JPS58113109A - Composite insecticide - Google Patents

Abstract

PURPOSE:To provide a low-toxic insecticide having high vermin-controlling effect and residual activity, by using 2-methoxy-4-(2-methoxyphenyl)-1,3,4-oxadiazolin- 5-one and a carbamate compound and/or an organophosphorus compound as a component. CONSTITUTION:2-Methoxy-4-(2-methoxyphenyl)-1,3,4-oxadiazolin-5-one (compound A) is used in combination with one or more carbamate compounds and/or organophosphorus compounds. The carbamate compound is, e.g. 1-naphthylmethyl carbamate, etc., and the organophosphorus compound is e.g. dimethyl 4-methylthio- m-tolylphosphorothionate, etc. The amount of the carbamate compound or the organophosphorus compound is preferably about 0.1-10pts.wt. per 1pt.wt. of the compound A.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a composite insecticide exhibiting excellent biological activity.

More specifically, 2-methquin-4-(2-methoxyphenyl)-1,3,4-oxadiazolin-5-one,
The present invention relates to a composite insecticide characterized in that it contains as an active ingredient one or more of carbamate compounds and/or v'i organophosphorus compounds.

The active ingredient of the present invention, 2-methoxy-4-(2-methoxyphenyl)-1,3,4-oxadiazolin-5-one (hereinafter referred to as compound A), is disclosed in JP-A-51-101981.
No. 116 describes oxadiazolinone derivatives having the following general formula and their insecticidal, acaricidal, and fat insecticidal effects. has been done.

[In the formula, R is an alkyl group having 1 to 4 carbon atoms, R1 is an alkyl group having 2 to 4 carbon atoms, and 1 to 4 carbon atoms in the alkyl portion
4 alkoxy group, an alkylthio group having 1 to 4 carbon atoms in the alkyl moiety, or a trifluoromethyl group]
The carpamate compounds and the aliphatic compounds, which are one of the active ingredients of the present invention, refer to all compounds that have an acetylcholine preventive action, and are used as agricultural insecticides or fungicides.

In recent years, heavy insect pests of rice, such as planthoppers and leafhoppers, have become highly resistant to the carbamate and organic phosphorus compounds. This is because phosphorous compounds have been widely used in large quantities for many years, and pest insects have developed resistance to these drugs.The resistance is due to carbamate compounds of cholinesterase, which is the point of action. It has also been revealed that the reduction in sensitivity to the phosphorus-based compound #J plays a major role.

The present inventors have developed a drug that exhibits excellent biological activity against a wide variety of insect pests and is capable of accurately controlling them, in order to solve the above-mentioned resistance problem and save labor. I did a lot of research to meet him.

As a result, the inhibitory power of cholinesterase by itself is not so great when compound A is combined with one or more of carbamate compounds and/or organic phosphorus compounds. By this means, sweat-absorbing pests and their 4j, lj pests, such as planthoppers, leafhoppers, aphids and stink bugs, in particular,
Even against insect pests that have acquired resistance to them, such as resistant black leafhoppers with reduced cholinesterase susceptibility, these active ingredients showed an unexpected and extremely excellent control effect, and these active ingredients were applied alone. It was discovered that the insecticidal activity exhibited a cooperative and synergistic insecticidal activity-enhancing effect that was unexpectedly superior to the effect shown in the case of conventional insecticides, and that an unexpectedly excellent residual effect was exhibited.

f4V Komata's unexpected and remarkable effects such as activity, residual effect, resistance, and insect control activity can be transmitted with less than the usual use of each single agent, and furthermore, the insecticidal spectrum can be expanded and applied. It has been discovered that various benefits such as extension of the suitable period, stable control effect, labor saving, and economic efficiency can be achieved, and further advantages such as low toxicity and no phytotoxicity have been discovered.

Therefore, it is an object of the present invention to provide a 4% novel mixture, especially a composite insecticide 1r.

The following compounds can be exemplified as the carbamate compounds having the above-mentioned acetylcholine light-impairing effect to be used in the present invention, but the present invention is not limited to these uses.

1-naphthyl methyl carbamate (carbary11
(abbreviated as carbaryl), 7F&-)lylmethylcarbamate), CMTMC), O-cumenylmethylcarpamate (1ttopro-5
-carb, abbreviated as isoprocarb), o -5ec-
Butylphenylmethylcarbamate (abbreviated as BPMC), O-isozolopoxyphenylmethylcarbamate (pr
opozur1propoxar), 3.4-xylylmethylcarbamate (abbreviated as MPMC), 3.5-xylylmethylcarbamate (abbreviated as XMC), 5-isopropyl-m-tolylmethylcarbame-) (
pronecarb, abbreviated as promecarb), 〇-
Ethylthiomethylphenylmethylcarbamate (eth
iofencarb, :xthiophenecarb), 2,3-dihydro-2,2-tumethyl-hupenzofuranylmethylcarbame) (carbofuran).

