JPH04368303A - New insecticidal and fungicidal composition for agriculture and horticulture - Google Patents

Abstract

PURPOSE:To obtain an insecticidal composition for agriculture and horticulture, showing more excellent synergistic effects than effects of each individual active compound, comprising a specific amine derivative or a salt thereof and a well- known fungicide or insecticide. CONSTITUTION:An insecticidal composition for agriculture and horticulture comprising (A) a compound shown by formula I (R1 is pyridyl, pyrazinyl or thiazolyl; X is alkylene or alkylidene; R2 is H, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, etc.; R3 is H, alkyl or cycloalkyl; R4 is CN or NO2) or a salt thereof and (B) a fungicide selected from benzoimidazole-based, dicarboxyimide-based, acylalanine-based organic phosphorus-based, organic chlorine-based and polyhaloalkylthio-based insecticides such as organic phosphoric ester shown by formula II (R5 is alkyl or cyclopropyl; R7 is H or CN; A is CH2 or CO; Z1 and Z2 are H or halogen) or formula III (M1 is O or S; M2 is M1 or direct bond; R8 is alkyl; R9 is alkoxy, phenyl, etc.; R10 is alkyl or phenyl) or carbamates.

Description

[Detailed description of the invention]

0001

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel insecticide and fungicidal composition for agricultural and horticultural use which has an excellent insecticidal and fungicidal effect and is composed of a combination of an amine derivative of the formula [I] below and a known bactericidal or insecticide.

0002

[Prior Art] In the cultivation of agricultural and horticultural crops, a large number of pesticides are used to control crop diseases and damage. Many of them are not necessarily satisfactory pesticidal agents because their use is restricted due to their appearance, they cause phytotoxicity or contamination of plants, or they are highly toxic to animals, animals, and fish. Therefore, there is a strong demand for the development of drugs that are free from such drawbacks and can be used safely.

0003

[Problems to be Solved by the Invention] While investigating the more effective use of the amine derivative represented by formula [I] below, the present inventors discovered that the amine derivative represented by formula [I] below can be used synergistically in combination with certain bactericides or insecticides. It has been found that a significant insecticidal and bactericidal effect can be obtained.

0004

[Means for Solving the Problems] The present invention provides general formula [I]

[Formula 5] {wherein R1 is an optionally substituted pyridyl group, pyrazyl group, or thiazolyl group, excluding an unsubstituted 2-pyridyl group, and X is an optionally substituted alkylene group or alkylidene group, R2 is a hydrogen atom, an optionally substituted alkyl group, alkenyl group, alkynyl group, cycloalkyl group, cycloalkenyl group, or aryl group, or Y-R5, Y is an oxygen atom, -CO-, R5 is a substituted R3 represents a hydrogen atom, an optionally substituted alkyl group or cycloalkyl group, and R4 represents a cyano group or a nitro group. } or a salt thereof, benzimidazole type, dicarboximide type,
A disinfectant selected from acylalanine, organophosphorus, organochlorine, polyhaloalkylthio, antibiotics, sulfur, and copper, general formula [II]

[Formula 6] (wherein, R6 is each an optionally substituted lower alkyl group or cyclopropyl group, R7 is a hydrogen atom or CN, A is a methylene group or CO, and Z1 and Z2 are each a hydrogen atom or a halogen pyrethroids represented by the general formula [III]

[Chemical formula 7] (In the formula, M1 is an oxygen atom or a sulfur atom, M2 is an oxygen atom, a sulfur atom, or a direct bond between the phosphorus atom and R10 in the formula, R8 is a lower alkyl group, and R9 is a lower alkoxy group. , a lower alkylthio group, a lower alkylcarbonylamide group, or a phenyl group, R10 is a substituted or unsubstituted alkyl group, a lower alkenyl group, a phenyl group, or a heteroaryl group, or R9 and R10
together with the phosphorus atom and M2 in the formula represent phosphophosphoric acid. ), general formula [IV]

