JPS63185904A - Insecticidal and miticidal agent composition - Google Patents

Abstract

PURPOSE:To obtain the titled composition exhibiting excellent insecticidal and miticidal effect at a low dose by synergistic effect, having rapid and long-acting activity and keeping the effect for a long period, by mixing a specific pyridazinone derivative with an active component compound of conventional insecticide, etc. CONSTITUTION:The objective composition contains, as active components, (a) at least one kind of 3-(2H)-pyridazinone derivative of formula I [X is halogen, 1-6C alkyl, 1-4C haloalkyl, 1-4C haloalkoxy, NO2, etc.; n is 1-4; A is halogen, 1-4C alkyl, 1-4C alkoxy or H; B is CX1 (X1 is H or halogen) or N; R<1> and R<2> are H or 1-4C alkyl; E is X1, 1-4C alkyl or OH; Q is group of formula II (Y is halogen, 1-6C alkyl and alkoxy, etc.; m is 1-5), formula III, formula IV, etc.] and (b) at least one kind of active component compound of known insecticide and/or miticide such as cycloprothrin of formula V, diazinon of formula VI, etc. The composition is suitable for the control of green rice leafhopper, etc.

Description

Detailed Description of the Invention [Field of Industrial Application] The present invention provides an insecticide characterized by mixing a specific pyridazinone derivative with an active ingredient compound of a known insecticide and/or acaricide. - This relates to acaricide compositions.

[Conventional technology and problems]

BACKGROUND OF THE INVENTION Today, the development of insecticides and acaricides for the purpose of controlling various pests such as agricultural and horticultural pests, forest pests, and sanitary pests is being widely advanced, and a wide variety of pesticides are in practical use. However, there is a demand for a drug that satisfies all of the following, including toxicity to humans, livestock, and fish, insecticidal and acaricidal spectrum, insecticidal and acaricidal effects, and residual efficacy, but it is difficult to satisfy all of these requirements.

[Means for solving problems]

The present inventors, while proceeding with studies to develop insecticidal and acaricides with superior insecticidal and acaricidal properties compared to these existing agents, developed a new active insecticide, a pyridazinone compound. It has been discovered that the insecticidal/acaricidal composition of the present invention, which combines the active ingredient compounds of existing insecticides and/or acaricides, has an excellent synergistic insecticidal effect.

The present invention is based on the general formula (I): R' [In the above formula, ~C4 alkoxy group, or -C-0-R (R represents a Cl-04 alkyl group), n represents an integer of 1 to 4, and when n is 2 to 4, X is the same But they can also be different from each other. A represents a halogen atom, a C3-C4 alkyl group, a C1-C4 alkoxy group, or a hydrogen atom; B represents CL (L represents a hydrogen atom or a halogen atom) or a nitrogen atom; R
1 and R2 are each independently a hydrogen atom or CI to C
4 represents an alkyl group, E is a hydrogen atom, a halogen atom,
C1-C4 alkoxy group or human alkyl group, C
2 to C6 alkoxy group, 01 to C4 haloalkyl group, C4 to C4 haloalkyl to C4 alkoxy group, or 01 to C4 haloalkyl group, 1 represents 0 or an integer of 1 to 5, and 1 is 2 to 5 In this case, Z may be the same or different from each other. ),
m represents an integer of 1 to 5, and when m is 2 to 5, Y may be the same or different from each other. ) is shown. ] 3
At least one type of (2H)-pyridazinone derivative,
An insecticide containing as an active ingredient at least one of the active ingredient compounds of known insecticides and/or acaricides.
It concerns acaricides.

Specific examples of the 3(2H)-pyridazinone derivative represented by the general formula (1), which is one of the active ingredients of the insecticidal/acaricide composition of the present invention, are as follows, but they are not necessarily limited to these. It is not something that will be done.

(Hereinafter, blank space) Ql, Q2. in Table 1. Each group of Q3 and Q4 is as follows.

