JP2990872B2 - Insecticidal composition for agricultural and horticultural use - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a novel insecticide for agricultural and horticultural use having excellent insecticidal and fungicidal activity comprising a combination of an amine derivative represented by the following general formula [I] or [II] and an ergosterol biosynthesis-inhibiting fungicide. It relates to a germicidal composition.

[0002]

2. Description of the Related Art In the cultivation of agricultural and horticultural crops, a number of control agents are used for controlling pests and insects on crops. However, the control effect is insufficient, or due to the emergence of drug-resistant pests and pathogenic bacteria. Since its use is limited, and the plant causes phytotoxicity and contamination, or has high toxicity to humans, fish and the like, it is not always 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]

DISCLOSURE OF THE INVENTION The present inventors have studied the more effective use of the amine derivative represented by the general formula [I] or [II] described below, and As a result of studying the combination, it was found that synergistic insecticidal and bactericidal effects were obtained.

[0004]

According to the present invention, there is provided a compound of the general formula

Embedded image ｛In the formula, R ₁ is a pyridyl group, a pyrazyl group or a thiazolyl group which may be substituted, R ₂ is a hydrogen atom or a lower alkyl group, R ₃ is -NR ₄ R ₅ or -S-R ₆ , R
₄ is a hydrogen atom or a lower alkyl group, R ₅ is a lower alkyl group, R ₆ is a lower alkyl group, X is a sulfur atom, an alkylene group, an alkylidene group or> NR ₇ ,
R ₇ is a hydrogen atom or an alkyl group, Y is CH or N
And Z is NO ₂ or CN (provided that when Y is CH, CN
M) represents 1 or 2, and n represents 2 or 3. ｝
A fungicidal composition for agricultural and horticultural use comprising at least one selected from the compounds represented by and at least one selected from ergosterol-inhibiting fungicides, wherein the combination of a novel active substance has an excellent insecticidal effect and It has been found to exhibit a bactericidal effect.

[0005] The insecticidal and fungicidal compositions of the present invention, in which an ergosterol biosynthesis-inhibiting fungicide is blended with the amine derivative of the above general formula [I] or [II], have greater insecticidal and fungicidal effects than the effect of the single active compound, respectively. And showed excellent synergistic action. That is, by applying the insecticidal fungicidal composition according to the present invention, for example, important insect pests such as planthoppers, leafhoppers, blasts, fruit trees, vegetables, etc., which are important pests of paddy rice, aphids, moth, leaf beetles, downy mildew,
Scab, the effect is greater than a single active compound alone against aphids and stalks, which are important pests of wheat,
It showed synergistic insecticidal and bactericidal effects.

It is generally known that the enzyme cytochrome P-450 present in the microsomal fraction in insect cells oxidatively detoxifies drugs that enter the body (Shoji Ike, et al., Insect Physiology / Biochemistry, Asakura Shoten) , 230, 198
6. ). On the other hand, an ergosterol biosynthesis inhibitor bactericide such as triflumizole which inhibits this cytochrome P-450 (M. Taton et al., Pesticide Biochemistry and Physiol
ogy, 30, 178-189, 1988. Nakayama et al., Journal of the Japanese Society of Pesticides, 14 (1), 23-37, 1989. )
Is considered to exert a synergistic effect by acting on the metabolism in the insect body of the amine derivative of the general formula [I] or [II].

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

Embedded image In the formula, R ₁ is a pyridyl group substituted with a halogen atom such as a chloro atom or a thiazolyl group substituted with a halogen atom such as a chloro atom, R ₂ is a hydrogen atom or a lower alkyl group, and R ₃ is NHCH ₃ , X represents NH, Y represents CH or N, Z represents NO ₂ or CN (excluding CN when Y is CH), m represents 1, and n represents 2.

Examples of amine derivatives of the general formula [I] or [II] used in the active substance combinations according to the invention include the following compounds (Table 1).

[Table 1]

The ergosterol biosynthesis inhibitor fungicide [III] used in the present invention includes triflumizole, triadimefon, bitertanol, fenarimol,
Trifolin, pyrifenox, prochloraz, perfurazoate, hexaconazole, microbutanyl, propiconazole, diniconazole, fenpropimorph, bromconazole, etc. And more preferably triflumizole.

The weight ratio of the active compounds of each group in the active substance is generally such that the ergosterol biosynthesis-inhibiting fungicide per 1 part by weight of the active compound of the active substance group of the amine derivative of the general formula [I] or [II] is used. For example, 0.03 to 250 parts by weight can be used.

The active compound combinations according to the invention exhibit excellent insecticidal and fungicidal effects, foliage application, top dressing, underwater application, water surface application, soil surface application, soil mixing, planting, seedling immersion, seed disinfection, It can be used by raising seedling boxes, smoking or fumigation. Since the active compound combinations according to the present invention show stronger insecticidal and fungicidal effects at lower concentrations than when each active compound is applied alone, there is no phytotoxicity to crops, low toxicity to warm-blooded animals, and safe use it can.

