkyl may be linear or branched. Specific examples of the alkyl include, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, 2-ethylhexyl, decyl, undecyl, dodecyl, tridecyl. , Tetradecyl, pentadecyl, hexadecyl, octadecyl, nonadecyl, eicosyl and the like are used.

As the cycloalkyl, those having 3 to 6 carbon atoms are preferable, and examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and the like.

The alkenyl is preferably one having 2 to 6 carbon atoms. Specific examples of the alkenyl include, for example, vinyl, allyl, isopropenyl, methallyl, 1,1,1
-Dimethylallyl, 2-butenyl, 3-butenyl, 2-pentenyl, 4-pentenyl, 5-hexenyl and the like are used.

As cycloalkenyl, those having 3 to 6 carbon atoms are preferable, and specific examples thereof include, for example, 1-cyclopropenyl, 2-cyclopropenyl, 1-cyclobutenyl, 2-
Cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl, 3-cyclopentenyl, 1-cyclohexenyl, 1-cyclohexenyl, 3-cyclohexenyl, 1,3-cyclohexadien-1-yl, 1,4-cyclohexadiene- 1-yl, 1,3-cyclopentadien-1-yl, 2,4-cyclopentadien-1-yl and the like are used.

The alkynyl is preferably one having 2 to 6 carbon atoms, and specific examples thereof include, for example, ethynyl, propargyl, 2-butyn-1-yl, 3-butyn-1-yl, 3-
Butyn-2-yl, 1-pentyn-3-yl, 3-pentyn-1-yl, 4-pentyn-2-yl, 3-hexane-1-
Or the like is used.

As the aryl, for example, phenyl, naphthyl and the like are used.

As aralkyl, for example, benzyl, phenylethyl, naphthylmethyl and the like are used.

Examples of the heterocyclic group include a 5- to 8-membered ring containing 1 to 5 heteroatoms such as an oxygen atom, a sulfur atom, and a nitrogen atom or a condensed ring thereof. -Thienyl, 2- or 3-furyl, 2
-Or 3-pyrrolyl, 2-, 3- or 4-pyridyl, 2
-, 4- or 5-oxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5
-Imidazolyl, 3-, 4- or 5-isoxazolyl, 3
-, 4- or 5-isothiazolyl, 3- or 5- (1,2,
4-oxadiazolyl), 1,3,4-oxadiazolyl, 3-
Or 5- (1,2,4-thiadiazolyl), 1,3,4-thiadiazolyl, 4- or 5- (1,2,3-thiadiazolyl), 1,
2,5-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1H- or 2H-tetrazolyl, N-oxide-2-, 3- or 4-pyridyl, 2-, 4- or 5 -Pyrimidinyl, N-oxide-2-, 4- or 5-pyrimidinyl, 3- or 4-pyridazinyl, pyrazinyl, N-oxide-3- or 4-pyridazinyl, benzofuryl, benzothiazolyl, benzoxazolyl, triazinyl, oxotri Azinyl, tetrazolo [1,5-b] pyridazinyl, triazolo [4,5-b] pyridazinyl, oxoimidazinyl, dioxotriazinyl, pyrrolidinyl, piperidinyl, pyranyl, thiopyranyl, 1,4-oxazinyl, morpholinyl , 1,4-thiazinyl, 1,3-thiazinyl,
Piperazinyl, benzimidazolyl, quinolyl, isoquinoline, cinnolinyl, phthalazinyl, quinazolinyl,
Quinoxalinyl, indolizinyl, quinolizinyl, 1,8-
Naphthyridinyl, purinyl, pteridinyl, dibenzofuranyl, carbazolyl, acridinyl, phenanthridinyl, phenazinyl, phenothiazinyl, phenoxazinyl and the like are used.

As the cyclic hydrocarbon group, for example, cyclopropyl,
C such as cyclobutyl, cyclopentyl, cyclohexyl, etc.
C such as _3-6 cycloalkyl, 1-cyclopropenyl, 2-cyclobutenyl, 1-cyclohexenyl, 2-cyclohexenyl, 1,3-cyclohexadien-1-yl and the like C _3-6 cycloalkenyl, phenyl, naphthyl and the like C _6-10 aryl and the like are used.

(I) C _1-4 alkyl, such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, t
ert-butyl and the like are used.

(Ii) C _3-6 cycloalkyl such as cyclopropyl,
Cyclobutyl, cyclopentyl, cyclohexyl and the like are used.

(Iii) C ^6-10 aryl, for example, phenyl, naphthyl and the like are used.

(Iv) C _1-4 alkoxy, such as methoxy, ethoxy,
Propoxy, isopropoxy, butoxy, tert-butoxy and the like are used.

(V) C _3-8 cycloalkyloxy such as cyclopropyloxy, cyclopentyloxy, cyclohexyloxy and the like are used.

(Vi) C _6-10 aryloxy such as phenoxy, naphthyloxy and the like are used.

(Vii) _C7-12 aralkyloxy such as benzyloxy, 2-phenethyloxy, 1-phenethyloxy and the like are used.

(Viii) C _1-4 alkylthio such as methylthio, ethylthio, propylthio, butylthio and the like are used.

(Ix) C _3-6 cycloalkylthio, for example, cyclopropylthio, cyclopentylthio, cyclohexylthio and the like are used.

(X) C _6-10 arylthio such as phenylthio, naphthylthio and the like are used.

(Xi) C _7-12 aralkylthio, for example benzylthio, 2
-Phenethylthio, 1-phenethylthio and the like are used.

(Xii) Mono C _1-4 alkylamino such as methylamino, ethylamino, propylamino, isopropylamino, butylamino, isobutylamino, tert-butylamino and the like are used.

(Xiii) di C _1-4 alkylamino such as dimethylamino, diethylamino, dipropylamino, dibutylamino, N-methyl-N-ethylamino, N-methyl-N-propylamino, N-methyl-N-butylamino Are used.

(Xiv) C _3-6 cycloalkylamino such as cyclopropylamino, cyclopentylamino, cyclohexylamino and the like are used.

(Xv) C _6-10 arylamino such as anilino is used.

(Xvi) C _7-12 aralkylamino such as benzylamino, 2-phenethylamino, 1-phenethylamino and the like are used.

(Xvii) Halogen such as fluorine, chlorine, bromine and iodine is used.

(Xviii) C _1-4 alkoxycarbonyl, for example, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, isobutoxycarbonyl and the like are used.

(Xix) C _6-10 aryloxycarbonyl such as phenoxycarbonyl and the like are used.

(Xx) C _3-6 cycloalkyloxycarbonyl, for example, cyclopropyloxycarbonyl, cyclopentyloxycarbonyl, cyclohexyloxycarbonyl and the like are used.

(Xxi) C _7-12 aralkyloxycarbonyl, for example, benzyloxycarbonyl, 1-phenethyloxycarbonyl, 2-phenethyloxycarbonyl and the like are used.

(Xxii) C _1-5 alkanoyl such as formyl, acetyl, propionyl, butyryl, pivaloyl and the like are used.