The compounds shown in Table 1 are Japanese Patent Application No. 60-168.229 and Japanese Patent Application No. 61-1 filed by the applicant.
It was synthesized according to the method described in No. 52.364.

Another active ingredient compound of the insecticide/acaricide composition of the present invention is a compound that is well known as an active ingredient compound of insecticides and/or acaricides. Examples are as follows, but the invention is not necessarily limited to these.

Cycloprothrin: N Phenothrin: pyrethroid compounds such as

heat CHzCOOCzHs Organophosphorus compounds such as

0H1 Carbamate compounds such as.

Amidine compounds such as.

Nelystoxin derivatives such as.

Oxadiazolinones such as.

nC,H.

Benzoyl urea compounds are chitin synthesis inhibitors such as.

Thiadiazine compounds such as.

triazine compounds such as

Pyrazoline compounds such as.

hydrazone compounds such as.

Nitromethylene compounds such as.

Phenoxycarb: JH-388: Methoprene: insect juvenile hormone-like compounds such as;

In addition, live spores and produced crystal toxins of Bacillus thuringiensis.

The action of the pyridazinone derivative, which is one of the active ingredients of the insecticide/acaricide product of the present invention, is similar to that of conventional organochlorine insecticides, organophosphate insecticides, carbamate insecticides, and pyrethroid insecticides. In contrast to drugs that act on insects, it causes remarkable deformities in certain types of pests (particularly Hemiptera pests and Coleoptera pests) by significantly disrupting the physiological process of metamorphosis and molting caused by insect hormones. It strongly inhibits its shedding. Due to this inhibition of molting, some insect pests die even at extremely low doses, although it takes several days for them to be treated with the chemical.

Furthermore, this particular pyridazinone derivative has excellent compound stability, which is quite different from conventional insect hormone-like compounds, and as a result, it exhibits a remarkable pesticidal effect with a residual effect.

However, these pyridazinone derivatives are extremely slow-acting and have a narrow insecticidal spectrum (not all of them are satisfied.

On the other hand, another active ingredient compound of the insecticide/acaricide composition of the present invention is well known as an active ingredient compound of insecticides and/or acaricides. However, due to the emergence of resistant pests to these drugs, and the lack of insecticidal and acaricidal spectrum and residual efficacy, the amount of sprayed drugs has to be reduced.
This increases the number of sprayings, which poses many problems not only in terms of control effectiveness, but also in terms of safety, such as toxicity to humans, livestock, and fish.

The feature of the insecticidal/acaricidal composition of the present invention is, firstly, that the insecticidal/acaricidal efficacy is clearly enhanced and the insecticidal/acaricidal composition is fast-acting compared to the case of applying each agent alone. Second, it has a broad insecticidal and acaricidal spectrum not found in existing insecticides and/or acaricides, and has a long residual effect. Thirdly, the dosage can be clearly reduced compared to when each agent is applied alone.

That is, the insecticidal/acaricidal composition of the present invention has a synergistic insecticidal/acaricidal action. This synergistic insecticide
The acaricidal action is based on a synergistic effect that cannot be predicted from the insecticidal and acaricidal properties of each single agent, and the usefulness of the composition of the present invention is due to its reliable control effect against various pests, that is, its fast-acting properties. It can be said that it can exert its excellent insecticidal and acaricidal efficacy over a long period of time, with a high residual effect.

The insecticidal/acaricidal composition of the present invention has excellent insecticidal power against Hemiptera pests such as leafhoppers, Lepidoptera pests such as the diamondback moth, Coleoptera pests, and sanitary pests such as Culex mosquito, and also parasitizes fruit trees and Satsatsu vegetables. It is also effective in controlling various mites such as the two-spotted spider mite, Kanzawa spider mite, false red spider mite, citrus spider mite, apple spider mite, etc., as well as mites that parasitic on animals, such as the American spider mite, Boophilus ayuletus, Amplium maculatum, Lipicephalus appendiculatus, and the two-legged spider mite. It is.

