JPH0796482B2 - Insecticidal fungicide composition for agriculture - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention comprises a novel agricultural insecticidal and bactericidal composition containing an imino-substituted heterocyclic compound of the formula (I) described below and a known bactericidal active compound as active ingredients and exhibiting an excellent insecticidal and bactericidal action. Regarding things.

The imino-substituted heterocyclic compounds of formula (I) used in the present invention and their use as insecticides are disclosed in JP-A-61-267575 (Japanese Patent Application No. 60-106854) and JP-A-62-81382 ( Japanese Patent Application Sho6
0-21908) and JP-A-62-207266 (Japanese Patent Application No. 61-4862).
No. 9) It is described in the specification.

In addition, it has already been described that the following agents have a rice blast control activity. For example, diisopropyl 1,3-
Dithiolane-2-ylidene malonate, 5-methyl-1,
2,4-Triazolo [3,4-b] benzothiazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide and 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2, 1-i,
j] Quinoline-4-on [Pestayside Manual (7th Edition 1983 The British Crop Protection Co
issued by uncil)].

However, the action of these active compounds alone has either an insecticidal effect or a bactericidal effect, and it is not possible to simultaneously control the disease caused by the disease fungus and the damage caused by the pest.

According to the present inventors, (1) general formula In the formula, X represents S, CH ₂ or N—R ² (in the formula, R ² represents a hydrogen atom or an alkylcarbonyl group having 1 to 3 carbon atoms in the alkyl group), R ¹ represents a chloro atom or bromine. Represents a pyridyl group substituted with one or two selected from an atom, a fluoro atom or a methyl group, a chloro atom, a fluoro atom, a bromine atom or a thiazolyl group substituted with a methyl group, and the bonding position of the pyridine ring is 3 The -position (or the 5-position), the bonding position of the thiazole ring is the 5-position, m represents 2 or 3, and Z represents NO ₂ or CN; 2) Diisopropyl 1,3-dithiolane-2-ylidene malonate, 5-methyl-1,2,4-triazolo [3,4
-B] benzothiazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide and 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2,1-i, j] quinoline-4 It has been found that the novel active substance mixtures containing as active ingredient at least one selected from -one show excellent insecticidal bactericidal activity.

Conventionally, various chemicals have been developed as insecticides for concentrated horticulture, and have been used as single agents and mixed agents. In particular, organophosphorus insecticides and carbamate insecticides are mainly used, and then pyrethroid insecticides have been used. However, conventional insecticides each have a certain insecticidal effect, but have an insecticidal spectrum, an insecticidal effect (an insecticidal effect on various growth stages such as eggs, larvae, and adult worms), residual larvae, and fast-acting effect. However, it is not fully satisfied with various characteristics such as toxicity, osmotic transferability, low toxicity to fish and warm-blooded animals, reduction of environmental pollution, reduction of application frequency and application amount.

Furthermore, as a result of repeated use of conventional chemicals, various pests that have acquired resistance to various pests have appeared.
In particular, planthoppers and leafhoppers (eg, leafhopper leafhoppers), which are hemiptera pests that have acquired resistance to organophosphorus insecticides and carbamate insecticides, have recently appeared in rice fields in various regions including Japan's southwestern warm regions. However, it is becoming difficult to control them, and development of an excellent drug is desired.
Furthermore, pests such as aphids, mites, vegetable pests such as diamondback moth and cotton ball worms that injure cruciferous vegetables have acquired drug resistance, and control of such resistant pests or susceptible pests and resistant pests have been acquired. There is a demand for the development of an excellent drug capable of simultaneously controlling the above.

Further, in recent years, in rice cultivation in Japan, mechanical transplantation by a seedling transplanter is mainly carried out, and together with pest control in paddy rice Honda, an excellent and drug-free agent for controlling pests by applying a nursery box. Development is desired. Furthermore,
Development of an excellent drug against pests which have been particularly problematic in recent years, for example, rice weevil and the like has been desired.