[Formula 8] {In the formula, R11 is a substituted or unsubstituted aryl group, heterocyclic group, or oxime group, R12 is a hydrogen atom or a lower alkyl group, and R13 is a lower alkyl group or a group -S-NR14R
15 (in the formula, R14 represents a lower alkyl group, and R15 represents a lower alkyl group or a lower alkoxycarbonylalkyl group), 2-ter
t-Butylimino-3-isopropyl-5-phenyl-
3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one, 1-(4-chlorophenyl-3
-(2,6-difluorobenzoyl)urea, 1-(3,
5-dichloro-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl)-3-(2,6
-difluorobenzoyl)urea, 1-(3,5-dichloro-2,4-difluorophenyl)-3-(2,6-difluorobenzoyl)urea, 1-(4-trifluoromethoxyphenyl)-3-(2 -chlorobenzoyl)urea, 1-(2-fluoro-4-(2-chloro-4-trifluoromethylphenoxy)phenyl)-3-(2,6-
difluorobenzoyl)urea, 1-(3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)-3-(2,6-difluorobenzoyl)urea, 3-(1-methyl -2-pyrrolidinyl)pyridine sulfate, 1,3-bis-(carbamoylthio)-2-
(N,N-dimethylamino)propane hydrochloride, S,S'
-2-dimethylaminotrimethylene-di(benzenethiosulfonate), 5-dimethylamino-1,2,3-trithianoxalate, trans-5-(4-chlorophenyl)-N-cyclohexyl-4-methyl -2-oxothiazolidine-3-carboxamide, ethyl-o-benzoyl-3-chloro-2,6-dimethoxybenzohydroxymate, tert-butyl (E)-α-(1,3
-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy)-p-toluate, 2-tert-
Butyl-5-(4-tert-butylbenzoylthio)
-4-chloropyridazin-3 (2H)-one, at least one compound selected from live spores and produced crystal toxins of Bacillus thuringiensis (hereinafter collectively referred to as other drugs). It has been found that the novel active substance combination exhibits an excellent insecticidal and fungicidal effect.

The insecticidal and fungicidal effects of the insecticidal and fungicidal composition according to the present invention, in which the amine derivative of formula [I] or its salt is blended with other fungicidal or insecticidal agents, are greater than those of the active compound alone; It showed excellent synergism. That is, by applying the insecticidal and fungicidal composition of the present invention, for example, planthoppers, leafhoppers, and other important pests of paddy rice can be killed.
Blast diseases, such as aphids, diamondback moths, leaf beetles, downy mildew, and scab, which are important pests of fruit trees and vegetables, such as aphids and powdery mildew, which are important pests of wheat, than when using only a single active compound. It was highly effective and showed synergistic insecticidal and fungicidal effects.

Preferred amine derivatives of the general formula [I] used in the active substance combinations according to the invention are defined as follows.

[Image Omitted] In the formula, R1 is a pyridyl group substituted with a halogen atom such as a chlor atom, a cyano group or a lower haloalkyl group, or a pyrazyl substituted with a halogen atom such as a chlor atom, excluding an unsubstituted 2-pyridyl group. or a thiazolyl group substituted with one or two selected from a halogen atom such as a chlorine atom and a methyl group, X is a methylene group, and R2 is an alkyl substituted with a hydrogen atom, a lower alkyl group, or a cyano group. group, allyl group, propargyl group, cyclopropyl group, lower alkoxy group, methoxymethyl group, methylthiomethyl group, benzyl group optionally substituted with chlorine atom, pyridylmethyl group substituted with chlorine atom, R3 is a hydrogen atom, a lower alkyl group optionally substituted with a halogen atom such as a chlorine atom or a fluorine atom, or a cyclopropyl group, and R4 is a cyano group. Or represents a nitro group.

Examples of amine derivatives of general formula [I] used in the active substance combination according to the invention include the following
Examples include the compounds shown in the table. The following amine derivatives or their salt production methods and their use as insecticides are described in WO
No. 91/04965.