(Xxiii) C _1-15 alkanoyloxy, such as formyloxy, acetoxy, butyloxy, pivaloyloxy, pentanoyloxy, hexanoyloxy, heptanoyloxy, octanoyloxy, nonanoyloxy, decanoyloxy, undecanoyloxy, dodecanoyloxy , Tridecanoyloxy, tetradecanoyloxy, pentadecanoyloxy and the like are used.

(Xxiv) carbamoyl which may have a substituent, for example, carbamoyl, N-methylcarbamoyl, N, N-dimethylcarbamoyl, N-ethylcarbamoyl, N, N-diethylcarbamoyl, N-phenylcarbamoyl, pyrrolidinocarbamoyl, Piperidinocarbamoyl, piperazinocarbamoyl, morpholinocarbamoyl, N-benzylcarbamoyl and the like are used.

(Xxv) carbamoyloxy having a substituent, for example, N-methylcarbamoyloxy, N, N-dimethylcarbamoyloxy, N-ethylcarbamoyloxy, N-benzylcarbamoyloxy, N, N-dibenzylcarbamoyloxy, N -Phenylcarbamoyloxy and the like are used.

(Xxvi) C _1-4 alkanoylamino such as formylamino, acetamido, propionamido, butyramide and the like are used.

(Xxvii) C _6-10 arylarbonylamino such as benzamide is used.

(Xxviii) C _1-4 alkoxycarbonylamino such as methoxycarbonylamino, ethoxycarbonylamino, butoxycarbonylamino, tert-butoxycarbonylamino and the like are used.

(Xxix) C _7-21 aralkyloxycarbonylamino such as benzyloxycarbonylamino, 4-methoxybenzyloxycarbonylamino, 4-nitrobenzyloxycarbonylamino, 4-chlorobenzyloxycarbonylamino and the like are used.

(Xxx) Substituted sulfonylamino such as methanesulfonylamino, ethanesulfonylamino, butanesulfonylamino, benzenesulfonylamino, toluenesulfonylamino, naphthalenesulfonylamino, trifluoromethanesulfonylamino, 2-chloroethanesulfonylamino, 2,2,2-trifluoro. Romethanesulfonylamino and the like are used.

(Xxxi) One heterocyclic group, one nitrogen atom, one oxygen atom and one sulfur atom
A cyclic group containing up to 5 pyrrolidinyl, 2
-Or 3-pyrrolyl, 3-, 4- or 5-pyrazolyl, 2
-, 4- or 5-imidazolyl, 2- or 3-furyl, 2
-Or 3-thienyl, 2-, 4- or 5-oxazolyl, 3-, 4- or 5-isoxazolyl, 3-, 4- or 5-thiothiazolyl, 2-, 4- or 5-thiazolyl, piperidinyl, 2- , 3- or 4-pyridyl, piperazinyl, pyrimidinyl, pyranyl, tetrahydropyranyl,
Tetrahydrofuryl, indolyl, quinolyl, 1,3,4-oxadiazolyl, thieno [2,3-d] pyridyl, 1,2,3-
Thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,3,4-triazolyl, toterazolyl, 4,5-dihydro-1,3-dioxolyl, tetrazolo [ 1,5-b] pyridazinyl, benzothiazolyl,
Bezooxazolyl, benzimidazolyl, benzothienyl and the like are used.

(Xxxii) heterocyclic thio, heterocyclic oxy, heterocyclic amino or heterocyclic carbonylamino, the above heterocyclic group (xxxi)
Are bonded to a sulfur atom, an oxygen atom, a nitrogen atom or a carbonylamino group, respectively.

(Xxxiii) di C _1-4 alkyl phosphinothioylamino,
For example, dimethylphosphinothioylamino, diethylphosphinothioylamino and the like are used.

(Xxxiv) alkoxyimino, for example, methoxyimino, ethoxyimino, 2-fluoroethoxyimino, carboxoxymethoxyimino, 1-carboxy-1-methylethoxyimino, 2,2,2-trichloroethyloxycarbonylmethoxyimino, 1- ( 2,2,2-Trichloroethyloxycarbonyl) -1-methylethoxyimino, (2-aminothiazol-4-yl) methoxyimino, (1H-imidazol-4-yl) methoxyimino and the like are used.

(Xxxv) C _1-4 alkylsulfonyloxy, for example, metasulfonyloxy, ethanesulfonyloxy, butanesulfonyloxy and the like are used.

(Xxxvi) C _6-10 arylsulfonyloxy such as benzenesulfonyloxy, toluenesulfonyloxy and the like are used.

(Xxxvii) Di-C _6-10 arylphosphinothioylamino, such as diphenylphosphinothioylamino, is used.

(Xxxviii) thiocarbamoylthio optionally having a substituent, for example, thiocarbamoylthio, N-methylthiocarbamoylthio, N, N-dimethylthiocarbamoylthio, N-
Ethylthiocarbamoylthio, N-benzylthiocarbamoylthio, N, N-dibenzylthiocarbamoylthio, N-phenylthiocarbamoylthio and the like are used.

(Xxxix) Silyloxy, for example, trimethylsilyloxy, t-butyldimethylsilyloxy, t-butyldiphenylsilyloxy, dimethylphenylsilyloxy and the like are used.

(XL) silyl, for example, trimethylsilyl, t-butyldimethylsilyl, t-butyldiphenylsilyl, dimethylphenylsilyl and the like are used.

(XLi) C _1-4 alkylsulfinyl such as methylsulfinyl, ethylsulfinyl, propylsulfinyl, butylsulfinyl and the like are used.

(XLii) C _6-10 aryl phosphinyl such as phenylsulfinyl, naphthylsulfinyl and the like are used.

(XLiii) C _1-4 alkylsulfonyl such as metasulfonyl, ethanesulfonyl, butanesulfonyl and the like are used.

(XLiv) C _6-10 arylsulfonyl such as benzenesulfonyl, toluenesulfonyl and the like are used.

(XLv) C _1-4 alkoxycarbonyloxy such as methoxycarbonyloxy, ethoxycarbonyloxy, t
ert-butoxycarbonyloxy and the like are used.

(XLvi) C _1-4 haloalkyl, for example, trifluoromethyl, 1,1,2,2-tetrafluoroethyl, difluoromethyl, monofluoromethyl, trichloromethyl, dichloromethyl, monochloromethyl and the like are used.

(XLVII) C _1-4 haloalkyloxy, C _1-4 haloalkylthio, C _1-4 haloalkylsulfinyl or C _1-4 haloalkylsulfonyl, such as the above-mentioned C _1-4 haloalkyl (xL
A group in which vi) is bonded to an oxygen atom, a sulfur atom, a sulfinyl group or a sulfonyl group is used.

(XLviii) cyano group, nitro group, hydroxyl group, carboxyl group, sulfonic acid group and phosphonic acid group.

(XLix) C _1-4 alkyloxysulfonyl such as methoxysulfonyl, ethoxysulfonyl, butoxysulfonyl and the like are used.

(L) C _6-10 aryloxysulfonyl such as phenoxysulfonyl, tolyloxysulfonyl and the like are used.

