JP4501219B2 - Insecticidal composition - Google Patents

Description

DMA： Ｎ，Ｎ−ジメチルアセトアミド
【００３７】
試験例２
製剤１〜５及び比較製剤１〜２を製造後、すぐにその１０ｇを各々ガラス瓶内に入れ、冷蔵庫内で１８日間保存した。
保存後の各製剤にイソプロピルアルコールを添加し、本化合物を０．０５重量％含有する希釈液を調製した。
マウス（生体重約３０ｇ）の体表に該希釈液２ｍｌをガラスアトマイザーを用いて均一に噴霧処理した。このマウスを金網にて挟み、固定し、９００ｍｌガラス瓶内に入れた。ネコノミ成虫２０頭を、この瓶内に入れ、該マウスに寄生させた。寄生１日後に致死を観察した。各３反復実施した。結果を表２に示す。
【００３８】
【表２】

DMA： Ｎ，Ｎ−ジメチルアセトアミド
【００３９】
試験例３
製剤６及び比較製剤３を製造後、すぐにその１０ｇを各々ガラス瓶内に入れ、冷蔵庫内にて３０日間保存した。
製剤投与前日にネコノミ成虫３０頭をネコ（生体重約３ｋｇ）に寄生させた。保存後の各製剤０．４ｍｌをピペットを用いてネコ肩胛骨背部の皮膚に塗布した。投与３日後にノミ取り櫛を用いて寄生ノミ数を数えた。
また、製剤６及び比較製剤３を製造後、保存を行わず、直ちに前記と同じネコノミに対する効力試験を実施した。
尚、ブランクとして、無処理のネコに上記と同様にネコノミを寄生させた場合のネコノミ寄生数を調査し、以下の式により防除率を算出した。
防除率（％）＝（Ｃ−Ｔ）÷Ｃ×１００
Ｃ：無処理群でのノミ寄生率、
Ｔ：製剤処理群でのノミ寄生率
各１反復実施した。結果を表３に示す。
【００４０】
【表３】

【００４１】
【発明の効果】
本発明の殺虫組成物は、長期保存しても、害虫に対して安定した優れた駆除効果を発揮する。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to an insecticidal composition.
[0002]
[Background Art and Problems to be Solved by the Invention]
1-methyl-2-nitro-3-[(3-tetrahydrofuryl) methyl] guanidine (hereinafter referred to as the present compound) is known as an insecticidal active ingredient as described in, for example, JP-A-7-179448. Compound. In addition, insecticidal compositions containing an insecticidal active ingredient containing this compound as an active ingredient are also known (for example, JP-A-8-217606).
However, in an insecticidal composition containing this compound, depending on the formulation form (for example, an oil agent specifically described in JP-A-8-217606), its extermination effect may be reduced by long-term storage. It turned out to be.
[0003]
[Means for Solving the Problems]
As a result of repeated investigations by the present inventors, an insecticidal composition containing the present compound as an insecticidal component and a specific compound, the compounding ratio of which has been specified, manufactured the composition, and after a long period of time has passed. In addition, the present inventors have found that a stable and excellent extermination effect against pests can be exhibited, and the present invention has been achieved.
That is, the present invention includes an insecticidal composition containing the present compound and N, N-dimethylacetamide, wherein the weight ratio of the present compound and N, N-dimethylacetamide is in the range of 1: 1 to 1: 999 (hereinafter referred to as the present invention). (Referred to as a composition).
[0004]
DETAILED DESCRIPTION OF THE INVENTION
The weight ratio of the present compound to N, N-dimethylacetamide in the composition of the present invention is in the range of 1: 1 to 1: 999, preferably in the range of 1: 2 to 1: 999.
The content of the present compound in the composition of the present invention may vary depending on the preparation form, application form, etc., but is usually in the range of 0.01 to 50% by weight. In particular, the composition of the present invention can be preferably used in a preparation having a relatively high concentration of the present compound such as a spot-on agent and a pour-on agent described later. In this case, the content of the present compound is, for example, about 0.1 to 40% by weight.
[0005]
The content of the present compound in the composition of the present invention is, for example, about 0.01 to 50% by weight.
The content of N, N-dimethylacetamide in the composition of the present invention is usually in the range of 0.1 to 99.99% by weight. As described above, in a preparation having a relatively high concentration of the present compound, it is, for example, about 60 to 99.9% by weight.