[0008]

[Table 101]

[0009]

[Table 102]

The fungicides used in the present invention include thiophanate methyl, benomyl, carbendazole,
Thiabendazole, vinclozolin, iprodione, procymidone, fluorimide, metalaxyl, oxadixyl, IBP, edifenphos, triclofos-methyl, pyrazophos, fosetyl, chlorothalonil, furacide, captan, cyclofluanid, inorganic sulfur, zineb,
maneb, mancozeb, ambam, polycarbamate, propinebzilam, thiuram, milneb, fluazinam,
Inorganic copper, oxine copper, copper nonylphenol sulfonate,
Blasticidin S, Kasugamycin, Polyoxin complex, Streptomycin, PCNB, Hydroxyisoxazole, Dazomet, Dithianone, Diclomedine,
Anilazine, probenazole, isoprothiolanetricyclazole, pyroquilone, oxolinic acid, guazatine, propamocarb hydrochloride, etc. are listed as pyrethroids in The Pesticide Manual.
ticide Manual) 9th edition 1991
The British Crop Prote
3 stated in the ction concil issue etc.
-Phenoxybenzyl (1RS, 3RS) -(1RS,
3RS)-3-(2,2-dichlorovinyl)-2,2-
Dimethylcyclopropanecarboxylate (permethrin), (RS)-α-cyano-3-phenoxybenzyl (1RS,3SR)-(1RS,3RS)-3-(2,
2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cypermethrin), (RS)-α
-cyano-3-phenoxybenzyl (Z)-(1RS,
3RS)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate (cyhalothrin), (RS)-α-cyano-4-fluoro-3-phenoxybenzyl (1RS, 3
RS)-(1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cyfluthrin), (RS)-α-cyano-3-
Phenoxybenzyl-2,2,3,3-tetramethylcyclopropanecarboxylate (fenpropathrin)
, (RS)-α-cyano-3-phenoxybenzyl (1
R,3S)-2,2-dimethyl3-(1,2,2,2-
tetrabromoethyl) cyclopropanecarboxylate (tralomethrin), (RS)-α-cyano-3-phenoxybenzyl (RS)-2,2-dichloro-1-(4
-ethoxyphenyl)cyclopropanecarboxylate (cycloprothrin), (RS)-α-cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutanoate (fenvalerate), (
RS)-α-cyano-3-phenoxybenzyl(S)-
2-(4-difluoromethoxyphenyl)-3-methylbutyrate (flucitrinate), (RS)-α-cyano-3-phenoxybenzyl (N)-(2-chloro-α
, α,α-trifluoro-p-tolyl)-D-valinate (fluvalinate), 2-(4-ethoxyphenyl)
-2-Methylpropyl 3-phenoxybenzyl ether (ethofenprox), etc. are listed in The Pesticide Manual (The Pesticide Manual) as organic phosphate esters.
esticide Manual) 9th edition 1991 The British CropProte
dimethyl-2,2-dichlorovinyl phosphate (dichlorvos), dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate (trichlorfon), O,
O-dimethyl-S-(2,3-dihydro-5-methoxy-2-oxo-1,3,4-thiadiazol-3-ylmethyl)phosphorodithioate (methidathion), O,
O-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate (fenitrothion), O-2,4
-dichlorophenyl-O-ethyl-S-propylphosphorodithioate (prothiophos), O,O-dipropyl-O-4-methylthiophenylphosphate (propaphos), O-4-bromo-2-chlorophenyl-O-ethyl-S -Propylphosphorothioate (Profenofos), 3-(O,O-diethoxythiophosphorylthiomethyl)-6-chlorobenzoxazolone (Phosaron), O
, O-dimethyl-S-(N-formyl-N-methylcarbamoylmethyl)phosphorodithioate (formothione), S-1,2-bis(ethoxycarbonyl)ethyl O
, O-dimethylphosphorodithioate (Marathon), 2