(Li) C _7-12 aralkyloxysulfonyl, for example, benzyloxysulfonyl, 2-phenethyloxysulfonyl, 1-phenethyloxysulfonyl and the like are used.

(Lii) Di-C _1-4 alkyloxyphosphoryl, for example, dimethoxyphosphoryl, diethoxyphosphoryl, dibutoxyphosphoryl and the like are used.

Preferred examples of the α-unsaturated amines represented by the formula (1) or a salt thereof include, for example, [Wherein R ^1a is a mono-C _1-6 alkylamino group, N-C _1-6
An alkyl-N-formylamino group or an amino group is represented by R
^2a represents a C _1-4 alkyl group or a C _1-4 alkoxy group, and A ^a represents a chloropyridyl group], an α-unsaturated amine represented by the formula: Wherein R ^1b is a mono-C _1-6 alkylamino group or N—C
Wherein _1a alkyl-N-formylamino group, A ^a has the same meaning as described above, or an α-unsaturated amine or a salt thereof; (Wherein, the R ^1c di -C _1-6 alkylamino group, R ^2b is a hydrogen atom, a formyl or C _1-4 alkyl group, A ^b is represented by showing a pyridyl or chloropyridyl group] alpha- Unsaturated amines or salts thereof, formula [The symbols in the formula are as defined above.]
And unsaturated amines or salts thereof.

The ^{(1 a), (1 b} ), in (1 ^c), mono--C _1-6 alkylamino group represented by R ^1a and R ^1b are, for example monomethyl amino, mono-ethyl amino, mono -n- propylamino , Mono-i-propylamino, mono-n-butylamino, mono-i-butylamino, mono-n-hexylamino and the like, preferably mono C _1-4 alkylamino such as monomethylamino and monoethylamino. And so on.
The N—C _1-6 alkyl-N-formylamino group represented by R ^1a and R ^1b is, for example, N-methyl-N-formylamino, N-ethyl-N-formylamino, Nn-propyl-
N-formylamino, Ni-propyl-formylamino, NNNn-butyl-N-formylamino, Nn-hexyl-N-formylamino and the like, preferably, for example, N-methyl-N- Formylamino, N-ethyl-N-
N-C _1-4 alkyl-N-formylamino such as formylamino; The di-C _1-6 alkylamino group represented by R ^1c is, for example, dimethylamino, N-ethyl-N-methylamino, diethylami, di-n-propylamino, di-
i-propylamino, di-n-butylamino, di-i-
Butylamino, di-n-pentylamino, di-i-pentylamino, di-n-hexylamino and the like, and preferably di-C _1- such as dimethylamino, N-ethyl-N-methylamino and diethylamino. ₄ alkylamino and the like. C _1-4 alkylamino group represented by R ^2a and R ^2c is
For example, such as those mentioned above R ^2, and preferably, for example ethyl, ethyl or the like. The C _1-4 alkoxy group represented by R ^2a is, for example, those described above for R ² , and is preferably methoxy, ethoxy, or the like. Chloropyridyl group represented by A ^a and A ^b are, for example, 2-chloro-3-pyridyl, 4-chloro-3-pyridyl, 5-chloro-3-
Pyridyl, 6-chloro-3-pyridyl, 3-chloro-4
-Pyridyl and the like, preferably 6-chloro-
3-pyridyl and the like. Pyridyl represented by A ^b includes 3
Pyridyl, 4-pyridyl and the like, preferably 3-pyridyl.

Representative examples of the α-unsaturated amines of the formula (1) or salts thereof include, for example, Wherein X ^2a represents a hydrogen atom, C _1-4 alkoxycarbonyl or C _1-4 alkylsulfonylthiocarbamoyl, R ^2c
Is a hydrogen atom, C _1-3 acyl, C _1-4 alkyl, mono- or di-C _1-4 alkoxy-C _1-4 alkyl, C _7-9 aralkyl,
Mono- or di-C _1-4 alkylamino or C _1-4 alkoxy, ^Ac is a halogen atom, C _1-4 alkyl or C _1-4 alkoxy optionally substituted 3- or 4-pyridyl,
Pyrazinyl or 4- or 5-thiazolyl, R
^6a and R ^7a each represent hydrogen, a lower alkyl group, a halogenated lower alkyl group or a C _1-4 acyl group, and n has the same meaning as described above. Α-unsaturated amines or salts thereof represented by the formula: [Wherein X ^2a represents a hydrogen atom, C _1-4 alkoxycarbonyl or C _1-4 alkylsulfonylthiocarbamoyl, R ^1d
Is amino, mono- or di-C _1-4 alkylamino, N-
C _1-4 alkyl-N-C _1-3 acylamino, C _7-9 aralkylamino, halogenothiazolyl-C _1-2 alkylamino or C _1-4 alkoxy-C _1-2 alkylamino, R ^2c is Hydrogen atom, C _1-3 acyl, C _1-4 alkyl, mono- or di-C
_1-4 alkoxy-C _1-4 alkyl, C _7-9 aralkyl, mono- or di-C _1-4 alkylamino or C _1-4 alkoxy, n is 0, 1 or 2, ^Ad is a halogen atom , Which may be substituted with C _1-4 alkyl or C _1-4 alkoxy
Represents-or 4-pyridyl, pyrazinyl or 5-thiazolyl. Α-unsaturated amines or salts thereof represented by the formula: Wherein X ^2b represents a hydrogen atom or C _1-2 alkylsulfonylthiocarbamoyl, and R ^1e represents amino, mono- or di-C
_1-2 alkylamino or N-C _1-2 alkyl-N-formylamino, R ^2d is a hydrogen atom, C _1-2 alkyl or C
_1-3 acyl, A ^e is a formula (Hal represents a halogen atom). Α-unsaturated amines or salts thereof represented by the formula: Wherein X ^2c represents a hydrogen atom or methylsulfonylthiocarbamoyl, R ^1f represents amino, methylamino, dimethylamino or N-methyl-N-formylamino;
^2d is a hydrogen atom, formyl or C _1-2 alkyl, A ^e is a formula (Indicating a Hal halogen atom). ]
An α-unsaturated amine represented by the formula or a salt thereof, Wherein, R ^1e is amino, mono - or di -C _1-2 alkylamino or N-C _1-2 alkyl -N- formylamino, R ^2e is a C _1-2 alkyl or formyl, Hal is halogen Indicates an atom. Α-unsaturated amines or salts thereof. In the above formulas ( ^1e ) to ( ¹ⁱ ), X ^2a and X ^2b
And a group represented by X ^2c , a group represented by R ^1d , R ^1e and R ^1f ,
R ^2c , a group represented by R ^2d and R ^2e , a group represented by A ^c , A ^d , and A ^e , a group represented by R ^6a , a group represented by R ^7a are X ² , R ¹ , Those described for R ² , A, R ⁶ and R ⁷ are used.

The compound represented by the general formula (1) or a salt thereof can be produced by a similar known method.
It can also be produced by the method described in 192383.

