JP2990865B2 - Insecticidal composition for agricultural and horticultural use - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel agricultural and horticultural insecticidal fungicidal composition comprising a combination of an amine derivative of the following formula [I] and triflumizole and having an excellent insecticidal fungicidal effect.

[0002]

2. Description of the Related Art In the cultivation of agricultural and horticultural crops, a large number of control agents are used for controlling pests and diseases of crops. However, the control effect is insufficient, or due to the emergence of drug-resistant pests and pathogenic bacteria. Since its use is restricted, and the plant causes phytotoxicity and contamination, or is highly toxic to humans, fishes, etc., it is not necessarily a satisfactory control agent. Therefore, there is a strong demand for the development of a drug that can be used safely with few such disadvantages.

[0003]

SUMMARY OF THE INVENTION The present inventors have studied the combination with triflumizole in studying more effective use of the amine derivative represented by the following formula [I]. It was found that various insecticidal and bactericidal effects were obtained.

[0004]

According to the present invention, there is provided a compound represented by the general formula [I]:

Embedded image In the formula, R ₁ represents an optionally substituted pyridyl group, a pyrazyl group or a thiazolyl group, excluding an unsubstituted 2-pyridyl group, X represents an optionally substituted alkylene group or an alkylidene group, and R ₂ represents A hydrogen atom, an optionally substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aryl group, or Y
The -R _5, Y is an oxygen atom, a -CO-, the R ₅ is an optionally substituted alkyl group or aryl group, R ₃ is a hydrogen atom, an alkyl group which may be substituted, a cycloalkyl group , R ₄ represents a cyano group or a nitro group. It is an agricultural and horticultural insecticidal fungicidal composition containing the compound represented by｝ or a salt thereof and triflumizole, and it has been found that the combination of the novel active substance exhibits excellent insecticidal and fungicidal effects.

The pesticidal and bactericidal effects of the insecticidal and bactericidal composition according to the present invention in which triflumizole is blended with the amine derivative of the formula [I] or a salt thereof are greater than those of the single active compound, respectively. Showed a force effect. That is, by applying the insecticidal fungicidal composition according to the present invention, for example, important insect pests of rice plant, leafhoppers, leafhoppers, blasts, for example, fruit trees, vegetables and other important pests such as aphids, moths, leaf beetles, downy mildew, For scabs, for example, aphids and powdery mildew, which are important pests of barley, are more effective than the case of each single active compound alone,
It showed synergistic insecticidal and bactericidal effects.

The enzyme cytochrome P-450, which is present in the microsomal fraction in insect cells, is known to oxidatively detoxify drugs that enter the body (Shoji Ike et al., Insect Physiology, Biochemistry, Asakura Shoten, 230, 1986). Triflumizole which inhibits this cytochrome P-450 [Nakayama et al., Journal of the Japanese Society of Pesticides 14 (1), 23-37, 1
989)] exerts a synergistic effect by acting on the metabolism in the insect body of the amine derivative of the general formula [I].

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

Embedded image In the formula, R ₁ is a halogen atom such as a chloro atom, a pyridyl group substituted with a cyano group or a lower haloalkyl group, or a pyrazyl group substituted with a halogen atom such as a chloro atom, excluding an unsubstituted 2-pyridyl group, or A thiazolyl group substituted by one or two selected from a halogen atom such as a chloro atom and a methyl group, X represents a methylene group, R ₂ represents a hydrogen atom, a lower alkyl group, an alkyl group substituted with a cyano group, Allyl group, propargyl group, cyclopropyl group, lower alkoxy group, methoxymethyl group, methylthiomethyl group, benzyl group optionally substituted with a chloro atom, pyridylmethyl group substituted with a chloro atom, pyridyl substituted with a chloro atom ethyl group, a benzoyl group substituted by an acetyl group or a chlorine atom, R ₃ is a hydrogen atom, chlorine atom, fluorine atom or the like halogen Lower alkyl group or a cyclopropyl group which may be substituted with atoms, R ₄ represents a cyano group or a nitro group.

Examples of the amine derivatives of the general formula [I] used in the active substance combinations according to the invention include the following:
The compounds shown in the table are mentioned. The following methods for producing amine derivatives or salts thereof and their use as insecticides are described in WO
91/04965.

[0009]

[Table 101]

[0010]

[Table 102]

The weight ratio of the active compounds of each group in the active substance is generally from 1 to 20 parts by weight of triflumizole per 1 part by weight of the active compound of the active substance group of the amine derivative of the formula [I] or a salt thereof. Department can use.