-chloro-1-(2,4,5-trichlorophenyl)vinyldimethylphosphate (tetrachlorvinphos),
2-chloro-1-(2,4-dichlorophenyl)vinyl diethyl phosphate (chlorfenvinphos), O,
O-dimethyl-O-p-cyanophenylphosphorothioate (cyanophos), O,S-dimethyl-N-acetylphosphoroamidothioate (acephate), O,O-
Diethyl-O-(5-phenyl-3-isoxazolyl)
Phosphorothioate (isoxathion), O-ethyl-
O-2-isopropoxycarbonylphenyl-N-isopropylphosphoroamidothioate (isofenphos)
, O,O,O',O'-tetraethyl-S,S'-methylene diphosphorodithioate (ethion), O,O-diethyl-S-2-ethylthioethylphosphorodithioate (ethylthiometone), 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 (chlorpyrifos),
O,O-dimethyl-O-3,5,6-trichloro-2-
Pyridyl phosphorothioate (chlorpyrifosmethyl)
, 2-chloro-1-(2,4-dichlorophenyl)vinyldimethylphosphate (dimethylvinphos), O,O
-dimethyl-S-(N-methylcarbamoylmethyl)phosphorodithioate (dimethoate), O-ethyl-O
-4-Methylthiophenyl-S-propyl-phosphorodithioate (sulprophos), O,O-diethyl-O-
2-isopropyl-6-methylpyrimidin-4-yl-
Phosphorothioate (Diazinon), O,O-dimethyl-S-ethylthioethylphosphorodithioate (thiometone), O,O-dimethyl-S-2-(1-methylcarbamoylethylthio)ethylphosphorodithioate (
pamidothione), (RS)-(O-1-(4-chlorophenyl)-pyrazol-4-yl-O-ethyl-S-n
-propyl phosphorothioate) (pyraclofos), O
, O-diethyl-O-(3-oxo-2-phenyl-2
H-pyridazin-6-yl) phosphorothioate (pyridafenthione), O-2-diethylamino-6-methylpyrimidin-4-yl-O,O-dimethylphosphorothioate (pirimiphos methyl), 2-methoxy-4H-
1,3,2-benzodioxaphosphorine-2-2-sulfide (salithion), dimethylethylsulfinyl isopropylthiophosphate (ESP), O,O-dimethyl-O-[3-methyl-4-(methylthio)phenyl ]Thiophosphate (fenthion), dimethyldithiophosphorylphenyl ethyl acetate (fenthoate), 3
-(dimethoxyphosphinyloxy)-N-methyl-ciscrotonamide (monocrotophos), etc., and carbamates include 2,2-dimethyl-1,3-benzodioxol-4-yl-methylcarbamate (bendiocarb ), ethyl N-[2,3-dihydro-2,2-dimethylbenzofuran-7-yloxycarbonyl(methyl)aminothio]-N-isopropyl-β-alaninate (benfuracarb), 1-naphthyl-N-methylcarbamate ( carbaryl), 2,3-dihydro-2,2-
Dimethylbenzofuran-7-yl-methylcarbamate (carbofuran), 2,3-dihydro-2,2-dimethyl-7-benzo[b]furanyl-N-dibutylaminothio-N-methylcarbamate (carbosulfan), 2
-(ethylthiomethyl)phenyl-methylcarbamate (ethiophenecarb), 2-sec-butylphenyl-N-methylcarbamate (fenobucarb), butyl-2,3-dihydro-2,2-dimethylbenzofuran-
7-yl-N,N-dimethyl-N,N-thiodicarbamate (furathiocarb), o-cumenylmethylcarbamate (isoprocarb), S-methyl-N-[(methylcarbamoyl)oxy]thioacetimidate (methomyl) ), methalyl-N-methylcarbamate (metolcarb), 2-dimethylamino-5,6-dimethylpyrimidin-4-yldimethylcarbamate (pirimicarb)
, 2-isopropoxyphenyl-N-methylcarbamate (propoxur), 3,4-xylyl-N-methylcarbamate (xylylcarb), 3,5-xylylmethylcarbamate (XMC), methyl-N',N'-dimethyl -N-[(methylcarbamoyl)oxy]-1-thioxamimidate (oxamyl), 3,7,9,1
3-tetramethyl-5,11-dioxa-2,8,14
Trithia-4,7,9,12-tetraazapentadeca-
3,12-diene-6,10-dione (thiodicarb)
, S-(4-phenoxybutyl)-N,N-dimethylthiocarbamate (phenothiocarb), and the like.

