JPS63303902A - Insecticide and fungicide composition - Google Patents

Abstract

PURPOSE:To obtain an insecticide and fungicide composition showing synergistic effects, by combining a pyridazinone compound with an active ingredient compound of an existing fungicide. CONSTITUTION:An insecticide and fungicide composition excellent at least one of 3(2H)-pyridazinone compounds shown by formula I [X is halogen, alkyl, haloalkyl, haloalkoxy or NH2; n is 1-4; A is halogen or alkyl; B is CX1 (X1 is H or halogen) or N; R<1> and R<2> are H or alkyl; E is H, halogen or OH; Q is group shown by formula II (Y is halogen or alkyl; m is 1-5) and at least one (e.g. fthalide or EDDP), a well-known fungicide as active ingredients. The composition shows excellent effects especially on blights and insect pests of rice plant.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an insecticidal and fungicidal composition characterized by a mixture of a specific pyridazinone derivative and an active ingredient compound of a known fungicide. It is something.

[Conventional technology and problems]

BACKGROUND OF THE INVENTION Today, the development of insecticides and fungicides 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 agents are in practical use. However, toxicity to humans, livestock or fish,
There is a demand for a drug that satisfies all of the insecticidal and bactericidal spectrum, insecticidal and bactericidal effects, and its residual efficacy, but it is difficult to satisfy all of these.

[Means for solving problems]

The present inventors, while proceeding with studies to develop insecticides and fungicides with superior insecticidal and fungicidal properties compared to these existing drugs, developed a new active insecticide, a pyridazinone compound, and an existing insecticide. It has been discovered that the insecticidal/bactericidal composition of the present invention, which is a combination of the active ingredient compound of a fungicide, has an excellent synergistic effect.

That is, the present invention is based on the general formula (I): [In the above formula, %C1 to C4 alkoxy group, or -i:, -o-R (R represents a CI to C4 alkyl group), n represents an integer of 1 to 4, and when n is 2 to 4 X may be the same or different, A represents a halogen atom, a C9-C4 alkyl group, a C1-C4 alkoxy group, or a hydrogen atom, B represents CXI (X represents a hydrogen atom or a halogen atom, ) or a nitrogen atom, and R1 and Rz each independently represent a hydrogen atom or a C
I to C4 alkyl group, E is hydrogen atom, halogen atom, C, -C, alkoxy group or human alkyl group, C3 to C6 alkoxy group, C1 to C4 haloalkyl group, 01 to C4 haloalkyl group is a halogen atom, C
I-C4 alkyl group, CI-C4 alkoxy group or C5-C4 haloalkyl group as 1. is O or 1-5
When 1 is an integer of 2 to 5, Z may be the same or different from each other. ), m represents an integer from 1 to 5,
When m is 2 to 5, Y may be the same or different from each other.At least one type of 3 (2H)-pyridazinone derivative represented by ) and at least one active ingredient compound of a known bactericide. The present invention relates to an insecticidal/bactericidal composition containing these as active ingredients. The above general formula (
Specific examples of the 3(2H)-pyridazinone derivatives represented by 1) are as follows, but the invention is not necessarily limited to these.

Table 1 Compound value Xn B A E R'
R” Q s, p, ('C)1 4-C
I C1l Cff1 HHHQl 190.0~1
92.02 4-IJ CI Br )l HHQl
195.0~197.03 4-NOx CIl
Br HH11Q2202.0~209.04 4-C
I CIl C1HHHQ3175.7~177.2
-F 5 4-CI CHBr HHHQ3171. l1l
=172.0-F63=4-CC1)tcHBrHHHQ4167.
0~171.07 3.4-(C4)2CHCj! H
HHQ4166.0~167.08 3.4-(Cjri□COCj! It HII Ql 173.0~17
6.09 3.4-(CjritcHBr HHII Q
l 193.0=194.010 3.4-(cl)x
cHCj! HHIffff95.0-196.0 version
Shisashi αXn B A E
R'R" Q m
,p,guC)11 4-CQ C1l
CI HHHC5206,0~207.012
4-Cf CHCj! HH110619
7,0-19B, 013 3.4-CCV)tCH
CN tl HII Q6 184.0
~185.014 3-Br CI
CI HH11Ql 179.4-180.
14-cm! 15 3.4-(CjrittcHBr HHHQ
6 192.0-193.016 4-CI
CIl I HH1101194,9
~195.517 3.4-(CjritcHI
II 11 11 Ql 195.5
~196.018 3.4-(Cjritcll
I It HHC51B2.0-1 bird, 0
19 3.44C1) *CII Br 1
1 11 II 05 192. ()=1
93.0 (hereinafter, blank) Each group of Ql, Q2, Q3, Q4, C5 and Q6 in Table 1 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/fungicide composition of the present invention is well known as an active ingredient compound of fungicides. However, it is not necessarily limited to these.

As rice blast control agents, fusaride (generic name),
EDDP (generic name), Probenazole (generic name), Tridiclazole (generic name), Kasugamycin (generic name)
, pyroquinone (common name), and compounds represented by the following structural formula.