When applying the insecticidal/acaricidal composition of the present invention, it can generally be mixed with a suitable carrier, and if necessary, emulsifiers, dispersants, suspending agents, penetrating agents, stabilizers, etc. can be added. It can be put to practical use in any form such as emulsions, wettable powders, flowables, powders, granules, oils, and aerosols. Furthermore, other types of insecticides, various fungicides, herbicides, plant growth regulators, synergists, repellents, fragrances, and the like may be added as necessary.

The mixing ratio of the above-mentioned pyridazinone compound and the other active ingredient compound of the insecticide and/or acaricide is generally 1 part by weight of the former and 0.001 to 1000 parts by weight of the latter.
It is preferably 0.01 to 100 parts by weight.

Next, specific examples of the insecticide/acaricide composition of the present invention will be shown, but of course the invention is not limited to these.

All "parts" below indicate parts by weight.

Example of emulsion flavor Emulsion ■Gold■] Emulsion The above components are mixed uniformly to form an emulsion. When using, dilute the above emulsion 50 to 5000 times and add
Spray 0-10001.

31 Examples of Wettable Dispersants 1 Example of Wettable Dispersants - 1 Example of Wettable Dispersants - Wettable Dispersants The above ingredients are uniformly mixed and pulverized in a jet air mill to obtain a wettable powder. When using, add 50 to 50% of the above hydrating agent.
Dilute to 1:00 and spray 50 to 10,001 per 10a.

Spacer ±1 Flowable agent The above components except for the active ingredient were uniformly dissolved, and then the active ingredient was added and stirred thoroughly, followed by wet grinding in a sand mill to obtain a flowable agent. When using, dilute the above flowable agent 50 to 5000 times and add 50 to 10 times per 10a.
Spray 001.

Tsuta 3L Example" - Powder ■ Oka Goe Powder (4't, @@IIゝs -=-0,1s The above ingredients are uniformly mixed and crushed to make a powder. When using, 1 to 30 kg per 10a of the above powder Spread.

■Okaban No. 1 Granules are uniformly mixed and crushed, a small amount of water is added, the mixture is stirred, the mixture is granulated using an extrusion type granulator, and the mixture is dried to form granules. When used, 1 to 50 kg of the above-mentioned granules are sprinkled per 10a.

Mix the above ingredients uniformly to make an oil agent. When used, the above-mentioned oil agent is sprayed at 501I+1 to 101 per 10a.

Next, the excellent effects of the composition of the present invention will be specifically explained with reference to test examples.

Upper armpit Insecticidal effect test on larvae of black leafhopper The composition of the present invention and each single agent were dispersed in water and diluted to a prescribed concentration.A sufficient amount of the chemical solution was sprayed on the stems and leaves of rice planted in a 1/20000 are pot, and after air drying. Twenty 3rd instar larvae of the black leafhopper were released into each pot, and the rice plants were covered with a cylindrical cage made of wire mesh and stored in a constant temperature room. The investigation was carried out 10 days later, and the number of leafhopper parasites parasitizing each rice plant was investigated, and the mortality rate was calculated using the following formula.

20 The LC2° value was determined from the insect mortality data. The results are shown in Table 2 for each single drug and in Table 3 for the composition of the present invention. Furthermore, Sun and Jo, which is commonly used to determine the degree of synergistic effect (synergistic effect)
Hnson method [Journal of Economic Endomology (J, Econ, Hnt,) Volume 53,
887 (1960)] was used to determine the synergistic effect. The results are shown in Table 3 as a synergy index.

Note that the synergy index is expressed by the following formula. (Sun and
(Based on the Johnson method) The larger this value is than 100, the stronger the synergistic action is.When it is equal to 100, there is an additive action, and when this value is smaller than 100, there is an antagonistic action.

The method for calculating the synergy index using the Sun and Johnson method described above will be described in more detail below.

Lc of each of A drug and B drug. Determine the value and further calculate the LC of these mixtures M. Find the value.