The weight ratio of the active compounds of each group in the active substances is generally 0.01 to 20 parts by weight of the other drug per 1 part by weight of the active compound of the active substance group of the amine derivative of general formula [I] or its salt. Weight parts can be used. The active compound combination according to the invention exhibits an excellent insecticidal and fungicidal effect,
foliar spraying, top dressing, underwater application, surface application,
It can be used by soil surface application, soil mixing treatment, soaking of seedlings in planting holes, seed disinfection, application in seedling boxes, fumigation, etc.

The active compound combination according to the present invention exhibits a stronger insecticidal and fungicidal effect than when each active compound is applied alone, so it does not cause chemical damage to crops and has low toxicity to warm-blooded animals, making it safe to use. can.

The insecticidal and fungicidal composition of the present invention has the general formula [I]
It contains the compound represented by and other drugs as active ingredients, and although it can be used as a pure active ingredient compound, it is usually used in the forms that general agricultural chemicals can take, such as wettable powders, water solvents, and powders. , emulsions, granules, flowables, smoking agents,
They may be used in the form of a fumigation agent or the like in a mixed formulation, or they may be prepared separately and mixed together. As additives and carriers, for solidifying agents, vegetable powders such as soybean flour and wheat flour, fine mineral powders such as diatomaceous earth, apatite, gypsum, talc, bentonite, and clay;
Organic and inorganic compounds such as sodium benzoate, urea, mirabilite, etc. are used.

[0014] When a liquid dosage form is intended, vegetable oil,
Mineral oil, petroleum fractions such as kerosene, xylene and solvent naphtha, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, trichlorethylene, methyl isobutyl ketone, water, etc. are used as solvents. In these preparations, a surfactant may be added if necessary in order to obtain a uniform and stable form. The wettable powders, emulsions, aqueous solutions, and flowables obtained in this way can be diluted with water to a predetermined concentration to form a suspension or emulsion, and the powders and granules can be used as they are by spraying them on plants. be done.

[0015]

[Example] Next, examples of formulations will be shown.
Surfactants and the like are not limited to these examples. Example 1 Wettable powder active compound of formula [I] 1
0 other drugs
10 parts Higher alcohol sulfate ester
5 parts diatomaceous earth
70 parts silica

Mix 5 or more parts, grind into a fine powder, dilute with water and spray as a suspension before use.

[0016]

[Reference example] Next, a reference example of the formulation is shown.
Surfactants and the like are not limited to these reference examples. Reference Example 1 Wettable powder active compound of formula [I] 2
0 parts Higher alcohol sulfate ester
5 parts diatomaceous earth
70 parts silica
Mix 5 or more parts, grind into a fine powder, dilute with water and spray as a suspension before use.

Reference Example 2 Active compound of emulsion formula [I]
15 parts alkylphenyl polyoxyethylene
5 parts dimethylformamide
50 parts xylene
Mix and dissolve 30 parts or more, dilute with water before use, and spray as an emulsion.

[0018]

Effects of the Invention Test Example 1 Test against the brown planthopper Rice seedlings 7 days after germination were treated with the hydrating agent shown in Example 1 of the drug, and according to the formulation of Reference Example 1 or 2, to a predetermined concentration. The sample was immersed in a chemical solution diluted with water for 30 seconds. After air-drying, the treated seedlings were placed in a test tube and 14 3rd instar larvae of the brown planthopper were inoculated. Cover with gauze and
The insecticide was placed in a thermostatic chamber at a temperature of 25° C. and a humidity of 65%, and the insect killing rate was examined two days later. The results are shown in Table 2.