(Compound described in JP-A-60-130505) (
The following is a margin) As rice sheath blight control agents, validamycin A (generic name), benziclon (generic name), diclomedine (generic name)
and the compounds represented by the following compounds.

N-(1,1-dimethylindan-4-yl)-1,3
, 5-trimethylpyrazole-4-carboxamide (compound described in JP-A-61-106559) 5-chloro-1,3-dimethyl-N-(1,1-dimethylindan-4-yl)pyrazole-4 -Carboxamide (compound described in JP-A-61-106559) 1.3
-dimethyl-N-(1,1-dimethylindan-4-yl)-pyrazole-4-carboxamide (compound described in JP-A-61-106559) N
-(1,1-dimethyl-4-indanyl)-2-fluoro-6-trifluoromethylbenzamide (compound described in JP-A-61-280460) N
-(1,1-dimethylindan-4-yl)-5-chloro-1,3-dimethylpyrazole-4-carboxamide (compound described in JP-A-61-280480) 1
-Methyl-3-trifluoromethyl-N-(1,1-dimethylindan-4-yl)-pyrazolecarboxamide (compound described in JP-A-62-10066).Furthermore, other drugs include guazatine ( 1-ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid and its salts (compounds described in JP-A-61-24503), etc. Can be mentioned.

(Hereinafter, blank space) The activity of the pyridazinone derivative, which is one of the active ingredients of the insecticide/bactericide composition of the present invention, is that of conventional organochlorine insecticides.
It is completely different from drugs that act on the nervous system, such as organophosphorus insecticides, carbamate insecticides, and pyrethroid insecticides, and causes remarkable effects on insect pests by significantly disrupting the physiological process of metamorphosis and molting caused by insect hormones. It causes mold and strongly inhibits its shedding.

Due to this inhibition of molting, certain insect pests die even at extremely low doses, although it takes a considerable number of days after treatment 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 have a significantly narrow insecticidal spectrum and do not satisfy all insecticidal properties.

On the other hand, another active ingredient compound of the insecticide/bactericide composition of the present invention is well known as an active ingredient compound of fungicides.

These active ingredient compounds having insecticidal or bactericidal activity have either an insecticidal effect or a bactericidal effect when used alone, and cannot simultaneously control diseases caused by pathogenic bacteria and damage caused by insect pests.

In addition to the development of excellent insecticides or fungicides, there has recently been a desire for the development of insecticides and fungicides that can simultaneously control pests and diseases in agricultural and horticultural crop cultivation. In particular, in rice cultivation in Japan, there is an extremely high need for agents that can simultaneously control major diseases and pests such as rice blast and rice sheath blight as well as planthoppers and leafhoppers.

The present inventors have conducted various studies to solve these problems, and have found that the insecticide/bactericide composition of the present invention has excellent synergistic effects that cannot be achieved by each individual effect. It has been found that it has excellent insecticidal and bactericidal effects, especially against rice diseases and insect pests.

The insecticide/fungicide composition of the present invention can simultaneously control pests and diseases in agricultural and horticultural crop cultivation, and can be effective with a smaller amount of applied agent than when each agent is applied alone. It is.

The insecticidal/sterilizing composition of the present invention has excellent insecticidal power against Hemiptera pests such as leafhopper, Lepidoptera pests such as diamondback moth, Coleoptera pests, and sanitary pests such as Culex mosquito, and
Various mites that parasitize fruit trees and satsamina, such as two-spotted spider mite, Kanzawa spider mite, false two-spotted spider mite, citrus spider mite,
It is also effective in controlling apple spider mites and other mites that parasitic animals, such as the American spider mite, Boophilus annulatus, Amplionma maculatum, Rhipicephalus appendiculatus, and the two-legged spider mite.

Diseases include various plant diseases caused by algal fungi, ascomycetes, basidiomycetes, deuteromycetes, and other bacteria, including rice blast, rice sheath blight, etc. is particularly important.

When applying the insecticide/fungicide composition of the present invention, -i
It can be applied by mixing with a suitable carrier, and if necessary, emulsifiers, dispersants, suspending agents, penetrants, stabilizers, etc. can be added to form emulsions, wettable powders, flowables, powders, and granules. It can be put to practical use in any form such as a liquid, oil, or aerosol. 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 active ingredient compound of the other fungicide is 1 part by weight of the former and 1 part by weight of the latter, but preferably 0.00 to 1000!11 parts of the latter. 01 to 100 parts by weight is preferable.

Next, specific examples of the insecticide/bactericidal 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.

(Hereinafter, blank) Example A5 - Emulsion The above components are mixed uniformly to form an emulsion. In use, the above emulsion is diluted 50 to 5,000 times and sprayed at 50 to 100 Of per 10 ares.

Hoshikin Yutei Wettable powder The above ingredients are mixed and ground uniformly in a jet air mill to make a wettable powder. When using, add 50 to 50% of the above hydrating agent.
Spray at 50-1000 N per 10a by diluting it 1:00.

Example B1 - Remove the active ingredient from a flowable agent (Dissolve the above ingredients uniformly, then add the active ingredient. After stirring, wet grinding in a sand mill to obtain a flowable agent. When using the above flowable agent. Dilute 50 to 5000 times and add 50 to 10 per 10a.
Spray 00 f.