(abbreviated as furan), 6-2,3-dihydro-2,2-dimethyl-hupenzofuranyl(dibutylaminosulfenyl)(methyl)carbamate (abbreviated as carbosulfan), 2 .2-methyl-1,3-benzodioxole-4-
yl methyl carha, I-) (bendiocarb1
(abbreviated as pendeiocarp) and S-methyl N-(methylcarbamoyloxy)-thioacetimidate (met homyl, abbreviated as methomyl).

Furthermore, the following compounds can be exemplified as the organic phosphorus compounds having an acetylcholine inhibitory effect that are used in the present invention, but the present invention is not limited thereto.

Dimethyl 4-methylthio-m-tolylphosphorothioate (fenthion), dimethyl 4-nitro-m-tolylphosphorothioate (fe
nitrothion, abbreviated as 7x=trothion)
, diazinone.

(abbreviated as diasonone), δ゛-[α-(ethoxycarbonyl)pentrucots methyl phosphorothiorothionate (phttπtho-αt
e, fuentoate and approximately convex), trimethyl 2.2.2
-trichloro-1-hydroxyethylphosphonate) (1
τ1chLorfon1) abbreviated as lychlorfon), p-methylthiophenyldiglobirphosphine) ('
pro′paph, ns, abbreviated as zolopaphos), 2-
Chlor-1-(2,4,5-trichlorph)
Gourd・:i enyl)vinyl methyl phosphate (tetrα-1
1chi orv 1nphos, abbreviated as tetrachlorvinphos, 2-chloro-1-(2,4-dichlorophenyl)hinyl)'-1-ruphosphate (diqne
thylvi'nphos), 2,3-dihydro-3-oxo-2-phenyl-6-pyridasonyl diethyl phosphorothioate (pyrida
phention, pyridafention and about 6 molecules
), trimethyl S-(phthalimidomethyl) phosphorothiolothionate (abbreviated as phosmet1 phosmet), trimethyl 3,5,6-)lichlor-2-byliso A/phos-a-F-onate (C-orpyifosmet)
hyt, abbreviated as chlorpyrifosmethyl), S-1,2-bis(ethoxycarbonyl)ethyldimethylphosphorothiolothionate (abbreviated as 渭α1athion1 malathion), 5-(2-ethylthioethyl)phospho octf phosphate (disalfoton, abbreviated as disulfoton), 5-2-ethylsulfinyl-1-methylethyl dimegyl phosphorothiolate (abbreviated as ESP), trimethyl S-(#-methylcarbamoylmethyl) phosphor (di?71ethoate, abbreviated as somethoate), Ethyl P-nitrophenylphenylphosphonothionate (abbreviated as PN), S-[2-methoxy-5-oquine-1.3.4-tindiazoline -4-ylmethyl]methidathion (abbreviated as methidathion), methyl5-phenyl-3-isoxazolylphosphorothionate (abbreviated as inoxathion), p- Cyanophenylsomethylosphorothione 10-) (abbreviated as CYAP).

, S-(#-ethoxycarbonyl-N-methylcarbamoylmethyl)soethylphosphorothiorothionate (me
carbryn (abbreviated as mecarbam), 2-methoxy-4#-1,3,2-benzdioxaphosphorine 2
- Sulfide (8α1ithioIn.

abbreviated as salithion), trimethyl, S-2-(1-methylcarbamoylethylthio)ethyl phosphorothiolate (υarnid, o-t
hi on, abbreviated as pamidothione), S-benzyldiisopropyl phosphorothiolate (abbreviated as IBP) and 〇-ethyldiphenylphosphorodithiolate (edif
enphos, abbreviated as edifenphos), as mentioned above, the insecticides of the present invention (d), the usual use of each single agent. The ability to combine pest control effects, labor saving, and '$i
It comes with many benefits, such as having 411 points of merit. Furthermore, the composite insect repellent of the present invention is resistant to warm-blooded animals and proboscis, and has a good affinity for higher plants, that is, it has the characteristics that it does not cause phytotoxicity to ID-cultivated plants at normal concentrations. As a horticultural chemical, it can be used in urban areas to prevent pests from destroying grapes.

