JP2000212008A - Insecticidal composition and insecticidal method - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a more superior insecticide in lethal effect, immediate effect or the like by making the composition include chloropyridylmethylcyanomethylacetamidine and phenoxyphenyl pyridyloxypropyl ether. SOLUTION: This insecticidal composition contains (E)-N1-[(6-chloro-3-pyridyl) methyl]-N2-cyano-N1-methylacetamidine and 4-phenoxyphenyl 2-(2-pyridyloxy) propyl ether, preferably in a weight ratio of 1:(0.01-10), more preferably 1:(0.05-5). The composition can be applied to the control targeting wide range pests such the agricultural or silvicultural pests, ectoparasites of an animal and sanitary insect pests, and can be used by the method of applying the composition to the pests or a habitat of the pests, applying the composition to the plant body or the neighbor of the plant, or parenterally or orally administering the composition to a host animal.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to an insecticide composition and an insecticide method.

[0002]

2. Description of the Related Art Conventionally, the development of insecticides for controlling various pests such as agricultural and forestry pests, ectoparasites of animals, and sanitary pests has been widely promoted, and organophosphorus compounds have been developed. Compounds, carbamate compounds,
Pyrethroid compounds, insect growth regulators and the like have been used. However, these have problems such as a weak lethal effect or a lack of rapid efficacy, and it is hard to say that they have always achieved satisfactory effects, and the development of better insecticides and insecticidal methods is desired. I have.

[0003]

Means for Solving the Problems The present inventors have made intensive studies under such circumstances and found that (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N By applying ¹ -methylacetamidine and 2- (2-pyridyloxy) propyl ether, a synergistic effect that is clearly larger than the sum of the effects of the respective compounds alone is exerted, and excellent rapid and residual effects are obtained. The present inventors have found that the above-mentioned problems can be solved and have reached the present invention. That is, the present invention relates to (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N ¹ -methylacetamidine (hereinafter referred to as compound A) and 2- ( 2-pyridyloxy)
Insecticide compositions containing propyl ether (hereinafter, referred to as compound B) as an active ingredient (hereinafter, referred to as the present composition), and an insecticidal method of applying compound A and compound B (hereinafter, referred to as the present invention). Insect killing method) is provided.

The compound A used in the composition of the present invention and the insecticidal method of the present invention is a compound (generic name: acetamiprid) described in US Pat. No. 5,304,566, and a compound B is described in US Pat. No. 4,751,225. (Generic name: pyriproxyfen).

In the composition of the present invention and the insecticidal method of the present invention, the ratio of compound A to compound B is usually 0.01 to 10 parts by weight, preferably 0 to 10 parts by weight, per 1 part by weight of compound A. 0.05 to 5 parts by weight.

The composition of the present invention and the insecticidal method of the present invention can be applied to control a wide range of pests such as agricultural and forestry pests, ectoparasites of animals, and sanitary pests. Specific examples of the pest include the following. Hemiptera pests: Brown planthopper (Laodelphax striatellu)
s), planthoppers such as brown planthoppers (Nilaparvata lugens) and planthoppers (Sogatella furcifera); leafhoppers (Nephotettix cincticeps); leafhoppers such as leafhoppers (Nephotettix virescens); , Citrus aphid (Aphis citricola), Betula aphid (Lipap
his pserudobrassicae), aphid aphid (Nippolachnus piri) and a mandarin aphid (Toxoptera)
aurantii), Citrus aphid (Toxoptera ciidi)
us), aphids, and blue bugs (Nezara ant
ennata), stink bugs (Cletus punctiger), sting bugs (Riptortus clavetus), stink bugs (Plautia stali), etc .; Trialeurodes vaporariorum; Bemisia tabaci; Whiteflies, scale insects, hornworms, psyllids, etc.