Therefore, important pests of food crops including rice and other shells and pests of garden crops such as vegetables, flowers and fruit trees, tobacco,
Pests of industrial crops such as cotton and tea, forest pests, and pests of various institutional horticultural crops among them, soil pests of nematode pests, sucking and feeding habits of stored-grain pests, and various other pests,
On the other hand, it is desired to develop a drug having an even more excellent effect.

Further, in addition to the development of the above-mentioned excellent insecticide, it is desired to develop an insecticidal fungicide capable of simultaneously controlling the major diseases and rice blast and planthopper / leafhopper, which are the main diseases and pests in the cultivation of rice.

As a result of earnest studies to solve the above-mentioned various problems, the present inventors have surprisingly found that (1) an imino-substituted heterocyclic compound and (2) a known fungicide in the active compound mixture according to the present invention. However, it was discovered that they exerted an unexpectedly excellent synergistic action and synergistic action from the effect of each active compound alone, and exhibited excellent insecticidal and bactericidal effects against diseases and pests of rice.

Therefore, the insecticidal fungicide composition of the present invention, in agricultural crop cultivation, for example, especially simultaneous control of pests and labor saving, etc.
It is extremely effective and provides a technological advancement that is extremely outstanding in terms of industrial utility.

The imino-substituted heterocyclic compounds of general formula (I) used in the active substance combinations according to the invention are defined below.

In the formula, X represents S, CH ₂ or N—R ² (in the formula, R ² represents a hydrogen atom or an alkylcarbonyl group having 1 to 3 carbon atoms in the alkyl machine), and R ¹ represents a chloro atom or bromine. Represents a pyridyl group substituted with one or two selected from an atom, a fluoro atom and a methyl group, or a thiazolyl group substituted with a chloro atom, a fluoro atom, a bromine atom or a methyl group, and the bonding position of the pyridine ring is 3 -Position (or 5-position), the bonding position of the thiazole ring is 5-position, m represents 2 or 3, and Z represents NO ₂ or CN.

Examples of imino-substituted heterocyclic compounds of the general formula (I) used in the active substance combination according to the invention are the following compounds:

1- (3-pyridylmethyl) -2- (nitroimino) imidazoline, 1- (2-chloro-5-pyridylmethyl) -2- (nitroimino) imidazolidine, 1- (2-chloro-5-pyrimidylmethyl) -2 -(Nitroimino) tetrahydropyridine, 1- (2-fluoro-5-pyridylmethyl) -2- (nitroimino) imidazolidine, 1- (2-fluoro-5-pyridylmethyl) -2- (nitroimino) tetrahydropyrimidine, 1 -(2-Bromo-5-pyridylmethyl) -2- (nitroimino) imidazolidine, 1- (2,3-dichloro-5-pyridylmethyl) -2-
(Nitroimino) imidazoline, 1- (2-methyl-5-pyridylmethyl) -2- (nitroimino) imidazolidine, 1- (2-methyl-5-pyridylmethyl) -2- (nitroimino) tetrahydropyrimidine, 1- ( 2-chloro-5-thiazolylmethyl) -2- (nitroimino) imidazolidine, 1- (2-chloro-5-thiazolylmethyl) -2- (nitroimino) tetrahydropyrimidine, 1- (2-fluoro-5-thiazolylmethyl) -2 −
(Nitroimino) imidazolidine, 1- (2-methyl-5-thiazolylmethyl) -2- (nitroimino) imidazolidine, 1- (2-methyl-5-thiazolylmethyl) -2- (nitroimino) tetrahydropyrimidine, 1-acetyl- 3- (2-chloro-5-pyridylmethyl) -2- (nitroimino) imidazolidine, 1-acetyl-3- (2-chloro-5-pyridylmethyl) -2- (nitroimino) tetrahydropyrimidine, 1-butyryl- 3- (2-chloro-4-fluoro-5-
Pyridylmethyl) -2- (nitroimino) imidazolidine, 3- (2-chloro-5-pyridylmethyl) -2- (nitroimino) thiazolidine, 3- (2-chloro-5-pyridylmethyl) -2- (nitroimino) Tetrahydro-2H-1,3-thiazine, 3- (2-fluoro-5-pyridylmethyl) -2- (nitroimino) thiazolidine, 1- (2-chloro-5-pyridylmethyl) -2- (nitroimino) pyrrolidine, 1- (2-chloro-5-pyridylmethyl) -2- (nitroimino) piperidine, 1- (2-bromo-5-pyridylmethyl) -2- (nitroimino) pyrrolidine, 1- (2-fluoro-5-pyridyl Methyl) -2- (nitroimino) pyrrolidine, 1- (2-chloro-5-pyridylmethyl) -2- (cyanoimino) imidazoline, -(2-chloro-5-pyridylmethyl) -2- (cyanoimino) tetrahydropyrimidine, 1- (2-fluoro-5-pyridylmethyl) -2- (cyanoimino) imidazolidine, 1- (2-bromo-5- Pyridylmethyl) -2- (cyanoimino) imidazolidine, 1- (2-methyl-5-pyridylmethyl) -2- (cyanoimino) imidazolidine, 1- (2-methyl-5-pyridylmethyl) -2- (cyanoimino ) Tetrahydropyrimidine, 1- (2-chloro-5-thiazolylmethyl) -2- (cyanoimino) imidazolidine, 1- (2-chloro-5-thiazolylmethyl) -2- (cyanoimino) tetrahydropyrimidine, 1- (2-fluoro -5-thiazolylmethyl) -2-
(Cyanoimino) tetrahydropyrimidine, 1- (2-chloro-5-pyridylmethyl) -2- (cyanoimino) thiazolidine, 1- (2-chloro-5-pyridylmethyl) -2- (cyanoimino) tetrahydro-2H-1, 3-thiazine, 1- (2-fluoro-5-pyridylmethyl) -2- (cyanoimino) thiazolidine, 1- (2-chloro-5-thiazolylmethyl) -2- (cyanoimino) thiazolidine, 1- (2-chloro- 5-thiazolylmethyl) -2- (cyanoimino) tetrahydro-2H-1,3-thiazine.

One of the fungicidal active compounds used in the active substance combinations according to the invention includes the following compounds: diisopropyl 1,3-dithiolane-2-ylidene malonate (isoprothiolane isoprothiolane), 5-methyl-1,
2,4-Triazolo [3,4-b] benzothiazole (tricyclazole), 3-allyloxy-1,2-
Benzisothiazole 1,1-dioxide (probenazole) and 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2,1-i, j] quinolin-4-one (pyroquilone
pyroquilon).

The bactericidal active compound is represented by the following formula.

Di-isopropyl 1,3-dithiolane-2-ylidene malonate (isoprothiolane) 5-Methyl-1,2,4-triazolo [3,4-b] benzothiazole (tricyclazole) 3-allyloxy-1,2-benzisothiazole 1,1-
Dioxide (Provenazole) 1,2,5,6-Tetrahydro-4H-pyrrolo- [3,2,1-i, j]
Quinoline-4-one (pyroquilon) [5-amino-2-methyl-6- (2,3,4,5,6-pentahydroxycyclohexyloxy) tetrahydropyran-3-instead of the known bactericidal active substance (2) used in the present invention. The same excellent effect can be expected by using [yl] amino-α-iminoacetate quatside and its hydrochloride (kasugamycin) or S-benzyl diisopropylphosphorothiolate (IBP).

The above-mentioned fungicidal active compounds which are one component of the active substance combinations according to the invention are already known. That is, for example, the Pesticide Manual No. 7
Edition 1983 (The British Crop Protection Council
(Published) and the like and is already known as a rice blast control agent.

In the present invention, the weight ratio of the active compounds of each group in the active substance combination can be varied within a relatively wide range. (1) An active compound of the active compound group of the bactericidal active compound of (2), for example 0.05, per part by weight of the active compound group of the active compound of the imino-substituted heterocyclic compound of the general formula (I).
-20 parts by weight, preferably 0.1-10 parts by weight.