When the compound (1) is obtained in a free form, it may be formed into a salt by a conventional means, or the compound obtained as a salt may be converted to a free form by a conventional means. When the compound (1) has an acidic group such as a carboxyl group, a sulfo group, and a phosphono group in the X ¹ , X ² , R ¹ , R ² and A moieties, it may form a salt with a base. Examples of the base include sodium, potassium, lithium, calcium,
Inorganic bases such as magnesium and ammonia, for example, organic bases such as pyridine, collidine, triethylamine and triethanolamine are used. X ¹ , X ² ,
When R ¹ , R ² and A have a basic group such as an amino group or a substituted amino group, they may form an acid addition salt. Examples of the acid addition salt include hydrochloride, hydrogen bromide Acid salt, hydroiodide, nitrate, phosphate, acetate, benzoate, maleate, fumarate, succinate, tartrate, citrate, oxalate, glyoxylate, asparagine Acid salts, methanesulfonate, methanedisulfonate, 1,2-ethanedisulfonate, benzenesulfonate and the like are used.

Representative compounds of the α-unsaturated amines of the formula (1) used in the active substance combinations according to the invention include 1- [N- (6-chloro-3-pyridylmethyl) -N-
Methyl] amino-1-methylamino-2-nitroethene, 1- (6-chloro-3-pyridylmethyl) amino-1-
Dimethylamino-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
Ethyl] amino-1-methylamino-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
Methyl] amino-1-dimethylamino-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
Ethyl] amino-1- (N-formyl-N-methyl)-
2-nitroethylene, 1- [N- (2-chloro-5-thiazolylmethyl) -N
-Ethyl] amino-1-methylamino-2-nitroethylene, 1- [N- (2-chloro-5-thiazolylmethyl)] amino-1-dimethylamino-2-nitroethylene, 1- [N- (6- Bromo-3-pyridylmethyl) -N-
Methyl] amino-1-methylamino-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
Formyl] amino-1-dimethylamino-2-nitroethylene, 1- [N- (6-fluoro-3-pyridylmethyl) -N
-Methyl] amino-1-methylamino-2-nitroethylene, 1- [N-ethyl-N- (6-fluoro-3-pyridylmethyl)] amino-1-methylamino-2-nitroethylene, 1- [ N- (6-bromo-3-pyridylmethyl) -N-
Ethyl] amino-1-methylamino-2-nitroethylene, 1- [N- (2-chloro-5-thiazolylmethyl) -N
-Methyl] amino-1- (N-formyl-N-methyl)
Amino-2-nitroethylene, 1- [N- (2-chloro-5-thiazolylmethyl) -N
-Ethyl] amino-1- (N-formyl-N-methyl)
Amino-2-nitroethylene, 1- [N- (6-bromo-3-pyridylmethyl) -N-
Methyl] amino-1- (N-formyl-N-methyl) amino-2-nitroethylene, 1- [N- (6-bromo-3-pyridylmethyl) -N-
Ethyl] amino-1- (N-formyl-N-methyl) amino-2-nitroethylene, 1- [N- (6-bromo-3-pyridylmethyl) -N-
Formyl] amino-1-dimethylamino-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
(2,2,2-trifluoroethyl)] amino-1-methylamino-2-nitroethylene, 1- [N- (2-chloro-5-thiazolylmethyl) -N
-Formyl] amino-1-dimethylamino-2-nitroethylene, 1- (6-chloro-3-pyridylmethyl) amino-1-
Methylamino-2-nitroethylene, 1-amino-1- [N- (6-chloro-3-pyridylmethyl) -N-methyl] amino-2-nitroethylene and the like.

The α-unsaturated amines or salts thereof and their use as insecticides have been disclosed by the present inventors in Japanese Patent Application No. 63-1923.
No. 83.

In one of the organophosphates of the general formula (2) used in the active substance combination according to the present invention, the lower alkyl group of R ³ is, for example, methyl, ethyl, n-propyl, i-propyl. , n-butyl, i-butyl, n-
C _1-6 alkyl such as hexyl is used. The lower alkyl in the lower alkoxy group, the lower alkylthio group and the lower alkoxycarbonylamide group of R ⁴ means the same as the above R ³ . As the R ⁵ substituted or unsubstituted alkyl group, optionally halogen, C _2-3 alkylthio (or sulfinyl), phenyl, C _1-4 alkoxycarbonyl, C _1-4 alkylcarbamoyl-C _1-2 alkylthio-C
It substituted with and halogen-substituted Bezookisazoru; _1-2 alkyl, N-C _1-4 alkoxycarbonyl -N- methylcarbamoyl which may C _1-3 also be substituted by
Alternatively, C _1-2 alkyl substituted with halogen and phthalimide is used. As the lower alkenyl group for R ⁵ , C _2-4 alkenyl such as vinyl and allyl is used. As the heteroaryl group for R ⁵ , C _1-4 alkyl, C _1-4 alkoxy, di (C _1-4 alkyl) amino, pyridinyl optionally substituted by halogen or phenyl, pyrimidinyl, pyridazinyl, quinoxalinyl, Isoxazolyl or oxo-1,3,4-thiadiadilyl is used.

Representative compounds of the organophosphates of the general formula (2), which is one component of the active substance combination according to the invention, include the following compounds.

For example, O, O-diethyl-O- (5-phenyl-3-isoxazolyl) phosphorothioate (isoxathione), O-ethyl-2-isopropoxycarbonylphenyl-
N-isopropylphosphoramidothioate (isofenphos), O, O, O'O'-tetraethyl-S, S'-methylenediphosphorodithioate (ethion), O, O-dimethyl-S-2-ethylthio Ethyl phosphorodithioate (disulfoton, ethyl thiomethone), O-6-ethoxy-2-ethylpyrimidin-4-yl-
O, O-dimethyl phosphorothioate (ethrimphos), O, O-diethyl-O-quinoxalin-2-yl-phosphorothioate (quinalphos), O, O-diethyl-O-3,5,6-trichloro-2- Pyridyl phosphorothioate (chloropyrifos), 2-chloro-1- (2,4-dichlorophenyl) vinyldimethylphosphate (dimethylvinphos), O, O-dimethyl-S- (N-methylcarbamoylmethyl) phosphorodithioate (dimethoate) ), O-ethyl-O-4-methylphenyl-S-propylphosphorodithioate (sulfolphos), O, O-diethyl-O-2-isopropyl-6-methylpyrimidin-4-yl-phosphorodithioate ( Diazinon), O, O-dimethyl-S-ethylthioethyl phosphorodithioate (thiomethone), O, O-dimethyl- S-2- (1-Methylcarbamoylethylthioethyl phosphorodithioate (bamidione), (RS)-(O-1- (4-chlorophenyl) -pyrazol-4-yl-O-ethyl-Sn-bro Pill phosphorothioate (pyraclofos), O, O-diethyl-O- (3-oxo-2-phenyl-2H
-Pyridazin-6-yl) phosphorothioate (pyridafenthione), O-2-diethylamino-6-methylpyrimison-4-
Yl-O, O-dimethylphosphorothionate (pirimiphosmethyl), O-2,4-dichlorophenyl-O-ethyl-S-propylphosphorodithioate (prothiophos), O, O-dipropyl-O-4-methylthiophenyl Phosphate (propaphos), O-4-bromo-2-chlorophenyl-O-ethyl-S
-Propyl-phosphorothioate (propnophos), 3- (O, O-diethoxythiophosphorylthiomethyl-6
-Chlorobenzoxazolone (phosalon), O, O-dimethyl-S- (N-formyl-N-methylcarbamoylmethyl) phosphorodithioate (formothione), S-1,2-bis (ethoxycarbonyl) ethyl-O, O-dimethyl phosphorodithioate (malathion, marathon), 2-chloro-1- (2,4,5-trichlorophenyl) vinyl dimethyl phosphate (tetrachlorbiphos, CVM
P), 2-chloro-1- (2,4-dichlorophenyl) vinyl diethyl phosphate (chlorfenvinphos, CVP), O, O-dimethyl-Op-cyanophenyl-phosphorothioate (cyanophos, CYAP), dimethyl- 2,2-dichlorovinyl phosphate (dichlorvos, DDVP), dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate (trichlorfon, DEP), O, O-dimethyl-S- (2,3-sihydro-5) -Methoxy-
2-oxo-1,3,4-thiadiazol-3-ylmethyl) phosphorodithioate (methidathion, DMTP), O, O-dimethyl-O- (3-methyl-4-nitrophenyl) thiophosphate (fenitrothion), etc. .