[0006]
In the composition of the present invention, in addition to the present compound, the insecticidal efficacy is further enhanced by adding other insecticidal components such as pyrethroid compounds and carbamate compounds, repellents, synergists, etc. Is expected.
[0007]
Examples of such other insecticidal components include allethrin, tetramethrin, praretrin, phenothrin, resmethrin, ciphenothrin, permethrin, cypermethrin, deltamethrin, tralomethrin, cyfluthrin, flamethrin, imiprothrin, etofenprox, fenvalerate, fenpropathrin, silaflufen. , Pyrethroid compounds such as bifenthrin and transfluthrin, organic phosphorus compounds such as dichlorvos, fenitrothion, tetrachlorobinphos, fenthion, chlorpyrifos, and diazinon, carbamate compounds such as propoxer, carbaryl, methoxadiazone, and fenocarb, rufenuron, chlorfluazuron, Hexaflumuron, diflubenzuron, cyromazine, triflumuron, tefluben Ron, flufenoxuron, fluazuron, triazuron, 1- (2,6-difluorobenzoyl) -3- [2-fluoro-4- (1,1,2,3,3,3-hexafluoropropoxy) phenyl] urea Such as chitin formation inhibitors such as pyriproxyfen, metoprene, hydroprene, phenoxycarb, and other neonicotinoid compounds such as acetamiprid, nitenpyram, thiacloprid, thiamethoxam, N-phenylpyrazole compounds, etc. be able to.
[0008]
Examples of repellents include N, N-diethyl-m-toluamide, limonene, linalool, citronellal, menthol, menthone, hinokitiol, geraniol, eucalyptol, indoxacarb, caran-3,4-diol, etc. Can do.
Examples of the synergist include PBO, MGK264, S421, IBTA and the like.
[0009]
In the composition of the present invention, a solvent can be appropriately contained. Examples of the solvent include alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol and benzyl alcohol, glycols such as ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol and hexylene glycol, ethylene Glycol monoalkyl ethers such as glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, alkyl-pyrrolidones such as propylene carbonate, 2-pyrrolidone, N-methyl-2-pyrrolidone, xylene, toluene, kerosene, light oil, Aromatic or aliphatic hydrocarbons such as hexane, halogenated hydrocarbons such as dichloromethane and dichloroethane, Esters such as ethyl acetate and butyl acetate, oxyacid esters such as triethyl citrate, ketones such as acetone, methyl ethyl ketone and cyclohexanone, nitriles such as acetonitrile and isobutyronitrile, dimethyl sulfoxide, N, N-dimethylformamide And acid amides, vegetable oils such as soybean oil and cottonseed oil, and water. Of course, N, N-dimethylacetamide can also be used substantially as a solvent.
[0010]
In addition, antioxidants such as BHT and BHA; emulsifiers such as sorbitan monooleate, sorbitan monolaurate, caprylic acid monoglyceride, capric acid monoglyceride, isostearic acid monoglyceride, monocaprylic acid propylene glycol, and the like can be appropriately added.
[0011]
Examples of the preparation form of the composition of the present invention include aqueous solvents, emulsions, aerosol preparations and the like.
When the composition of the present invention is used as an aqueous solvent (for example, suitable for spot-on treatment, pour-on treatment described later), the present compound and 1,3-dimethyl-2-imidazolidinone, and if necessary, other insecticide components, In addition to repellents and synergists, alcohols such as ethyl alcohol and benzyl alcohol, glycols such as propylene glycol, glycol monoalkyl ethers such as diethylene glycol monoethyl ether, and alkyl-pyrrolidones such as propylene carbonate , Water and the like are contained in the composition of the present invention. The aqueous solvent can be usually obtained by mixing each component.
[0012]
When the composition of the present invention is used as an emulsion, in addition to the present compound and 1,3-dimethyl-2-imidazolidinone, other insecticide components, repellents, synergists, etc. Contained. The emulsion can be usually obtained by mixing each component.
When the composition of the present invention is used as an aerosol formulation, in addition to the present compound and 1,3-dimethyl-2-imidazolidinone, other insecticide ingredients, repellents, synergists, solvents, emulsifiers, etc. A propellant such as dimethyl ether, propane, n-butane, and isobutane is contained. In this case, the weight ratio between the propellant and components other than the propellant is usually in the range of 1: 1 to 1:10. The aerosol preparation can be obtained by previously mixing components other than the propellant in a pressure resistant container and injecting the propellant into this.