^3L Example d. Powder The above ingredients are mixed and pulverized uniformly to make a powder. When used, 1 to 30 kg of powder is sprinkled per 10a of the powder.

The above is mixed and pulverized uniformly, a small amount of water is added, and the mixture is stirred and mixed, granulated using an extrusion granulator, and dried to form granules. When used, 1 to 50 kg of the above-mentioned granules are sprinkled per 10a.

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

Insecticidal Effect Test on Brown Planthopper The composition of the present invention and each single agent were diluted with water containing a spreading agent to prepare a chemical solution with a predetermined concentration.

A sufficient amount of this chemical solution was sprayed on the stems and leaves of rice planted in a 1/20,000 are pot, and after air-drying, 20 2nd instar larvae of the brown planthopper were released per pot, and the rice was covered with a cylindrical gauge made of wire mesh and placed in a thermostatic chamber. It was kept in The survey was carried out 30 days later, and the number of brown planthopper parasites parasitizing each rice plant was investigated, and the predominance rate was calculated using the following formula.

The test was conducted in two sections.

The results are shown in Tables 2 and 3.

跋W Stalk and foliage spraying test against rice blast (preventive spraying) The composition of the present invention and each single agent were diluted with water containing a spreading agent to prepare a drug solution with a predetermined concentration.

Rice (Nihonbare:
It was sprayed at a rate of 15 ml per pot at the 4th to 5th leaf stage).

One day after spraying, rice blast pathogen (Pyricular
iaoryzae) was spray-inoculated onto rice, and 2
After being left in a constant temperature room at 4 to 26° C. and a humidity of 90% or more, lesions were allowed to appear in a greenhouse.

Five days after inoculation with the pathogen, the number of lesions per leaf was investigated to determine the control effect. The results are shown in Table 2.

The control value was calculated using the following formula.

(Hereafter, the margins are shown below) Stalk and foliage spraying test against rice sheath blight (curative spraying) Rice grown in pots with a diameter of 7 cm (Nipponbare: 3-4 leaf stage)
At the base of the first leaf of
1 agar medium) for 2 days.
ctonia 5olani) was punched and attached together with the medium using a cork polar. This rice is grown at a temperature of 27 to 30℃.
It was placed in an inoculation box with a humidity of 95% or higher.

One day later, the inoculum was removed from the rice plants, and 20 ml of each chemical solution prepared according to Test Example 2 was sprayed per pot using a spray gun. Thereafter, the seeds were placed in the inoculation box again, and the length of lesions formed after 5 days was examined to calculate the control value.

The results are shown in Table 3.

In addition, A, B, CSD of the test drugs in Tables 2 and 3
and E are the following drugs.

A: Fusaride (-ship name) B: EDDP (-ship name) C: Tridicurazole (-ship name) D: Validamycin A (-ship name) E: Benziclone (-ship name) Table 2 (Brown planthopper and rice Test results for rice blast)
No, 8+A 5+10 100
100No, 8 + B 5+ 1
0 100 100No, 8 +C+
D 5+10+5 100 100
No, 8 +A+E 5+10+10 10
0 100No, 9+8 5+10
100 100No, 9 + C5+
10 100 100No, 10+
A 5 + 10 100
100No, 10+ C5+ 10
100 100No, 11+ 8 5
+ 10 100 100No,
11+ C5+ 10 100 1
00No, 17+A 5+10 100
100No, 17+ C5+ 10
100 100 Table 2 (continued) (Test results for brown planthopper and rice blast)
No, 8 5 100
ONo, 9 5 100
ONo, 10 5
100 ONo, 11
5 100 ONo, 17
5 100 0A
10 0 91B
10 0 4
8C10096 (Hereinafter, blank) Table 3 (Test results for brown planthopper and rice sheath blight)N
o, 8+0 5+5 100 1
00No, 8+E 5+10 10
0 100No, 8 +C+D 5+
10+5 100 100No, 8 +
A+E 5+10+lOioo 10
0No, 8 +B+D 5+10+5 1
00 100No, 9+D 5+5
100 100No, 9 + E
5 + 10 100
100No, 10+ D 5 +
5 100 100No, 10+E
5 + 10 100
100No, 11+0 5+5
100 100No, 11+E
5 + 10 100 100
No, 17 + D 5 + 5
100 100No, 17+E
5 + 10 100 100th
3 Table (continued)

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
Haloalkoxy group of _4, NO_2, alkoxy group of C_1 to C_4, 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 of 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,
Q, which represents a halogen atom, an alkoxy group of C_1 to C_4, or a hydroxyl group, is ▲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 formula, chemical formula,
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, 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, ι represents 0 or an integer of 1 to 5, and ι is 2
-5, Z may be the same or different from each other. ), m represents an integer of 1 to 5, and if m is 2 to 5, Y
may be the same or different from each other. } is shown. ] An insecticidal/bactericidal composition containing as an active ingredient at least one 3(2H)-pyridazinone derivative represented by the following and at least one active ingredient compound of a known bactericide.