In the pest control agent of the present invention, the ratio of compound A and carbamate compound or organic phosphorus compound can be selected as appropriate, but preferably, per 1 weight M 100 IS of compound A,
about o of a carbamate-based compound or an organophosphorus-based compound,
i to about 10 cars, more preferably about 0.5 to about 5
An example of the blending ratio of the heavy urging part can be given. In addition, 'rjllJ' in the case of 3 or 449 mixed base is,
Compound A1: 92 parts; total amount of 3 types of carbamate compounds and / Amatake-like phosphorus compounds: about 0.1 to about 10 parts; more preferably, in the case of 3 types; It is desirable to mix about 1 to about 6 parts, and in the case of 4 parts, about 3 to about 10 parts.

In addition, a mixed active ingredient compound depending on the target pest to be controlled may be appropriately contained in accordance with the above.

When the active ingredient compound used in the present invention is used as an insecticide, it can be used directly after diluting with water, or it can be used as a pesticide auxiliary, which is commonly used in the field of dock manufacturing. It can be used in various formulations depending on the method. These yuzu preparations should be used directly as is! It can be used twice or diluted with water to the desired strength.

Examples of agrochemical auxiliaries mentioned here include diluents (solvents, fillers, carriers), surfactants (solubilizers, emulsifiers, dispersants, wet rolling agents), ambiguous agents, and fixing agents. , aerosol propellants, etc.

77 of solvents (d, water: organic solvent; hydrocarbons [e.g., n-hexano, petroleum ether, naphtha, petroleum distillates (cruffin wax, kerosene, light oil, medium oil, heavy oil, heavy oil, etc.)
), pen-bin, toluene, xylenes], halogenated hydrogen (w: red, chlormethylene, tetrachloride, trichlorethylene, ethylene chloride)', ethylene tribromide, Chlorbenzene, chloroform], alcohols Cfluid:, methyl alcohol, ethyl alcohol, propyl alcohol, ethylene glycol], ether=m (e.g. ethyl ether,
Ethylene oxide, dioxane], alcohol ether M [NI, ethylene f IJ nial monomethyl ether], ketones [e.g. acetone, isophorone], esters [e.g. 14-ethyl acetate, amyl acetate], amides [e.g. dimethylformamide, dimethylacetamide], sulfoxides [for example, dimethylsulfoxide], and the like.

Examples of carriers include inorganic powder and granules;
Slaked lime, magnesium lime, gypsum, charcoal,
Silica stone, glaite, pumice, calcite, diatomaceous earth, amorphous silicon oxide purple, alumina, zeolite, clay minerals (a'r;
1. pyrophyllite, talcum, montmorillonite, beidellite, vermiculite, kaolinite, mica): vegetable powder; grain flour, starch, modified starch, sugar, glucose, crushed plant stems: synthetic resin powder ; Phenol resin, urea sum/1 fat, and vinyl chloride resin can be mentioned.

Furthermore, examples of surfactants include anions (anions)
Surfactants; alkyl sulfate esters [e.g. sodium lauryl sulfate], aryl sulfonic acids [e.g. alkylaryl sulfonate, sodium alkylnaphthalene sulfonate], succinates, polyethylene glycol alkylaryl ether acid ester salts:
Cationic surfactants; Alkylamines [
For example, laurylamine, stearyltrimethylammonium chloride, alkyldimethylpentyl ammonium chloride], polyoxyethylene alkyl amines: nonionic surfactants; polyoxyethylene glycol ethers [e.g., polyoxyethylene alkylaryl ether, 2 and its condensation products], polyoxyethylene glycol esters [polyoxyethylene fatty acid ester], polyoxyethylene sorbitan monolaurate], polyoxyethylene sorbitan monolaurate, □.1rii ge';
II, *Kouyu. , Ka1□6゜: Other additives 611 include stabilizers, fixing agents [for example,
Agriculture river soap, casein lime, sodium alginate, polyvinyl alcohol <PV, 4), vinyl acetate adhesive,
acrylic adhesive], aerosol propellant [e.g. trichlorofluoromethane, duchlorofluoromethane, 1
, 2.2-) chlor-1,1,2-)chloroolethane, chlorobenzene, LNG, lower ether): (for smoking agents) Combustion regulator [e.g. (d, nitrite, zinc powder, dicyandiamide]) : Acid supply agent [e.g., chlorate group, dichromate] : Harm reducer [e.g., zinc sulfate, ferrous chloride, copper sulfate] : Potency extender Bidispersion stabilizer [e.g., casein, tragacanth, Cal is chinomethyl cellulose (
CMC), polyvinyl alcohol (PVA)), and the like.