Organophosphates which are one component of the active compounds according to the invention are already known. That is, it is described as an insecticide in the Pesticide Manual, for example.

In the above-mentioned organophosphates, for example, the following agents are preferably used for controlling lepidopteran pests in paddy fields, for example, Kobumemeiga and Nikameiga. For example, fenitrothion, isoxathion, pyridafenthion, trichlorfon, propaphos, dimethylvinphos and the like.

Also, the following drugs are preferably horticultural lepidopteran pests,
For example, it is used for controlling Japanese moths, armyworms, and leafworms. For example, pyraclophos, acephate, pirimiphosmethyl, fenitrothion, DDVP, DEP, isoxathion, sulprophos, propaphos, EPN, PAP, salicion, prothiophos and the like.

Alternatively, the following agents are preferably used for horticultural use, particularly for controlling aphids such as peach aphid, cotton aphid, apple aphid, apple aphid, and snow aphid. For example, ethyl thiometon, ES
P, bamidione, thiometone, fenitrothion and the like.

Next, the weight ratio of the active compounds of each group in the active substance combinations according to the invention is generally the same as the active compound 1 of the active compounds of the α-unsaturated amines of general formula (1) or salts thereof.
0.1 to 20 parts by weight, preferably 0.5 to 10 parts by weight, of the known organic phosphoric esters of the general formula (2) can be used per part by weight.

The active compound combinations according to the invention exhibit excellent insecticidal activity and can be used by foliar application, water or water application, irrigation to the soil surface, soil admixture, nursery box treatment and the like.

The active substance combinations according to the invention exhibit a strong insecticidal activity at lower dosages than when each active substance is applied alone, so that phytotoxicity to crops can be almost completely avoided and the insecticidal spectrum, pest Insufficient balance of insecticidal activity, immediate action, residual effect, systemic migration, etc. at each developmental stage, and even if it is superior in insecticidal effect, toxicity to fish, or safety by useful insects and natural enemies etc. It can be used in situations where use is limited due to problems such as chemical damage to crops.

The insecticidal composition of the present invention is particularly useful for the Hemiptera pests of rice and barley (Nephotettix cincticep).
s), planthoppers (Nilaparvata lugen
s), stag beetle (Sogatella furucifera), and brown planthopper (Laodelphax striatellus) such as Lepidopteran pests, Chilo suppressalis, Cnaphaelocrocis medinalis, and Nymph (N)
aranga aenescens) and Coleoptera insect pests (Lissorhoptrus oryzaphilus), rice weevil (Echinocnemus squameus), and rice weevil (Oulem)
a oryzae), wheat beetle (Oulema erichsoni)
Etc., Plutella malipennis (Lepidoptera: Plutella malipennis), a green worm (Pieris bras)
aphids (Myzus rersicae), cotton aphids (Aphis poni, etc.), which are hemiopterous pests such as sicae), armyworm (Mamestra brassicae), chanohosoga (Caloptifia theivor), and chamomile (Adoxophyes sp.). , Coleoptera (Unaspis yanaoensisu, Pseudodococcus comstocki, etc.), Coleoptera terrestris (Trialeurodes vapuroprariorum), Coleoptera japonica (Empoascaonukii, etc.) Leptinotarsa decemline, a Coleoptera pest, such as Scirtothrips dorosalis
ata), beetle beetle (Aulacophora femoraris), turtle beetle (Cassida nebulosa), weevil (List)
roderes costirostris) and Eplachna viginitioctopunctata and the like.

The active compound combinations according to the invention can be in the form of mixed preparations of general pesticides which together contain the components of the formula (1) or salts and (2), for example emulsions, wettable powders, powders, granules, powders, It can be in the form of tablets, aqueous solvents, flowables, sprays and the like. At the same time, it can be made into a usual preparation form, for example, an emulsion, a wettable powder or the like, which can mix the formula (1) or a salt thereof and the component of the formula (2).

These preparations require the active ingredient of the above formula (1) or a salt thereof or the formula (2) to be dissolved or dispersed in a suitable liquid carrier alone or in a mixture, or to be mixed or adsorbed with a suitable solid carrier. Can be prepared by a known method by adding, for example, an emulsifier, a suspending agent, a spreading agent, a penetrant, a wetting agent, a mucilage, a stabilizer and the like.

The content of all the active ingredients in the preparation varies depending on the purpose of use, but about 5 to 70% by weight is suitable for emulsions and wettable powders, and about 0.1 to 10% by weight is suitable for powders, and as granules. Is suitably 0.5 to 10% by weight, but these concentrations may be appropriately changed depending on the purpose of use. Emulsions, wettable powders and the like may be diluted appropriately with water or the like before use (eg,
(100 to 10,000 times) and spray.

Liquid carrier to be used (eg, water, alcohols (eg, methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, ethylene glycol, etc.), ketones (eg, acetone, methyl ethyl ketone, etc.), ethers to be used (For example,
Dioxane, tetrahydrofuran, ethylene glycol monomethyl ether, propylene glycol monomethyl ether, etc.), aliphatic hydrocarbons (for example, kerosene,
Kerosene, fuel oil, etc.), aromatic hydrocarbons (eg, benzene, toluene, xylene, solvent naphtha, methylnaphthalene, etc.), halogenated hydrocarbons (eg, dichloromethane, chloroform, carbon tetrachloride, etc.), acid amides Solvents such as (e.g., dimethylformamide, dimethylacetamide), esters (e.g., ethyl acetate, butyl acetate, fatty acid glycerin ester, etc.) and nitriles (e.g., acetonitrile, propionitrile, etc.) are suitable. One type or two or more types can be mixed at an appropriate ratio and used as appropriate.