[0019]

[Table 201]

[0020]

[Table 202]

[0021]

[Table 203]

[0022]

[Table 204]

[0023]

[Table 205]

Test Example 2: Test against teacup worms using the hydrating agent shown in Example 1 of the above drug, Reference Example 1 or 2
Tea leaves were immersed for 30 seconds in a medicinal solution of the composition diluted with water to a predetermined concentration according to the recipe. After air-drying, put the treated leaves in a petri dish and collect 10 1st instar larvae of Chanokokakumonhamaki.
The head was inoculated. Close the glass lid, temperature 25℃, humidity 65℃
% in a constant temperature room, and the insect killing rate was examined 2 days later. The results are shown in Table 3.

[0025]

[Table 301]

[0026]

[Table 302]

Test Example 3 Test against Spodoptera trifoliata Wettable powder shown in Example 1 of the above drug, Reference Example 1 or 2
Cabbage leaves were immersed for 30 seconds in a chemical solution of the composition diluted with water to a predetermined concentration according to the recipe. After air-drying, the treated leaves were placed in a Petri dish and inoculated with 10 1st instar larvae of Spodoptera trifoliata. Close the glass lid, temperature 25℃, humidity 65%
The insecticide rate was examined after 2 days. The results are shown in Table 4.

[0028]

[Table 401]

[0029]

[Table 402]

Test Example 4 Test against apple scab disease Apple seedlings (cultivar "Kunimitsu", 3~
At the 4-leaf stage), a chemical solution diluted with water to a predetermined concentration according to the formulation of the hydrating powder shown in Example 1 of the composition of the present invention or Reference Example 1 or 2 was sprayed and air-dried. , inoculated with conidia of the apple scab fungus (Venturia inaqualis), and kept at 20°C under illumination (reversing light and dark).
After keeping it in a high humidity room for 2 weeks, the pest control effect was investigated. The control effect is calculated by investigating the degree of disease onset in chemically treated plants, based on the degree of disease onset in the untreated control plot, and calculating the control value (%).
). The results are shown in Table 5.

[0031]

[Table 5]

Test Example 5 Test against cucumber downy mildew The hydrating powder shown in Example 1 of the composition of the present invention,
According to the prescription of Reference Example 1 or 2, a chemical solution diluted with water to a predetermined concentration was sprayed on the back surface of cucumber leaves, and after air-drying, the present fungus (Pseudo bacterium) collected from leaves affected by cucumber downy mildew was applied.
A suspension of zoosporangia (Peronospora cubensis) was spray inoculated and kept in an inoculation box at 25° C. and 100% humidity. Two days after inoculation, the treated cucumber seedlings were transferred to a greenhouse with a room temperature of 23 to 26°C and a humidity of 70% or more, and two days later, the control effect was investigated. The control effect was calculated by investigating the degree of disease onset in the chemically treated plants, based on the degree of disease onset in the untreated control plot, and expressed as control value (%). The results are shown in Table 6.

[0033]

[Table 601]

[0034]

[Table 602]

Test Example 6 Test against rice blast disease Rice seedlings grown in plastic pots (variety Nipponbare, 3)
0-leaf stage) The hydrating agent shown in Example 1 of the composition of the present invention and the chemical solution diluted with water to a predetermined concentration according to the formulation of Reference Example 1 or 2 were sprayed on the seedlings, and the mixture was incubated at room temperature. After air-drying, the rice blast fungus (Pyricularia or
Spray inoculation with a suspension of conidia of M. yzae) and incubate at 25°C.
, and kept at high humidity for 48 hours in the dark. Thereafter, the plants were grown in a thermostatic chamber at a temperature of 25 to 27°C and a humidity of 70% or more. Seven days after inoculation, the disease onset status was investigated to determine the control effect. The control effect was calculated by investigating the degree of disease onset in the chemically treated plants, based on the degree of disease onset in the untreated control plot, and expressed as control value (%). The results are shown in Table 7.