The active ingredient compound used in the present invention can be manufactured into various dosage forms by methods generally used in the agricultural chemical manufacturing field. As a form of preparation,
Emulsions: Oils: Wettable powders: Aqueous solutions: Suspensions: Powders: Granules: Powder and granules: Smoking agents: Tablets: Smoking agents: Pasties and capsules.

Uninvented insecticidal composition, product 14. Approximately 0.1 active ingredient compound
~ Approximately 95 tons of candy, sweet potato can contain approximately 05 ~ 990 tons of candy.

In the case of the right circle of deletion, the above-mentioned Suzu preparation and spray p, $J! thing (ready-1o-ase-prep
The content of the active ingredient compound in AratiH) is, for example, about 0.0001 to about 20%, preferably about 0.005%.
A circumference of about 10 cm is appropriate.

The amount of M contained in these active ingredient compounds can be appropriately changed depending on the form of the preparation, the method of application, purpose, timing, location, pest outbreak status, etc.

Active ingredient compound used in the present invention 1 Of course, if necessary, other agricultural chemicals such as insecticides, fungicides, acaricides, nematicides, antiviral agents, herbicides, plant growth agents, etc. Regulators, attractants, [e.g., organic phosphoric ester compounds,
Carbamate compounds, dithio(-!.

Takethiol) carbamate compounds, organic chlorine compounds, dinitro compounds, organic sulfur or metal compounds,
Antibiotics, substituted sophenyl ether compounds, urea compounds, triazine compounds] or/and fertilizers can also be used in combination or together.

Various formulations or ready-to-use preparations containing the active ingredient compound of the present invention
-pα deαtion) can be applied using commonly used application methods in the field of intestinal medicine delivery, such as spraying, spraying, misting, atomizing, dusting, and powdering. ,
Water surface application, pourinσ]: Smoke: Soil application, [e.g., contamination, sprinkling (spri
nkling), fumigation (vttporing),
Irrigation] Two-surface application [ψ1e1d', application, wrapping (ba
nding), powder coating, coating]: Immersion: Poison bait bai
ti9g) etc.V can be performed. The so-called ultra-high IP small size printing method (ultra-1 part w-vo
Lurne). In this way it is possible to achieve 100% active ingredient content.

The '+(a dose) per hectare is, for example, from about 0.03 to about toKO as active ingredient compound 4Z per hectare.
1. Examples of suitable elms include approximately 0.3 to approximately 6 degrees of sweetness.

However, in special cases it is possible, and sometimes even necessary, to exceed these ranges below t*d.

According to the present invention, the active ingredient is the compound mA, and one of the carbamate compounds and/or the compound mA.
species or two or more species, and a diluent (solvent and/or
or fillers and/or ld carriers) and/or surfactants and, if necessary, eg stabilizers, fixing agents, etc., can be provided.

Furthermore, according to the present invention, Compound A, one or more of carbamate compounds and/or organic phosphorus compounds are applied to pests and/or pest growth areas by mixing or diluting agents (solvents and/or diluents). It is possible to provide a method for controlling plant pests, in which the mixture is applied with a mixture of (or filler and/or carrier) and/or a surfactant, and if necessary, a stabilizer and a fixing agent.

Next, the content of the present invention will be specifically explained with reference to Examples.
"This issue" should not be limited to this only.

Example 1 (Irrigation agent) 15 parts of compound A, 20 parts of triclosifof, 6021 part of a mixture of powdered diatomaceous earth and powdered clay (1:5), alkylbenzenesulfone HRf-) +) C
2 parts and 3 parts of a sodium alkylnaphthalene sulfonate formalin condensate were pulverized and mixed to obtain an irrigation agent. This is diluted with water and applied to pests and/or their growth areas.

Yikai Example 2 (Irrigation agent) 20 parts of Gake$AA, 10 parts of fenthion, 65 parts of a mixture (1:5) of white carbon (hydrated amorphous silicon oxide fine powder) and powdered clay, 2 parts of sodium alkylbenzenesulfonate 1 part and 3 parts of a sodium alkylnaphthalene sulfonate formalin condensate were pulverized and mixed to obtain an irrigation agent.

This is diluted with water and sprayed onto pests and/or their growing areas.

Example 3 (Emulsion) 20 parts of Compound A, 20 parts of BPM, 45 parts of trimethylformamide, 8 parts of polyoxyethylene alkyl-22-phenyl ether, and 7 parts of calcium alkylbenzenesulfonate were mixed and stirred to prepare an emulsion.

This is diluted with water and sprayed on pests and/or their growth areas.