Examples of solid carriers (diluents / extenders) include vegetable powders (eg, lactose, soybean powder, tobacco powder, flour, wood powder, etc.), mineral powders (eg, clays such as kaolin, bentonite, acid clay, talc) , Diatomaceous earth, calcium carbonate, alumina, sulfur powder, activated carbon and the like, and these can be used alone or in combination of two or more at an appropriate ratio.

As surfactants used as emulsifiers, spreading agents, penetrants, dispersants, etc., soaps, polyoxyethylene alkyl allyl ethers [eg Neugen]
E.A. (EA) 142; manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Nonal; manufactured by Toho Chemical Co., Ltd.), alkyl sulfates (eg, Emar 10, Emar 40; manufactured by Kao Corporation), alkyl sulfone Acid salts [eg, Neogen, Neogen T; manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Neoperex; manufactured by Kao Corporation],
Polyethylene glycol ether, [for example, Nonipol 85, Nonipol 100, Nonipol 160; Sanyo Chemical Co., Ltd.
Nonionic and anionic surfactants such as polyhydric alcohol esters [for example, Tween 20, Tween 80; manufactured by Kao Corporation].

The active compound combinations according to the invention are useful in their commercially useful preparations and in the use forms prepared by these preparations, as well as other active compounds such as insecticides, fungicides, acaricides, nematicides , Can be used as a mixture with fungicides and growth regulators.

The pesticidal composition of the present invention obtained in this way is extremely safe, and has excellent toxicity. And the insecticidal composition part of this invention can be used by the same method as a conventional insecticide and acaricide, and as a result, it can exhibit the effect superior to the conventional product. For example, the insecticidal composition of the present invention can be used for a target pest by, for example, treating a nursery box, spraying foliage of a crop, spraying insects, applying to a paddy field in water, or soil treatment. The application rate can be varied in a wide range according to the application time, application place, application method, etc., but in general, the active ingredient (compound (1) or its salt and compound (2)) per hectare is used.
It is desirable that the application be 0.3 to 3000 g, preferably 50 to 1000 g. When the insecticidal composition of the present invention is a wettable powder, it may be used after being diluted so that the final concentration of the active ingredient is in the range of 0.1 to 1000 ppm, preferably 10 to 500 ppm.

Next, the content of the present invention will be specifically described with reference to examples, but the present invention should not be limited to these.

[Examples] Example 1 Test on Komenomeiga Solvent: 3.5 parts by weight of acetone and 3.5 parts of dimethylformamide
7.0 parts by weight of a mixed liquid of parts by weight Emulsifier: 2.0 parts by weight of polyhydric alcohol ester (Tween 20; manufactured by Kao Corporation) Active compound mixture or active compound alone described in the column of reagent agent in Table 1 below Was mixed with the solvent containing the emulsifier, and the mixture was diluted with tap water to a predetermined concentration.

Test method: A water-diluted solution of a predetermined concentration of the active compound prepared as described above was sprayed onto a rice plant of about 30 cm in height (21 days after transplantation) planted in a vinyl chloride pot of about 11.3 cm in diameter using a spray gun. After spraying the sprayed liquid, air-dry the sprayed liquid and inoculate 10 larvae of the third instar larvae per pot, incubate in a glass thermostat at 25 ± 1 ° C., check the number of surviving insects after 3 days, and check the insecticidal rate [=
{(Number of test animals−number of surviving insects) / number of test animals} × 100] was obtained. The test was performed in duplicate.

 The results are shown below.

Note) 1. Compound of formula (1) used in this test: Compound No. 1: 1-[-N- (6-chloro-3-pyridylmethyl) -N-methyl] amino-1-methylamino-2 −
Nitroethylene compound No. 2: 1- [N- (6-chloro-3-pyridylmethyl-N-ethyl)] amino-1- (N-formyl-N-
Methyl) -2-nitroethylene compound No. 3: 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene compound No. 4: 1- [N -(2-chloro-5-thiazolylmethyl) amino-1-dimethylamino-2-nitroethylene compound No. 5: 1- [N-2-chloro-5-thiazolylmethyl-N-formyl] amino-1-dimethylamino- 2-
Nitroethylene 2. Known insecticides used in this test: Compound (A): Isoxathion Compound (B): Pyridafenthione Compound (C): Tetrachlorvinphos Example 2 Test on Conaga Test method: 11.3 cm diameter vinyl chloride Insects of 10th instar larvae of Japanese moth are inoculated in 10 pots per pod into radish (21 days after sowing) plant height of about 10 cm planted in a pot, and the active compound described in the column of the reagent in Table 2 below or the active compound alone is used. A water diluent having a predetermined concentration of the active compound prepared as in Example 1 was sprayed using a spray gun at a rate of 15 ml per pot, and placed in a glass thermostatic chamber at 25 ± 1 ° C. The number of surviving insects after 7 days was examined, and the insecticidal rate [= {(number of test animals−number of surviving insects) / number of test animals} × 100] was determined. The test was performed in a two-part system.

 The results are shown below.

Note) 1. Compound of formula (1) used in this test: Compound No. 1: 1- [N- (6-chloro-3-pyridylmethyl) -N-methyl) amino-1-methylamino-2- Nitroethylene compound No. 2: 1- [N- (6-chloro-3-pyridylmethyl-N-ethyl) amino-1- (N-formyl-N-methyl) -2-nitroethylene compound No. 3: 1 -[N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene compound No. 4: 1- [N- (2-chloro-5-thiazolylmethyl) amino -1-dimethylamino-2-nitroethylene compound No. 5: 1- [N- (2-chloro-5-thiazolylmethyl) -N-formyl] amino-1-dimethylamino-
2-Nitroethylene 2. Known insecticides used in this test: Compound (E): Pyraclofos Example 3 Test on cotton aphid Test method: 2-3 pieces of true leaves planted in a 11.3 cm diameter vinyl chloride pot A cucumber seedling was inoculated with 10 adult female cotton aphids, raised indoors, per pot, as in Example 1 except that the active compound described in the column of the reagent in Table 3 below or the active compound alone was used. Using a spray gun, apply a water dilution of the active compound prepared in
ml and placed in a glass thermostatic chamber at 25 ± 1 ° C., and the number of surviving insects after 2 days and 7 days after the chemical treatment was examined. The killing rate after 2 days [= ｛(number of test animals−number of surviving insects) / The number of test animals｝ × 100] and the growth rate after 7 days [= (number of surviving insects / number of test animals) × 100] were determined. The test was performed in a two-part system.

 The results are shown below.

Note) 1. Compound of formula (1) used in this test: Compound No. 1: 1- [N- (6-chloro-3-pyridylmethyl) -N-methyl] amino 1-methylamino-2-nitro Ethylene Compound No. 2: 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1- (N-formyl-N-
Methyl) -2-nitroethylene compound No. 3: 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino 1-methylamino-2-nitroethylene compound No. 4: 1- [ N- (2-chloro-5-thiazolylmethyl) amino-1-dimethylamino-2-nitroethylene compound No. 5: 1- [N- (2-chloro-5-thiazolylmethyl) -N-formyl] amino-1- Dimethylamino-
2-Nitroethylene 2. Known insecticides used in this test: Compound (F): bamidione From the above Tables 1, 2 and 3, the insecticidal composition of the present invention has various activities against Kobume noiga, Konaga and Cotton aphid. It proves to have a synergistically superior insecticidal action compared to the use of the ingredients alone.