The active substance combination according to the present invention exhibits excellent insecticidal and bactericidal activity, and can be used as an insecticidal fungicide, for example, by foliage application, water or water application, soil application, soil admixture treatment, nursery box application and the like.

The active substance combinations according to the invention exhibit a strong insecticidal fungicidal action. Therefore, it can be used as an insecticidal fungicide. And, the active compound according to the present invention has no phytotoxicity to cultivated plants, and also has low toxicity to warm-blooded animals, for controlling pests, particularly insects and pests in agriculture, particularly in protecting rice, in order to accurately control them. Can be used for They are,
It is usually active against sensitive and resistant species, and all or some stages of development.

Examples of the above-mentioned pests (disease and pest) include the followings. Examples of such pests include the following pests.

As insects, pests of the order Coleoptera, for example, weevils (Lissorhoptrus oryzophilus), weevils (Echin
ocinemus squameus), rice leafhopper (Oulema oryz)
ae); Lepidoptera, for example, Chilo suppressali
s), Red-winged moth, Cnaphalocrocis medinalis, Naranga aenescens, Parnara guttata; Hemiptera, such as the green leafhopper, Nephotettix cinc
ticeps), brown planthopper (Nilaparvata lugens), brown planthopper (Laodelphax striatellus), white-bellied planthopper (Sogatella furcifera), green stink bug (Nezara sp)
p.); Orthoptera, for example, kerula (Gryl-lotalpa africana),
Locust (Locusta migratoria migratoriodes); As a disease, for example, an archaeal fungus [Archimisetes (Arch
imycetes], algae [Phycomycete (Phycomycete
s)], ascomycetes [Ascomycetes],
Basidiomycetes [Basidiomycetes], incomplete bacteria [Fungi Imperfect
i)], various plant diseases caused by other bacteria, and the like.

Typical examples of the bactericidal spectrum of the above plant diseases include rice blast fungus (Pyricularia oryzae) and the like, but the bactericidal spectrum should not be limited thereto.

The active substance combinations according to the invention can be in the form of mixtures of the components (1) and (2) or in the form of individual formulations, which are each mixed in situ. And as such a form, a liquid preparation, an emulsion, a suspension, a powder, a foam, a paste, a granule, an aerosol, an active compound infiltrating-natural and synthetic product, a microcapsule, a seed coating, and a preparation provided with a combustion device. (For example, fumigation and fumigation cartridges, cans and coils as combustors), and ULV [cold mist, warm mist (warm mis
t)].

These preparations can be manufactured by a known method. Such a process comprises, for example, applying the active compound to a spreading agent, ie a liquid diluent; a liquefied gas diluent; a solid diluent or a carrier, optionally a surfactant, ie an emulsifier and / or a dispersant. And / or a foam-forming agent may be used and mixed. If water is used as the spreading agent, organic solvents, for example, can also be used as auxiliary solvents.

Examples of the liquid diluent or carrier include aromatic hydrocarbons (eg, xylene, toluene, alkylnaphthalene, etc.), chlorinated aromatic or chlorinated aliphatic hydrocarbons (eg, chlorobenzenes, ethylene chloride, chlorinated compounds). Methylene etc.), aliphatic hydrocarbons [eg cyclohexane etc., paraffins (eg mineral oil fraction etc.)], alcohols (eg butanol, glycol and their ethers, esters etc.), ketones (eg acetone,
Mention may also be made of methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), strongly polar solvents (eg dimethylformamide, dimethylsulfoxide etc.) and water.

The liquefied gas diluent or carrier is a gas at room temperature and atmospheric pressure, examples of which include aerosol propellants such as butane, propane, nitrogen gas, carbon dioxide, and halogenated hydrocarbons.