Example 4 (Powder) 1.5 parts of Compound A, 1.5 parts of a carbamate compound or an organic phosphorus compound are pulverized and mixed with 97 parts of powdered clay to prepare a powder. Sprinkle this on pests and/or their growing areas.

Carbamate type (H compounds include carbaryl, Mff'
MC, isozolocarb, EPMC, propoxar,
MPMC, XMC, zolomecarp, ethiophene carp, carbolane, car sulfan, pendeiocarb, and methomyl are used.

As the organic phosphorus compound, fenthion, fenitrothion, guiazinon, fentoate, trichlorfone, gulonofos, tetrachlorvinphos, dimethylvinphos, pyridafenthione, phosmet, chlorpyrifos-methyl, malathion, IBP, and edifenphos are used.

Example 5 (Powder) Compound A 1. , 5 m, 1.5 parts of edifenphos, and 1.5 parts of fenthion were pulverized and mixed with 95.5 parts of powdered clay to prepare a powder. Sprinkle this powder on pests and/or their fresh R(li).

Example 6 (Granules) 3 parts of Compound A, 2 parts of propoxer, bentonite (montmorillonite), 35 tons, talc (talc) 587 L
Add 25 parts of water to a mixture of 2 parts of IJ geninsulfonate, knead well, and use an extrusion granulator to make 10 to 40
The mesh is dried at 40 to 50'C to form granules. This is sprinkled on the insects and/or their growth areas.

Example 7 (Granules) 96 parts of clay mineral particles having a particle size distribution of 0.2 to 2n were placed in a rotary mixer, and 1.5 parts of compound @A was dissolved and mixed in a solvent under one rotation. BPMCz, s parts or 4.0 parts are sprayed and evenly stained, and then dried at 40-50°C to form granules. Sprinkle on the pests and their growth areas.

The mixed active compounds according to the invention are characterized by a subtly improved efficacy and by very low toxicity for warm-blooded animals, so that they are of very high commercial value.

The unexpectedly superior and remarkable effects of the mixed active compound of the present Nyomei can be seen from the following test lees used against the pests of Spears.

Test Example 1 Test cutting method for carbamate and organic phosphorus agent resistant black leafhopper: 25- Rice (product building: Scutellariae) seedlings in paddy field (2-2.5 leaves 1, leather height 15-17 cIn) 'fc 1 3~ per share
I planted one crop of five plants. 45 days after transplanting, 1 plot 3 with 2 luck system
00? The same method as in Examples 4 and 5 was applied to the paddy field of I', using a powder agent with a valley density of A made on ice, and using a full-back type power powder powder with a length of 30 mm. +? 30 with Noguib Duster
i<97hα was accepted. Before spraying and 1 day after waste cloth, 5 bites: 2 + 7 y O leafhopper (Nephotet)
tiz cin-c, tice'ps) with elongated insects.
The specimen was shaken 0 times and scooped out, anesthetized with ether, and the number of insects was counted after death. The control rate was calculated using the following formula.

26- Trial Example 2 Test on planthoppers Test method: Inject rice (variety: Koganenishiki) fungus (2-25 leaf stage,
Plants with a height of 15 to 17 ctrt) were transplanted at a rate of 3 to 5 plants per plant. 45 days after transplantation, a designated amount of powder of each concentration prepared in the same manner as in Examples 4 and 5 was applied to a paddy field of 300 mm in length using a backpack-type power duster.
I sprayed 47/5α on 30 with 971 Tsukibu duster. Seven White Planthopper (Sogatella fjtrcifera) before spraying and 1 day and 71 days after spraying
and Laodelphaz str.
iate-11ws) was scooped out by shaking it with an insect net 30 times, anesthetized with ether, and the total number of brown-bottomed planthoppers and brown-bottomed planthoppers was investigated after killing.

The control rate was calculated using the following formula.

28- The results are shown in Table 2.

29- Test Example 3 Test against resistant green peach aphid #gM eggplant (Group No. 2) was planted in a pot with a diameter of 15 cm, and the plant height was 15α (6
~7 leaf stage) resistant green peach aphid (Myzrt
Approximately 100 S. persicae) were inoculated per pot for 2 days, and the number of live insects on the S. The mixed emulsion of each drug prepared in A was diluted with water, an appropriate amount of spreading agent was added, and the mixture was spread sufficiently so that the drug solution dripped.Two days after spraying, the number of dead insects was counted and the insect killing rate was calculated. The results are shown in Table 3.

31- 65- 30-

Claims (1)

[Claims] 2-methoxy-4-(2-methoxyphenyl)-1,3
, 4-Okidiazolin-5-one, and one or more of carbamate compounds and/or compounds as active ingredients.