Example 4 (Wettable powder) Compound No. 1 (10% by weight), Compound (A) (20% by weight), sodium ligninsulfonate (5% by weight), polyoxyethylene glycol ether shown in Example 1 (Nonipol 85 ^R : 5% by weight), white carbon (10% by weight), wettable powder clay (50% by weight)
A wettable powder was produced. A 2000-fold water diluent of this wettable powder was sprayed at 120 fields per 10a on the field where the damage to Cobb noumeta began to damage.As a result of investigating the state of damage 14 days later, the control value of the treated area was 95 or more. It was excellent.

Continuation of the front page (51) Int.Cl. ⁶ identification code FI A01N 57/16 105 A01N 57/16 105B (58) Investigated field (Int.Cl. ⁶ , DB name) A01N 43/40 A01N 57/16 A01N 57/14 A01N 57/12 CA (STN) WPIDS (STN) REGISTRY (STN)

Claims (4)

(57) [Claims] 1. Equation (1) [In the formula, ^one of X ¹ and X ² represents an electron withdrawing group, the other represents a hydrogen atom or an electron withdrawing group, and the electron withdrawing group is cyano, nitro, C _1-4 alkoxycarbonyl, hydroxycarbonyl, C _6-10 aryloxycarbonyl, heterocyclic oxycarbonyl, C _1-4 alkylsulfonyl optionally substituted with halogen, aminosulfonyl, di-C _1-4 alkoxyphosphoryl, C _1- optionally substituted with halogen ₄ acyl, carbamoyl or C _1-4 alkylsulfonylthiocarbamoyl or a halogen atom, X ¹ and X ² are bonded together with adjacent carbon May form a ring represented by R ¹ is the formula (Wherein, R ⁶ is a hydrogen atom, C _1-6 alkyl, C _6-10 aryl, C _7-9 aralkyl, heterocyclic group, C _1-4 acyl, C _6-10 arylcarbonyl, C _1-4 alkoxy Carbonyl, C _6-10
Aryloxycarbonyl, heterocyclic oxycarbonyl,
C _6-10 arylsulfonyl, C _1-4 alkylsulfonyl,
Di-C _1-4 alkoxyphosphoryl, C _1-4 alkoxy, hydroxy, amino, di-C _1-4 alkylamino, C _1-4 acylamino, C _1-4 alkoxycarbonylamino, C _1-4 alkylsulfonylamino, Di-C _1-4 alkoxyphosphorylamino, C _7-9 aralkyloxy, C _1-4 alkoxycarbonyl-C _1-4 alkyl, R ⁷ is a hydrogen atom, C _1-4 alkyl, C _3-6 cycloalkyl , C
_2-4 alkenyl, C _3-6 cycloalkenyl or C _2-4 alkynyl, wherein these alkyl, cycloalkyl, alkenyl, cycloalkenyl and alkynyl are hydroxy, C _1-4 alkoxy, halogen, di-C _1-4 alkyl Amino, C _1-4 alkylthio, C _1-3 acylamino, C _1-4 alkylsulfonylamino, tri-C _1-4 alkylsilyl, pyridyl optionally substituted with halogen or thiazolyl optionally substituted with halogen May be provided for 1 to 3. Further, R ⁶ and R ⁷ are bonded together with the adjacent nitrogen atom, And a 5- or 6-membered cyclic amino group selected from ). R ² represents (1) a hydrogen atom, (2) C _1-3 acyl, C _1-4 alkyl, C _2-4 alkenyl, C _3-6 cycloalkyl, C _6-10 aryl, C _7-9 aralkyl or Represents a heterocyclic group having a bond at a carbon atom, and these groups may have 1 to 3 C _1-4 alkylthio, C _1-4 alkoxy, mono- or di-C _1-4 alkylamino, C _1-4 alkoxy; A group via a carbon atom which may have carbonyl, C _1-4 alkylsulfonyl, halogen, C _1-4 acyl, benzoyl, phenylsulfonyl or pyridyl, (3) a formula —NR ⁶ R ⁷ (wherein R ⁶ and R
⁷ has the same significance as described above. ), Or (4) C _1-4 alkoxy, C _3-6 cycloalkoxy, C _2-4 alkenyloxy, C _3-6 cycloalkenyloxy, alkynyloxy, C _6-10 aryl It represents an oxy, heterocyclic oxy or hydroxyl group, which represents a group through an oxygen atom which may have 1 to 3 halogens or phenyl. n represents 0, 1 or 2. A represents a 5- to 8-membered heterocyclic group containing 1 to 5 oxygen atoms, sulfur atoms or nitrogen atoms which may have a substituent or a condensed ring thereof, wherein the heterocyclic ring or the condensed ring thereof is 1 ~
5 C _1-4 alkyl, C _3-6 cycloalkyl, C _6-10 aryl, C _1-4 alkoxy, C _3-6 cycloalkyloxy, C
_6-10 aryloxy, C _7-12 aralkyloxy, C _1-4 alkylthio, C _3-6 cycloalkylthio, C _6-10 arylthio, C _7-12 aralkylthio, mono-C _1-4 alkylamino, di- C _1-4 alkylamino, C _3-6 cycloalkylamino, C _6-10 arylamino, C _7-12 aralkylamino, halogen, C _1-4 alkoxycarbonyl, C _6-10 aryloxycarbonyl, C _3-6 Cycloalkyloxycarbonyl, _C7-12 aralkyloxycarbonyl, _C1-5 alkanoyl, _C1-15 alkanoyloxy, carbamoyl, N-
Methylcarbamoyl, N, N-dimethylcarbamoyl, N
-Ethylcarbamoyl, N, N-diethylcarbamoyl,
N-phenylcarbamoyl, pyrrolidinocarbamoyl,
Piperidinocarbamoyl, piperazinocarbamoyl, morpholinocarbamoyl, N-benzylcarbamoyl, N
- methylcarbamoyloxy, N, N- dimethylcarbamoyloxy, N- ethylcarbamoyloxy, N- benzylcarbamoyl-oxy, N, N- dibenzylideneacetone carbamoyloxy, N- phenylcarbamoyloxy, C _1-4 alkanoylamino, C _{6- 10} arylcarbonylamino, C
_1-4 alkoxycarbonylamino, _{C7-12aralkyloxycarbonylamino,} metasulfonylamino, ethanesulfonylamino, butanesulfonylamino, benzenesulfonylamino, toluenesulfonylamino, naphthalenesulfonylamino, trifluoromethanesulfonylamino, 2-chloroethanesulfonylamino , 2,2,2-trifluoromethanesulfonylamino, a nitrogen atom, an oxygen atom, a heterocyclic group containing 1 to 5 sulfur atoms, a heterocyclic thio, a heterocyclic oxy, a heterocyclic amino, a heterocyclic carbonylamino,