The active compound combinations according to the invention exhibit excellent insecticidal and fungicidal effects, foliage application, top dressing, underwater application, surface application, soil surface application, soil admixture treatment, planting treatment seedling immersion, seed disinfection, seedling raising It can be used by box application smoke, fumigation, etc. The active compound combinations according to the invention exhibit a stronger insecticidal and fungicidal effect than when each active compound is applied alone, and therefore have no phytotoxicity to crops, low toxicity to warm-blooded animals and can be used safely. The insecticidal fungicidal composition of the present invention contains the compound represented by the general formula [I] and triflumizole as active ingredients, and can be used as it is as a pure product of the active ingredient compound. May be used in the form of wettable powders, aqueous solvents, powders, emulsions, granules, flowables, smokers, fumigants, etc., and may be used in the form of a mixture, or may be formulated separately. You may mix and use things. As an additive and a carrier, when a solid agent is intended, soybean flour, vegetable powder such as flour, diatomaceous earth, apatite, gypsum, talc, bentonite, clay and other mineral fine powder, sodium benzoate, urea And inorganic compounds such as sodium sulfate. When intended for liquid dosage forms, vegetable oil, mineral oil, kerosene, petroleum fractions such as xylene and solvent naphtha, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, trichloroethylene, methyl isobutyl ketone, water, etc. as solvents use. In these formulations, a surfactant can be added if necessary to obtain a uniform and stable form. The wettable powder, emulsion, aqueous solution and flowable thus obtained are diluted with water to a predetermined concentration and used as a suspension or emulsion. Is done.

[0013]

EXAMPLES Next, examples of the preparation will be described.
Surfactants and the like are not limited to these examples. Example 1 wettable powder 5 parts of active compound of formula [I] 5 parts triflumizole 15 parts higher alcohol sulfate 5 parts diatomaceous earth 70 parts silica 5 parts The above are mixed, pulverized into fine powder, and diluted with water for use. Spray as a suspension.

[Reference example] Next, the reference example of the preparation is shown.
Surfactants and the like are not limited to these reference examples. Reference Example 1 wettable powder Active compound of formula [I] 20 parts Higher alcohol sulfate 5 parts Diatomaceous earth 70 parts Silica 5 parts Mix the above, pulverize into fine powder, dilute with water before use and spray as a suspension . Reference Example 2 Emulsion 15 parts of the active compound of the formula [I] 15 parts of alkylphenylpolyoxyethylene 5 parts of dimethylformamide 30 parts of xylene 30 parts of the above were mixed and dissolved, and diluted with water before use to spray as an emulsion.

[0014]

【The invention's effect】

Test Example 1 Test against brown planthopper Rice seedlings that had passed seven days after germination were subjected to the above-mentioned chemicals in Example 1
Was immersed in a chemical solution of a composition diluted with water so as to have a predetermined concentration according to the formulation of the wettable powder shown in Reference Example 1 or 2 for 30 seconds. After air-drying, the treated seedlings were put into a test tube and inoculated with 10 third instar larvae of the brown planthopper. The plate was covered with gauze, placed in a thermostatic chamber at a temperature of 25 ° C. and a humidity of 65%, and the insecticidal rate was examined after 7 days.

[0015]

[Table 2]

Test Example 2 Test for Wheat Powdery Mildew Wheat seedlings (cultivar “Norin 61”) grown in unglazed pots
No. 1, 1.0-1.2 leaf stage) in Example 1 of the composition of the present invention.
, A chemical solution diluted with water to a predetermined concentration according to the formulation of Reference Example 1 or 2 was sprayed and kept in a greenhouse for 7 days, followed by wheat powdery mildew ( Erysiphe).
graminis f. sp. tritici ) was shaken off, inoculated, grown in a greenhouse at 22 to 25 ° C for 7 days, and the control effect was investigated. The control effect was determined by investigating the degree of onset of the drug-treated plant, calculating based on the degree of onset of the untreated control, and displaying the value as a control value (%). Table 3 shows the results.

[0017]

[Table 3]

──────────────────────────────────────────────────続 き Continued on the front page (72) Takao Iwasa, Inventor 345, Yanagicho, Takada, Odawara, Kanagawa, Japan Inside Soda Co., Ltd. (72) Inventor Akira Hashimoto 345, Yanagimachi, Takada, Odawara, Kanagawa, Japan Soda Corporation, Odawara Research In-house (56) References JP-A-4-154474 (JP, A) JP-A-5-345760 (JP, A) JP-A-55-79373 (JP, A) JP-A-57-75903 (JP, A) JP-A-4-316501 (JP, A) JP-A-3-47106 (JP, A) JP-A-2-209868 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A01N 51/00 A01N 43/50 A01N 47/40

Claims (1)

(57) [Claims] [Claim 1] In the formula, R ₁ represents an optionally substituted pyridyl group, a pyrazyl group or a thiazolyl group, excluding an unsubstituted 2-pyridyl group, X represents an optionally substituted alkylene group or an alkylidene group, and R ₂ represents hydrogen. An atom, an optionally substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aryl group, or Y
The -R _5, Y is an oxygen atom, a -CO-, the R ₅ is an optionally substituted alkyl group or aryl group, R ₃ is a hydrogen atom, an alkyl group which may be substituted, a cycloalkyl group , R ₄ represents a cyano group or a nitro group. ｝
A pesticidal composition for agricultural and horticultural use, which comprises a compound represented by the formula: or a salt thereof and triflumizole.