Lepidopteran pest: Chilo suppress
alis), Coleoptera (Cnaphalocrocis medinalis),
European Corn Borer (Ostrinia nubilalis),
Shibattoga (Parapediasia teterrella), Cotton stalk (Notarcha derogata), Swordfish (Plodi)
a interpunctella, etc., Spodoptera litura (Sp
odoptera litura, armyworm (Pseudaletia separat)
a), armyworm (Mamestra brassicae), Tamanayaga (A
grotis ipsilon), Trichoprousia, Heliotis, Helicoverpa, etc., Noctuids, Pieris (Pier)
is rapae), Adoxophyes spp., Anopheles sp. Genus etc., Plutella xylostell
a) etc., Stag beetles and cotton bugs (Pectinophora gossyp
iella etc., and the yellow-spotted starfish (Hyphantri
Triggers such as a cunea) and Iga (Tinea translucen)
s), Hirozuga moth (Tineola bisselliella) and the like. Diptera pests: Culex pipiens pallens,
House mosquitoes such as Culex tritaeniorhynchus, genus Ades such as Aedes albopictus, genus Anopheles such as (Anopheles sinensis),
Midges, Musca domestica, Housefly (Muscina stabulans), Musca herve (Musca herve), such as midges and Culicoides oxystoma
i), housefly such as housefly (Musca bezzii), blowflies, flies,
lia platura), onions (Delia antiqua) and other flies, fruit flies, fruit flies, fly flies, blackflies such as Simulium iwatens, tabbys such as bovine flies (Tabanus chrysurus), flies and flies (Haematobia irritans) Flies, flies, etc.

Coleopteran pests: Western corn worm (Diabrotica virgifera virgifera), Southern corn root worm (Diabrotica undecimpunctata howardi)
And other corn rootworms, such as the Douganebuoy (Anomal
acuprea), Scarabaeids such as Anomala rufocuprea, and Maize Weeville (Sitophilus zeamai)
s), rice weevil (Lissorhoptrus oryzophilu)
s), Alfalfa weevil (Hypera pastic)
a), Adzuki beetle (Callosobruchuys chienensis)
Weevil, etc., Tenebrion beetle (Tene
brio molitor, Tribolium castan
eum) and other beetles, Aulicophora
femoralis), beetle beetle (Phyllotreta striolat)
a), leaf beetles such as colorado potato beetle (Leptinotarsa decemlineata), etc .;
pes).

[0009] Cockroach pests: German cockroaches (Blat
tella germanica), black cockroach (Periplaneta fulig)
inosa), American cockroach (Periplaneta americana),
Flying cockroaches (Periplaneta brunnea), Brown cockroaches (Blatta orientalis) and the like. Thrips pests: Thrips palmi (Thrips p
almi), Thrips tabaci, Thrips thrips (Thrips hawaiiensis), Thrips thrips (Scirtothrips dorsalis), Thrips thrips (Frankliniellaintontonsa), Citrus thrips (Frankliniella occipos, etc.) Hymenoptera pests: ants, hornets, wasps,
Japanese bee (Athalia japonica) and other bees. Orthoptera pests: Kera, grasshoppers and the like. Lepidopteran pests: human flea (Pulex irritans), cat flea (Ctenocephalides felis), dog flea (Ctenocephalide)
s canis) etc. Louse pests: White lice (Pediculus humanus corp)
oris), lice (Phthirus pubis), lice (Haem)
atopinus eurysternus), Sheep lice (Damalinia ovi)
s) etc. Termite pests: Reticulitermes spe
ratus), termite (Coptotermes formosanus)
etc. Acarid pests: Red spider mite (Tetranychus urticae), Kanzawa spider mite (Tetranychus kanzawai), mandarin spider mite (Panonychus citri), apple spider mite (Panonychus ulm)
i), spider mites of the genus Oligonicus, citrus mite (A
culops pelekassi, Crested mite (Calacarus cari)
natus) and other mites, Polyphago mites (Polyphago)
tarsonemus latus), dust mites, Haemaphyxalis longicornis, and tick (Boop)
indoor dust mites such as ticks such as hilus microplus), mites, mites and mites. Nematodes: southern nematode (Pratylenchus cof)
feae), Kittanegusa nematode (Pratylenchus falla)
x), Chinese nematode (Pratylenchusloosi),
Walnut Nematode (Pratylenchus vulnus),
Soy cyst nematode (Heterodera glycines), potato cyst nematode (Globodera rostochiensi)
s), Northern root-knot nematode (Meloidogyne hapla), Sweet potato root-knot nematode (Meloidogyne incognita)
etc.

In the insecticidal method of the present invention, it is possible to simultaneously use Compound A or a preparation thereof and Compound B or a preparation thereof simultaneously.
It is convenient to use a composition of the present invention in which is mixed in advance.

The composition of the present invention may be composed of only the compound A and the compound B, but practically, the composition of the present invention is supported on various solid carriers, liquid carriers and gaseous carriers. Add surfactants, dispersants, fixatives, stabilizers, propellants and other formulation auxiliaries as needed, and add oils, emulsions, wettable powders, suspensions in water, emulsions in water, etc. , Lotion, spot-on, pour-on, shampoo, granule, powder, tablet, injection, aerosol, foam aerosol, ULV, bait, sheet preparation, collar, medallion, ear tag, etc. You.