[0036]

[Table 701]

[0037]

[Table 702]

[Table 501]

Claims (1)

[Claims] [Claim 1] [Formula 1] {wherein R1 is an optionally substituted pyridyl group, pyrazyl group or thiazolyl group excluding an unsubstituted 2-pyridyl group, and X is an optionally substituted alkylene group or alkylidene group, R2 is a hydrogen atom, an optionally substituted alkyl group, alkenyl group, alkynyl group, cycloalkyl group, cycloalkenyl group or aryl group, or Y-R5, Y is an oxygen atom, -CO- , R5
represents an optionally substituted alkyl group or aryl group, R3 represents a hydrogen atom, an optionally substituted alkyl group or a cycloalkyl group, and R4 represents a cyano group or a nitro group. } or a salt thereof; and benzimidazole, dicarboximide, acylalanine, organophosphorus, organochlorine, polyhaloalkylthio, antibiotics, sulfur, and copper. A bactericidal agent selected from the general formula [II] [Formula 2] (wherein R6 is an optionally substituted lower alkyl group or cyclopropyl group, R7 is a hydrogen atom or CN, and A is a methylene group or CO , Z1 and Z2 each represent a hydrogen atom or a halogen atom), pyrethroids represented by the general formula [III] R10 represents a direct bond between the atom or phosphorus atom in the formula, R8 represents a lower alkyl group, R9 represents a lower alkoxy group, lower alkylthio group, lower alkylcarbonylamide group, or phenyl group, and R10 represents a substituted or unsubstituted group, respectively. an alkyl group, lower alkenyl group, phenyl group or heteroaryl group, or R9 and R10
together with the phosphorus atom and M2 in the formula represent phosphophosphoric acid. ) Organophosphoric acid esters represented by the general formula [IV] [Formula 4] {wherein R11 is a substituted or unsubstituted aryl group, heterocyclic group or oxime group, R12 is a hydrogen atom or a lower alkyl group, R13 is a lower alkyl group or a group -S-NR14R
15 (in the formula, R14 represents a lower alkyl group, and R15 represents a lower alkyl group or a lower alkoxycarbonylalkyl group), 2-ter
t-Butylimino-3-isopropyl-5-phenyl-
3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one, 1-(4-chlorophenyl-3
-(2,6-difluorobenzoyl)urea, 1-(3,
5-dichloro-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl)-3-(2,6
-difluorobenzoyl)urea, 1-(3,5-dichloro-2,4-difluorophenyl)-3-(2,6-difluorobenzoyl)urea, 1-(4-trifluoromethoxyphenyl)-3-(2 -chlorobenzoyl)urea, 1-(2-fluoro-4-(2-chloro-4-trifluoromethylphenoxy)phenyl)-3-(2,6-
difluorobenzoyl)urea, 1-(3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)-3-(2,6-difluorobenzoyl)urea, 3-(1-methyl -2-pyrrolidinyl)pyridine sulfate, 1,3-bis-(carbamoylthio)-2-
(N,N-dimethylamino)propane hydrochloride, S,S'
-2-dimethylaminotrimethylene-di(benzenethiosulfonate), 5-dimethylamino-1,2,3-trithianoxalate, trans-5-(4-chlorophenyl)-N-cyclohexyl-4-methyl -2-oxothiazolidine-3-carboxamide, ethyl-o-benzoyl-3-chloro-2,6-dimethoxybenzohydroxymate, tert-butyl (E)-α-(1,3
-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy)-p-toluate, 2-tert-
Butyl-5-(4-tert-butylbenzoylthio)
-4-chloropyridazin-3 (2H)-one, a novel agricultural and horticultural insecticidal sterilizer characterized by containing at least one compound selected from live spores and produced crystalline toxins of Bacillus thuringiensis. Composition.