LC6° of M punishment Theoretical toxicity index of mixture M = (Toxic index of agent A x % of agent A in mixture M x Toxic index of agent B x % of agent B in mixture M) x 100 agent A Toxicity index = 100.

Wiping ±1 The test was conducted in the same manner as in Test Example 1, except that the third instar larva of the brown planthopper was used instead of the third instar larva of the black leafhopper. The results are shown in Tables 4 and 5.

(Hereinafter, blank space) Table 2 (Test results on leafhopper larvae) Cycloprotrif 14 pH-60427,8 Fuenosuri 7 23 WL10B477
3.7MEP 190
Known compound D 0.34 diazinon
350 Known compound E O,082N
AC120Jll-2867,6 MTMC85 Compound Arashi 11.9 BPMC110Na2 2.2XMC90Na
4 3.3 Kartup 25 53.8R
PJ-16854 71.8 ML 115110 500 or more N
a8 1.0 Table 3 (3t3Qt old nests for black leafhopper larvae) Table 3 (continued) Table 4 (test results for brown planthopper larvae) Table 5 (test results for brown planthopper larvae) One------
--1111--1--11--Table 5 (vt) Procedural amendment (spontaneous) April 7, 1985 Director General of the Patent Office Kunio Ogawa 1, Indication of the case 1988 Patent Application No. 16885 2, Name of the invention: Insecticide/acaricide composition 3, Relationship with the case of the person making the amendment Patent applicant address: 3-7-14 Kanda Nishiki-cho, Chiyoda-ku, Tokyo, of the specification subject to the amendment Column 5 of Detailed Description of the Invention, Contents of Amendment (1) In Table 2 on page 34 of the specification, "500 or more" in the second line from the bottom is corrected to r 8.3J.

(2) r 4 on the 4th line in Table 3 on page 36 of the specification
．． 7J is corrected to r 2.8J.

(3) In Table 4 on page 37 of the specification, the second line from the bottom, rWL115110J, is completely deleted.

(4) In the 4th line of Table 5 on page 39 of the All Book, “
Delete all lines of compound No. 1 + Homare L115110 J.

(Hereafter, margin)

Claims (1)

[Claims] (1) General formula (I): ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) [In the above formula, X is a halogen atom, an alkyl group of C_1 to C_6, a haloalkyl group of C_1 to C_4, a
_4 haloalkoxy group, NO_3, C_1 to C_4 alkoxy group, or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (R indicates an alkyl group of C_1 to C_4), and n is an integer from 1 to 4. and when n is 2 to 4, X may be the same or different from each other. A is a halogen atom, C_
1 to C_4 alkyl group, C_1 to C_4 alkoxy group or hydrogen atom, B represents CX_1 (X_1 represents a hydrogen atom or a halogen atom) or a nitrogen atom, and R^1 and R^2 are each independently represents a hydrogen atom or an alkyl group of C_1 to C_4, E is a hydrogen atom,
Indicates a halogen atom, a C_1 to C_4 alkoxy group, or a hydroxy group. Q: ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲Mathematical formulas, chemical formulas,
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼
, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (However, Y is a halogen atom, an alkyl group of C_1 to C_6, a C_1 to C_6
alkoxy group, C_1 to C_4 haloalkyl group, C
_1 to C_4 haloalkoxy group, cyano group, ▲ formula,
There are chemical formulas, tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ or ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (However, Z is a halogen atom, C_1 ~ C_4 alkyl group, C_1
~C_4 alkoxy group or C_1 to C_4 haloalkyl group, _L represents 0 or an integer of 1 to 5, _L
is 2 to 5, Z may be the same or different from each other. ), m represents an integer of 1 to 5, and when m is 2 to 5, Y may be the same or different from each other. } is shown. An insecticide/acaricide containing as an active ingredient at least one 3(2H)-pyridazinone derivative represented by the following formula and at least one active ingredient compound of a known insecticide and/or acaricide.