As the solid diluent, soil natural minerals (for example, kaolin, clay, talc, chiyoke, quartz, attapal guide, montmorillonite, diatomaceous earth, etc.), soil synthetic minerals (for example, highly dispersed silicic acid, alumina, silicates, etc.) Can be mentioned.

Solid carriers for granules include ground and fractionated rocks (eg, calcite, marble, pumice, sepiolite, dolomite, etc.), synthetic particles of inorganic and organic powders, and fine particles of organic material (eg, , Sawdust, coconut coconut, corn cob and tobacco stem).

Emulsifiers and / or foaming agents include nonionic and anionic emulsifiers [eg polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ethers (eg alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulphates] , Aryl sulfonates, etc.)], and albumin hydrolysis products.

Dispersants include, for example, lignin sulfite waste liquor and methylcellulose.

Adhesives may also be used in the formulation (powder, granules, emulsions), such adhesives including carboxymethyl cellulose and natural and synthetic polymers (eg gum arabic, polyvinyl alcohol and polyvinyl acetate). You can

Colorants can also be used, such as inorganic pigments (for example iron oxide, titanium oxide and Prussian blue) and organic dyes such as alizarin dyes, azo dyes or metal phthalocyanine dyes, and also iron. , Manganese, boron, copper, cobalt, molybdenum, salts thereof such as zinc.

The formulation can contain, for example, 0.1 to 95% by weight, preferably 0.5 to 90% by weight, of the active ingredient.

The active substance combinations according to the invention are in their commercially useful formulations and the use forms prepared according to these formulations, other active compounds, for example insecticides, fungicides, fungicides, growth regulators or It can also be present as a mixture with herbicides. Here, as the insecticide, for example,
Examples thereof include organic phosphorus agents, carbamate agents, carboxylate agents, chlorinated hydrocarbon agents, and insecticidal substances produced by microorganisms.

Furthermore, the active compound mixtures according to the invention can also be present as admixtures with synergists, such preparations and forms of use being those which are commercially useful. The synergist is a compound which amplifies the action of the active compound, which need not be active in and of itself.

The content of the active substance combinations according to the invention in the commercially useful use forms can be varied within wide limits.

The working concentration of the active compound mixtures according to the invention is, for example, 0.
The amount is 00001 to 100% by weight, preferably 0.001 to 5% by weight.

The active compound mixtures according to the invention can be used in the usual manner depending on the use form.

Example 1 Preparation of Test Compound Each active compound: 25 parts by weight Carrier: Mixture of diatomaceous earth and kaolin (1: 5) 70 parts by weight to 9 parts by weight
0 parts by weight Emulsifier: 5 parts by weight of polyoxyethylene alkyl phenyl ether Prepared by pulverizing and mixing the above-mentioned amounts of the active compound, carrier and emulsifier to obtain each wettable powder, and diluting and mixing a predetermined amount thereof with water. To do.

Water surface application efficacy test Test method Paddy rice (cultivar: Asahi) is planted in a white porcelain pot with a diameter of 12 cm for 3 strains and submerged, and at the beginning of the division, it is not directly applied to the above-ground part of the rice plant by using a chemical pipette with a predetermined concentration prepared beforehand Thus, the water was irrigated to the indicated dose. Three days after that, a net basket was applied and 10 larvae of the brown planthopper, 4th instar, were inoculated per pot, and two days after the inoculation, dead insects were counted and the insecticidal rate was calculated. After that, a suspension of rice blast fungus spores was spray-inoculated by a conventional method and kept in an inoculation room at a temperature of 23 to 25 ° C. and a relative humidity of 100% for 24 hours. Then, the mixture was transferred to a glass greenhouse at a temperature of 20 to 28 ° C., and 7 days after the inoculation, the degree of disease per pot was classified and evaluated according to the following criteria, and the control value (%) was determined. The drug damage was also investigated. Degree of morbidity Lesion area ratio (%) 0 0 0.5 Less than 2 1 2 less than 5 2 5 less than 10 3 10 less than 20 40 less than 40 5 40 or more This test is a result of 3 pots in 1 ward. The results are shown in Table 1.