[0012] Examples of the solid carrier used in the formulation include clays (kaolin clay, diatomaceous earth, bentonite, acid clay, etc.), synthetic hydrous silicon oxide, talc, ceramics, and other inorganic minerals (sericite, quartz). , Sulfur, activated carbon, calcium carbonate, hydrated silica, etc.) and fine powders and granules such as chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, salt ammonium, etc.). Examples of the liquid carrier include water, alcohol. (E.g., methanol, ethanol), ketones (e.g., acetone, methyl ethyl ketone), aromatic hydrocarbons (e.g., toluene), aliphatic hydrocarbons (e.g., hexane, kerosene, paraffin, petroleum benzine), and esters (e.g., ethyl acetate, Butyl acetate), ethers (tetrahydrofuran, dioxane, etc.), halogenated hydrocarbons (dichloroethane, trichloroethane) Emissions, carbon tetrachloride and the like) and the like. If necessary, propane gas, butane gas,
Formulation can also be made by adding a propellant such as chlorinated petroleum gas, chlorofluorocarbon gas, dimethyl ether, or carbon dioxide gas.

Examples of the surfactant used include alkyl sulfates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylenates thereof, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives and the like. No.

Other auxiliary solvents for pharmaceutical preparations such as fixing agents and dispersants include, for example, casein, gelatin, saccharides (starch,
Gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids, etc.). Also, PAP (acidic isopropyl phosphate), BHT (2,6-di-tert-butyl-4)
-Methylphenol), BHA (2-tert-butyl-4)
Stabilizers such as -methoxyphenol and 3-tert-butyl-4-methoxyphenol), vegetable oils, mineral oils, fatty acids, fatty acid esters and the like can also be used as auxiliary solvents for pharmaceutical preparations.

The base material of the resin agent includes, for example, vinyl chloride polymers and polyurethanes. These base materials may be phthalic acid esters (dimethyl phthalate, dioctyl phthalate, etc.), adipic acid if necessary. Esters,
A plasticizer such as stearic acid is added. In the production of the resin agent, the insecticidal component is kneaded in the base material using a usual kneading apparatus, and then molded by injection molding, extrusion molding, press molding or the like. The thus formed insecticide composition is
Furthermore, through appropriate processes such as molding and cutting, a sheet agent, an attraction string, a horticultural support, an animal collar, a medallion and an ear tag can be obtained.

In the composition of the present invention and the insecticidal method of the present invention, other insecticides, nematicides, acaricides, repellents, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil improvement Agents, animal feeds and the like can also be used in combination. Such insecticides, nematicides, acaricides include, for example, permethrin, cypermethrin, fenvalerate, esfenvalerate, fenpropasulin, bifenthrin, deltamethrin, fluvalinate, flucitrinate, arelesulin, d-aresulin, Praletrin, cyphenothrin, phenothrin, resmethrin, tefluthrin, empentrin, acrinatrine, cyhalothrin, cyfluthrin, etofenprox, halfenprox, silafluofen, tralomethrin, cycloprothrin, esviosulin, transfluthrin, terarethrin, 1-ethynyl-2-fluoro -2-pentenyl
Pyrethroid compounds such as 3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate, cyanophos, fenthion, fenitrothion,
Parathion, methyl parathion, pirimiphosmethyl, diazinon, isoxathion, pyridafenthion, chlorpyrifos, chlorpyrifosmethyl, oxydeprofos, bamidion, malathion, fentoate, dimethoate, thiomethone, disulfotone, hosalon,
Phosmet, methidathion, prothiophos, sulprophos, profenophos, azinphosmethyl, pyraclophos, carclofos, salicion, tetrachlorovinphos, dichlorvos, monocrotophos, naled, dimethylvinphos, propaphos, acephate, methamidophos,
Organophosphorus compounds such as ethion, carbaryl, metrecarb, isoprocarb, fenobucarb, propoxur,
XMC, ethiophenecarb, bendiocarb, pirimicarb, carbosurphan, carbofuran, benfracarb, flatiothiocarb, mesomil, thiodicarb, oxamil, alanibcarb, carboxamate compounds such as methoxadiazon, phenothiocarb, diflubenzuron, teflubenzuron, chlorfluazuron, flufenoxuron Benzoylphenylurea compounds such as triflumuron, hexaflumuron, lufenuron, and novalron; triazine derivatives such as cyromazine; thiadiazine derivatives such as buprofezin; juvenoid compounds such as mesoprene, hydroprene, phenoxycarb, and diophenolan; neat compounds such as cartap, bensultap, and thiocyclam. Such as leistoxin derivatives, benzoepin, dicophor, tetradiphone, etc. Hydrogenated hydrocarbon compounds, amitraz, formamidine derivatives such as chlordimeform, phenylpyrazole derivatives such as ethiprole, tebufenozide, methoxyfenozide, halofenozide, chromafenozide, chlorfenapyr, phenisobromolate, quinomethionate, propargite, fenbutazin oxide, hexithizox, Etoxazole, pyridaben, fenpyroximate, tebufenpyrad, pyrimidifen, polynactin complex, milbemectin, avermectin, ivermectin, azadirachtin and the like.