Di-C _1-4 alkylphosphinothioylamino, alkoxyimino, C _1-4 alkylsulfonyloxy, C _6-10 arylsulfonyloxy, di-C _6-10 arylphosphinothioylamino, thiocarbamoylthio, N -Methylthiocarbamoylthio, N, N-dimethylthiocarbamoylthio, N-ethylthiocarbamoylthio, N-benzylthiocarbamoylthio, N, N-dibenzylthiocarbamoylthio, N-phenylthiocarbamoylthio, silyloxy, silyl, C _1-4 alkylsulfinyl, _C6-10 arylsulfinyl, _C1-4 alkylsulfonyl, _C6-10
Arylsulfonyl, C _1-4 alkoxycarbonyloxy, C _1-4 haloalkyl, C _1-4 haloalkyloxy, C _1-4
Haloalkylthio, C _1-4 haloalkylsulfinyl, C
_1-4 haloalkylsulfonyl, cyano, nitro, hydroxyl, carboxyl, sulfonic, phosphonic, C
_1-4 alkyloxysulfonyl, _C6-10 aryloxysulfonyl, _C7-12 aralkyloxysulfonyl, di-C
_It may have _1-4 alkyloxyphosphoryl as a substituent. Provided that R ¹ is β-N-pyrrolidinoethylamino, and
When R ² is a hydrogen atom, A has the formula (Hal represents a halogen atom). And at least one α-unsaturated amine represented by the formula: or a salt thereof, (In the formula, X ³ represents an oxygen atom or a sulfur atom, X ⁴ represents a direct bond between an oxygen atom, a sulfur atom, or a phosphorus atom in the formula and R ⁵ , R ³ represents a lower alkyl group, and R ⁴ represents a lower alkyl group. An alkoxy group,
A lower alkylthio group, a lower alkylcarbonylamide group or a phenyl group, R ⁵ is a substituted or unsubstituted alkyl group, a lower alkenyl group, a phenyl group or a heteroaryl group, respectively, or R ⁴ and R ⁵ are taken together in the formula shows the phospholine acid with the phosphorus atom and X ^4. Organic phosphoric esters represented by the following formulas (provided that S-benzyldiisopropyl phosphorothiolate, O, S-dimethylacetyl phosphoramidothioate and O, O-dimethyl-O-3,5,6-trichloro-2) Excluding pyridyl phosphorothioate).). A pesticidal composition for agricultural and horticultural use, comprising: 2. An α-unsaturated amine represented by the formula (1): 1- [N- (6-chloro-3-pyridylmethyl) -N-
Methyl] amino-1-methylamino-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
Ethyl)] amino-1- (N-formyl-N-methyl)
-2-nitroethylene, 1- [N- (6-chloro-3-pyridylmethyl) -N-
Ethyl] amino-1-methylamino-2-nitroethylene, 1- [N- (2-chloro-5-thiazolylmethyl)] amino-1-dimethylamino-2-nitroethylene and 1- [N- (2-chloro -5-thiazolylmethyl) -N
The insecticidal composition for agricultural and horticultural use according to claim 1, which is a compound selected from -formyl] amino-1-dimethylamino-2-nitroethylene. 3. The method according to claim 1, wherein the α-unsaturated amine represented by the formula (1) is 1- [N- (6-chloro-3-pyridylmethyl)-
The agricultural and horticultural insecticidal composition according to claim 1, which is [N-ethyl] amino-1-methylamino-2-nitroethylene. 4. An organic phosphate ester represented by the formula (2): O, O-diethyl-O- (5-phenyl-3-isoxazolyl) phosphorothioate (isoxathione), O-ethyl-2-isopropoxycarbonyl Phenyl-
N-isopropylphosphoramidothioate (isofenphos), O, O, O ', O'-tetraethyl-S, S'-methylenediphosphorodithioate (ethion), O, O-diethyl-S-2-ethyl Thioethyl phosphorodithioate (disulfoton, ethylthiomethone), O-6-ethoxy-2-ethylpyrimidin-4-yl-
O, O-dimethyl phosphorothioate (ethrimphos), O, O-diethyl-O-quinoxalin-2-yl phosphorothioate (quinalphos), O, O-diethyl-O-3,5,6-trichloro-2-pyridyl Phosphorothioate (chloropyrifos), 2-chloro-1- (2,4-dichlorophenyl) vinyldimethylphosphate (dimethylvinphos), O, O-dimethyl-S- (N-methylcarbamoylmethyl) phosphorodithioate (dimetoate), O-ethyl-O-4-methylphenyl-S-propyl phosphorodithioate (sulfophos), O, O-diethyl-O-2-isopropyl-6-methylpyrimidin-4-yl-phosphorodithioate (diazinone) O, O-dimethyl-S-ethylthioethyl phosphorodithioate (thiomethone), O, O-dimethyl-S -2- (1-Methylcarbamoylethylthioethyl phosphorodithioate (bamidione), (RS)-(O-1- (4-chlorophenyl) -pyrazol-4-yl-O-ethyl-Sn-propyl phosphorothioate ) (Pyraclofos), O, O-diethyl-O- (3-oxo-2-phenyl-2H
-Pyridazin-6-yl) phosphorothioate (pyridafenthion), O-2-diethylamino-6-methylpyrimidine-4-
Yl-O, O-dimethylphosphorothionate (pirimiphosmethyl), O-2,4-dichlorophenyl-O-ethyl-S-propylphosphorodithioate (prothiophos), O, O-dipropyl-O-4-methylthiophenyl Phosphate (propaphos), O-4-bromo-2-chlorophenyl-O-ethyl-S
-Propyl-phosphorothioate (profenophos), 3- (O, O-diethoxythiophosphorylthiomethyl-6
-Chlorobenzoxazolone (phosalon), O, O-dimethyl-S- (N-formyl-N-methylcarbamoylmethyl) phosphorodithioate (formothione), S-1,2-bis (ethoxycarbonyl) ethyl-O, O-dimethyl phosphorodithioate (malathion, marathon), 2-chloro-1- (2,4,5-trichlorophenyl) vinyl dimethyl phosphate (tetrachlorovinphos, CVM)
P), 2-chloro-1- (2,4-dichlorophenyl) vinyl diethyl phosphate (chlorfenvinphos, CV
P), O, O-dimethyl-Op-cyanophenyl-phosphorothioate (cyanophos, CYAP), dimethyl-2,2-dichlorovinyl phosphate (dichlorovos, DDVP), dimethyl-2,2,2-trichloro-1- Hydroxyethylphosphonate (trichlorfon, DEP), O, O-dimethyl-S- (2,3-dihydro-5-methoxy-
From 2-oxo-1,3,4-thiadiazol-3-ylmethyl) phosphorodithioate (methidathione, DMTP) and O, O-dimethyl-O- (3-methyl-4-nitrophenyl) thiophosphate (fenitrothion) The agricultural and horticultural insecticidal composition according to claim 1, which is a selected compound.