Note 1: No phytotoxicity is observed in any of the mixtures of Example 1 and single agent use.

2. Compounds of the general formula (I) used in the present invention: Compound No. 1 1- (2-chloro-5-pyridylmethyl) -2- (nitroimino) imidazoline, Compound No. 2 1- (2-chloro- 5-pyridylmethyl) -2- (nitroimino) tetrahydropyrimidine, compound No. 3 1- (2-chloro-5-thiazolylmethyl) -2- (nitroimino) imidazolidine, compound No. 4 1-acetyl-3- (2 -Chloro-5-pyridylmethyl) -2- (nitroimino) imidazolidine, compound No.5 3- (2-chloro5-pyridylmethyl) -2- (nitroimino) thiazolidine, compound No.6 1- (2-chloro -5-pyridylmethyl) -2- (nitroimino) piperidine, compound No. 7 1- (2-chloro-5-pyridylmethyl) -2- (dianoimino) imidazolidine.

3. Compound used in the present invention: Compound (A): Pyroquilone Compound (B): Probenazole Example 2 Nursery box application efficacy test Preparation of test compound: Active compound 5 (or 4) part, bentonite (montmorillonite) 30 parts , Talc (talc) 63 parts (or 64 parts), lignin sulfonate 2 parts, kneaded well with 25 parts of water, and kneaded with an extrusion granulator to form 10-40 mesh granules at 40-50 ° C. Dry with to make granules.

21% of germinated rice seedlings planted in a nursery box (30 cm × 60 cm × 2 cm) were granulated with 6% of the active compound of the general formula (I) per box.
50 g and 4% tricyclazole granules were uniformly applied to each box at 50 g, and after the application, three rice seedlings were extracted together with the soil and transplanted to a pot in a greenhouse of 1 / 10000a. Three days after transplantation, a plastic net basket was put on the pot, and 10 fourth-instar larvae of the brown planthopper were released per pot, and two days after the release, the number of dead insects was counted and the insecticidal rate was calculated. Furthermore, after 20 days of planting, after the rice seedlings have become colored and have become well grown, a suspension of rice blast fungus spores is sprayed and inoculated by a conventional method, and the temperature is 23 to 25 ° C, and the relative humidity is 100%. I kept it for 24 hours. Then, the mixture was transferred to a glass greenhouse at a temperature of 20 to 28 ° C., and 7 days after the inoculation, the degree of disease per pot was classified and evaluated according to the following criteria, and the control value (%) was determined. The drug damage was also investigated at the same time. Degree of morbidity Lesion area ratio (%) 0 0 0.5 Less than 2 1 2 Less than 5 2 5 Less than 10 3 Less than 10 20 4 Less than 20 40 5 40 or more The results are shown in Table 2.

Note: 1. No phytotoxicity is observed in any of the mixtures and single agents used in Example 2.

2. Compounds of general formula (I) used in the present invention: Compounds No. 1, No. 2, No. 3, No. 4, No. 5, No. 6 and No. 7 are described in Example 1. It is a compound.

3. Compounds used in the present invention: Compound (C): Tricyclazole Example 3 (i) Test against brown planthopper Preparation of test compound Each active compound: 30 to 40 parts by weight Carrier: Mixture of diatomaceous earth and kaolin (1: 5 ) 55 to 65 parts by weight Emulsifier: Polyoxyethylene alkylphenyl ether 5 parts by weight The above-mentioned amounts of the active compound, carrier and emulsifier are pulverized and mixed into each wettable powder, and the predetermined amount thereof is diluted with water and mixed. And prepare.

Test method: Planting 3 rice plants with a plant height of about 15 cm in a pot with a diameter of about 13 cm
After 10 days, spray 20 ml of a diluted solution of the active compound prepared in advance with a spray gun on each pot, air-dry the sprayed drug solution, and cover the pot with a net basket to inoculate 4 larvae of the brown planthopper, 10 larvae per pot. Three days after the inoculation, dead insects were counted and the insecticidal rate was calculated.