As a repellent, for example, karan-3,4-
Diol, N, N-diethyl-m-triamide (Dee
t), limonene, linalool, citronellal, menthol, mentone, hinokitiol, geraniol, eucalyptol and the like. Further, it can be used in combination with an allyldiazole compound or 2-methoxycarbonyl-4-chloro-trifluoromethanesulfonanilide.

The composition of the present invention may optionally contain an antioxidant such as butylhydroxyanisole, dibutylhydroxytoluene, tocophenol and γ-oryzanol, bis- (2,3,3,3-tetrachloropropyl) ether , N- (2-ethylhexyl) bicyclo [2,2,1]
Hept-5-ene-2,3-dicarboximide, α-
A synergistic agent such as [2- (2-butoxyethoxy) ethoxy] -4,5-methylenedioxy-2-propyltoluene or a stabilizer may be contained.

When controlling the agricultural and forestry pests by the insecticidal method of the present invention, the application rate of the compound A and the compound B is usually from 1 g to 1 g per hectare in total of both compounds.
000 g, preferably from 10 g to 300 g
Range. When the composition of the present invention such as emulsions, wettable powders, flowables and the like is used after being diluted with water, the application concentration is usually 10 ppm to 1000 ppm in total of the active ingredient, and the composition of the present invention such as granules and powders is used. The thing is applied as it is.

In the insecticidal method of the present invention, compound A or a preparation thereof and compound B or a preparation thereof, or
The composition of the present invention may be foliage-sprayed on a plant such as a crop to be protected from agriculture and forestry pests, or may be applied to soil near the plant to absorb the active ingredient from the root of the plant. . Further, by treating the soil, it is possible to control agricultural and forestry pests that inhabit the soil. Also,
The compound A and the compound B, which have been processed into a sheet-like or string-like preparation, can be applied by directly wrapping the compound around the plant, placing it near the plant, or laying it on the soil surface of the plant.

In the case of controlling ectoparasites of animals by the insecticidal method of the present invention, animals to be treated include, for example, livestock such as cattle, sheep, goats and chickens,
Examples include pets and experimental animals such as dogs, cats, mice, rats, hamsters, squirrels, rabbits, ferrets, ducks, and pigeons.

The application rate of compound A and compound B to these animals is generally about 0.002 g to 0.2 g in terms of the total amount of both compounds per kg of animal body weight. When the formulated composition of the present invention is used, the content of compound A and compound B in the preparation is 0.001 to 40 parts by weight, preferably 0.01 to 40 parts by weight, in total of both compounds.
-20 parts by weight.

These preparations can exert their controlling effect by directly applying to animal ectoparasites.
In particular, by administering parenterally or orally to a host animal, these ectoparasites can be efficiently controlled. More specifically, a systemic method of controlling pests through the host animal's blood by methods such as oral administration, injection, implant, and spot-on, and a non-systemic method by methods such as pour-on, collar, medallion, and tag The ectoparasite control of animals can be performed by a simple method.

[0024]

EXAMPLES The composition of the present invention and the insecticidal method of the present invention will be described below in more detail with reference to formulation examples and test examples, but the present invention is not limited to these examples. Parts represent parts by weight.