The insecticidal / bactericidal composition of the present invention has the general formula [I]
Or containing the compound represented by (II) or (III) as an active ingredient, and can be used as a pure product of the active ingredient compound. , Water solvents, powders, emulsions, granules, flowables, smokers, fumigants, etc., may be used in the form of a mixture, or may be used as a mixture separately. . 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 a liquid dosage form is intended, vegetable oil,
Mineral oil, petroleum fractions such as kerosene, xylene and solvent naphtha, cyclohexane, cyclohexanone, dimethylformamide, dimethylsulfoxide, trichloroethylene, methyl isobutyl ketone, water and the like are used as solvents. 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.

[0014]

EXAMPLES Next, examples of the preparation are shown, but the present invention is not limited to these examples. Example 1 Wettable powder 10 parts of active compound of formula [I] or [II] 10 parts of active compound of [III] 10 parts Higher alcohol sulfate 5 parts Diatomaceous earth 70 parts Silica 5 parts At this time, it is diluted with water and sprayed as a suspension.

Reference Examples Reference examples of preparations are shown below, but the invention is not limited to these reference examples. Reference Example 1 wettable powder 20 parts of active compound of formula [I] or [II] 20 parts of higher alcohol sulfate 5 parts of diatomaceous earth 70 parts of silica 5 parts or more are mixed, pulverized into fine powder, diluted with water for use and suspended. Spray as a liquid.

Reference Example 2 Emulsion 15 parts of the active compound of the formula [I] or [II] 5 parts of alkylphenylpolyoxyethylene 50 parts of dimethylformamide 30 parts of xylene 30 parts or more were mixed and dissolved, and diluted with water before use to prepare an emulsion. Spray as.

[0017]

Next, the effects of the present invention will be specifically shown by test examples, but the present invention is not limited to these test examples. Test Example 1 Test on brown planthopper 7 days after germination, a rice seedling was immersed in a drug solution having a predetermined concentration of the composition of the present invention 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.
It was covered with gauze and placed in a thermostatic chamber at a temperature of 25 ° C. and a humidity of 65%, and the insecticidal rate was examined two days later. The results are shown in Table 2.

[0018]

[Table 2]

Test Example 2 Apple Scab Control Test Apple seedlings (cultivar “Kunimitsu”, 3
４4 leaf stage), after spraying a chemical solution of a predetermined concentration of the composition of the present invention and air-drying, the apple scab (Venturia inaequalis)
Inoculated with conidia, and under light (bright and dark), 2
After being kept in a room at 0 ° C. and high humidity for 2 weeks, 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.

[0020]

[Table 3]

Test Example 3 Rice Blast Control Test Rice grown in a plastic pot (cultivar Nipponbare,
3.0 leaf stage) A chemical solution of a predetermined concentration of the composition of the present invention is sprayed on seedlings, air-dried at room temperature, and then cultured to obtain rice blast (Py).
ricularia oryzae) was spray inoculated and kept at 25 ° C. in the dark for 48 hours under high humidity. Thereafter, the plants were grown in a constant temperature room at 25 to 27 ° C and a humidity of 70% or more. Seven days after the inoculation, the onset of the disease was investigated, and the control effect was determined. 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 4 shows the results.

[0022]

[Table 4]

Test Example 4 Test for Controlling Wheat Eye Spot Disease (Therapeutic Test) Separation of wheat eye spot disease fungus (Pseudocercosporella herpotrichoides) obtained by cultivation on young seedlings (variety Horoshiri, 3.5 leaf stage) grown in plastic pots The spore suspension was inoculated by spraying and kept at 15 ° C. in the dark under high humidity for 7 days, and then a drug solution of a predetermined concentration of the composition of the present invention was sprayed,
Air dried at room temperature. Plants treated in this way are 15-1
They were grown at 8 ° C. and high humidity with repeated lighting and darkness. 35 days after the inoculation, the onset of the disease was investigated, and the control effect was determined. The control effect was investigated by examining the degree of onset of the drug-treated plant.
It was calculated on the basis of the degree of onset of the untreated control, and displayed as a control value (%). Table 5 shows the results.

[0024]

[Table 5]

──────────────────────────────────────────────────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-5-32505 (JP, A) JP-A-4-368304 (JP, A) JP-A-62-99304 (JP, A) JP-A-4-202102 (JP, A) JP-A-3-47106 (JP, A) JP-A-4-500816 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A01N 43/50 A01N 43/40 101 A01N 43 / 78

Claims (1)

(57) [Claims] 1. A compound of the general formula Wherein R ₁ is an optionally substituted pyridyl group, pyrazyl group or thiazolyl group, R ₂ is a hydrogen atom or a lower alkyl group, R ₃ is -NR ₄ R ₅ or -S-R ₆ , R
₄ is a hydrogen atom or a lower alkyl group, R ₅ is a lower alkyl group, R ₆ is a lower alkyl group, X is a sulfur atom, an alkylene group, an alkylidene group or> NR ₇ ,
R ₇ is a hydrogen atom or an alkyl group, Y is CH or N
And Z is NO ₂ or CN (provided that when Y is CH, CN
M) represents 1 or 2, and n represents 2 or 3. ]
A pesticidal fungicidal composition for agricultural and horticultural use, comprising at least one selected from the compounds represented by the formula: and at least one selected from ergosterol biosynthesis inhibiting fungicides.