(Ii) Test method for foliar spraying efficacy against rice blast test method Paddy rice (quality: Asahi) was cultivated in a clay pot with a diameter of 12 cm, and a diluted solution of a predetermined concentration of the active compound prepared in advance in 3 to 4 leaf stages was added per 3 pots. 50 ml was sprayed. The next day, a suspension of rice blast spores artificially cultured on the next day was spray-inoculated (twice) and kept in a humid chamber at 25 ° C and 100% relative humidity for infection. Seven days after the inoculation, the degree of morbidity per pot was classified and evaluated according to the following criteria, and the control value (%) was determined. The drug damage was also investigated at the same time. Degree of morbidity Lesion area ratio (%) 0 0.5 Less than 2 1 2 less than 5 2 5 less than 10 3 10 less than 20 4 20 less than 40 5 40 or more This test is a result of 3 pots in 1 ward.

The results of the tests (i) and (ii) are summarized and shown in Table 3.

Note: 1. No drug is found in any of the mixtures and single agents used in Example 3.

2. Compounds of the general formula (I) used in the present invention: Compound No. (1), No. (2), No. (3), No. (4),
No. (5), No. (6) and No. (7) are the compounds described in Example 1.

3. Compound used in the present invention: Compound (D): Isoprothiolane Example 4 As a result of using the mixed composition of the present invention in Example 3 in a test section in which the brown planthopper and rice blast disease occur simultaneously,
The pest was controlled with a perfect effect.

Example 5 (Wettable powder) 25 parts of the active compound of formula (I), 25 parts of isoprothiolane, 45 parts of a mixture of powdered diatomaceous earth and powdered crane (1: 5), 2 parts of sodium alkylbenzene sulfonate, alkylnaphthalene sulfone. 3 parts of sodium acid formalin condensate is ground and mixed to obtain a wettable powder.

Example 6 3 parts of active compound of formula (I), 8 parts probenazole, 30 parts bentonite (montmorillonite), talc (talc) 57
25 parts of water is added to a mixture of 1 part and 2 parts of lignin sulfonate, kneaded well, granulated with an extrusion-type granulator to 10-40 mesh, and dried at 40-50 ° C to obtain granules.

Example 7 (powder) 1 part of active compound of formula (I), 2.5 parts of isoprothiolane,
96.5 parts of powdered clay are pulverized and mixed to obtain a powder.

Continuation of the front page (51) Int.Cl. ⁶ Identification code Office reference number FI Technical display area // (A01N 43/50 Q 43:90) (A01N 43/50 Q 43:28) (A01N 43/40 43 : 80) (A01N 43/40 43:28) (A01N 43/54 F 43:80) (A01N 43/54 F 43:28) (A01N 43/78 A 43:90) (A01N 43/78 F 43: 90) (A01N 43/78 A 43:28) (A01N 43/78 F 43:28)

Claims (1)

[Claims] 1. A general formula: In the formula, X represents S, CH ₂ or N—R ² (in the formula, R ² represents a hydrogen atom or an alkylcarbonyl group having 1 to 3 carbon atoms of an alkyl group), R ¹ represents a chloro atom or bromine. Represents a pyridyl group substituted with one or two selected from an atom, a fluoro atom or a methyl group, a chloro atom, a fluoro atom, a bromine atom or a thiazolyl group substituted with a methyl group, and the bonding position of the pyridine ring is 3 The -position (or the 5-position), the bonding position of the thiazole ring is the 5-position, m represents 2 or 3, and Z represents NO ₂ or CN; 2) Diisopropyl 1,3-dithiolane-2-ylidene malonate, 5-methyl-1,2,4-triazolo [3,4
-B] benzothiazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide and 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2,1-i, j] quinoline-4 -An agricultural insecticidal fungicide composition, characterized in that it contains a mixture of the active compounds with at least one selected from the group of On.