Formulation Example 1 0.1 part of aerosol Compound A and 0.01 part of Compound B are dissolved in ethanol to make a total of 35 parts and filled in an aerosol container. Next, a valve is attached to the aerosol container, and 65 parts of LPG (propellant) is filled under pressure through the valve portion to obtain an aerosol. Formulation Example 2 Emulsion 10 parts of Compound A, 5 parts of Compound B, 8 parts of polyoxyethylene alkylaryl ether, 2 parts of sodium alkylarylsulfonate and 75 parts of xylene are uniformly mixed to obtain an emulsion. Formulation Example 3 wettable powder 10 parts of compound A, 10 parts of compound B, 3 parts of sodium alkylbenzenesulfonate, 3 parts of sodium ligninsulfonate and 74 parts of diatomaceous earth are uniformly mixed and pulverized with a jet air mill to obtain a wettable powder. Get.

Test Example 1 0.02 g of compound A and 0.005 g of compound B were dissolved in ethanol to make 20 ml. The solution was further diluted with ethanol to obtain a diluted solution having a predetermined concentration. 2.0 ml of the diluted solution was added to a glass atomizer at 20 c.
The spraying treatment was uniformly applied to a mouse body surface having a live weight of about 30 g from a distance of m. The mouse was dried with a dryer for 1 minute, and then fixed with a wire mesh. The mouse was placed in a glass bottle, followed by 20 cat flea unblooded adults. 2
Four hours later, the number of fleas was examined. The test was performed in triplicate each. A similar test was performed on mice that had not been treated but sprayed with ethanol alone. Table 1 shows the test results.

[0027]

[Table 1]

Test Example 2 A cabbage seedling planted in a 3-oz plastic cup was placed in a net cage in which many silver leaf whiteflies inhabited for 24 hours, and the cabbage seedling was infested with many silver leaf whiteflies. A commercial product of Compound A (trade name: Mospiran water solvent: manufactured by Nippon Soda Co., Ltd.), a commercial product of Compound B (trade name: Lanaud Emulsion: manufactured by Sumitomo Chemical Co., Ltd.), and a commercially available Compound A and a commercially available Compound B Each predetermined amount of the mixture with the product was diluted with water and sprayed on the cabbage seedlings with a spray gun. Immediately before and 8 days after the treatment, the number of surviving silver leaf whiteflies on the cabbage seedlings (total number of adults and larvae) was examined. Table 2 shows the test results.

[0029]

[Table 2]

Test Example 3 A cabbage seedling planted in a 3 oz plastic cup was placed in a net cage in which many silver leaf whiteflies inhabited for 24 hours, and a large number of silver leaf whiteflies were parasitized in the cabbage seedling. A commercial product of Compound A (trade name: Mospiran water solvent: manufactured by Nippon Soda Co., Ltd.), a commercial product of Compound B (trade name: Lanaud Emulsion: manufactured by Sumitomo Chemical Co., Ltd.), and a commercially available Compound A and a commercially available Compound B Each predetermined amount of the mixture with the product was diluted with water and sprayed on the cabbage seedlings with a spray gun. Immediately before and 7 days after the treatment, the number of surviving silver leaf whiteflies on the cabbage seedlings (total number of adults and larvae) was examined. Table 3 shows the test results.

[0031]

[Table 3]

[0032]

Effects of the Invention ^{(E) -N 1 - [(} 6- chloro-3-pyridyl) methyl] -N ² - cyano -N ¹ - methyl acetamidine and 4-phenoxyphenyl 2- (2-pyridyloxy) propyl By applying ether,
High insecticidal effect on agriculture and forestry pests, ectoparasites of animals and sanitary pests.

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Claims (5)

[Claims] (1) (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N ¹ -methylacetamidine and 4-phenoxyphenyl 2- (2-pyridyloxy) propyl An insecticide composition comprising ether as an active ingredient. 2. The weight of (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N ¹ -methylacetamidine and 2- (2-pyridyloxy) propyl ether. The ratio is in the range of 100: 1 to 1:10.
3. The insecticide composition according to item 1. 3. The method of claim 1, wherein (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N ¹ -methylacetamidine and 2- (2-pyridyloxy) propyl ether are used as a pest or A method for killing insects, which is applied to a habitat of a pest. 4. A plant comprising (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N ¹ -methylacetamidine and 2- (2-pyridyloxy) propyl ether. Alternatively, a method for controlling agricultural and forestry pests, which is applied near plants. 5. A host animal comprising (E) -N ¹ -[(6-chloro-3-pyridyl) methyl] -N ² -cyano-N ¹ -methylacetamidine and 2- (2-pyridyloxy) propyl ether. A method for controlling ectoparasites in animals, which is administered parenterally or orally to the animal.