[0013]
Further, the composition of the present invention is applied in the form of the preparation according to the application form, or in a form in which the preparation is diluted to a predetermined concentration with water, alcohol or the like.
The composition of the present invention is usually applied directly to harmful insects or to habitats (plants, animals, soil, etc.) by spraying, dripping, pouring, coating, etc., and used for pest control.
[0014]
When the composition of the present invention is used for controlling ectoparasites of pets such as dogs and cats and animals (host animals) such as cattle and sheep, livestock such as cattle and sheep, the host animals can be treated by local treatment methods such as spot-on treatment and pour-on treatment. It is possible to apply the ectoparasites of animals efficiently.
The spot-on treatment method is a method for controlling ectoparasites by dropping a liquid preparation (usually an aqueous solvent) onto the skin of the back of the shoulder ribs of the host animal.
Pour-on treatment is a method of controlling ectoparasites by pouring a liquid preparation (usually an aqueous solvent) along the back line of the host animal body and then spreading the preparation on the body surface.
[0015]
For example, when applied to a host animal, it is usually applied transdermally, orally, or enterally in the range of 0.1 to 1000 mg / kg in terms of the amount of the present compound per kg of the host animal's living weight. In addition, when applied to floors other than animals, outdoors, etc., usually about 0.1 to 1000 mg / m ² is applied.
[0016]
The composition of the present invention is a variety of harmful arthropods known for agricultural pests, sanitary pests, animal pests and the like (in the present specification, the harmful arthropods may be collectively referred to as pests). It is effective against. For example, Hemiptera pests: Laodelphax striatellus, Nilaparvata lugens, Loonworms such as Sogatella furcifera, Nephotettix cincticeps, Nephotettix vires, Nephotettix vires gossypii), Aphids such as Myzus persicae, Nezara antennata, stink bugs such as Riptortus clavetus, Trialeurodes vaporariorum, Boli gentia gents such as Bolisia Whiteflies, Aonidiella aurantii, San Jose scale insect (Comstockaspis perniciosa), Citrus snow scale (Unaspis citri), Ruby beetle (Ceroplastes rubens), Icerya purchasi (Icerya purchasi) Scale insects and the like, tingidae such, psyllid, and the like.
Lepidopterous insects: Chilo suppressalis, Cnaphalocrocis medinalis, Notarcha derogata, Plodia interpunctella, etc., Spodoptera litura, Psedia, Psedia, Heliotis genus, Helicobelpa genus moths, white butterflies (Pieris rapae), white butterflies, Adoxofies genus, Nashihime shinshin oyster (Grapholita molesta), codling moth (Cydia pomonella) scallop moth, Carposina niponensis, etc Anemone such as genus and other genus, Limantria and Euproctinis, etc., Suga such as Plutella xylostella, Pterinophora gossypiella and other species, Hyphantria cunea and other humans Common moths such as moths, tiger (Tinea translucens), moth (Tineola bisselliella), etc.
[0017]
Diptera: Culex pipiens pallens, Culex tritaeniorhynchus, Culex quinquefasciatus, etc., Adeses aegypti, Aedes albopictus, etc. , Chironomidae, Musca domestica, Muscina stabulans, and other houseflies, fly flies, sarcophaga, flies flies, Delia platura, onion flies (Delia antiqua), flies, fruit flies , Butterflies, flyfish, fly, sand flies, leafhoppers, etc.
Coleoptera: Western corn room worms (Diabrotica virgifera virgifera), Southern corn root worms (Diabrotica undecimpunctata howardi) and other corn root worms, Doganane buoy (Anomala cuprea), Japanese beetle (Anomala rufocuprea) Weevil such as Sitophilus zeamais, rice weevil (Lissorhoptrus oryzophilus), azuki beetle (Callosobruchuys chienensis), terrestrial beetle (Tenebrio molitor), worm beetle (Tribolium castaneum) striolata), Colorado potato beetle (Leptinotarsa decemlineata) and other potato beetles, hornet beetles, epilacunas such as Epilachna vigintioctopunctata, slatine beetle, moth beetle , Longhorn beetles, Paederus fuscipes, etc.
[0018]
Cockroach eye pest: German cockroach (Blattella germanica), Black cockroach (Periplaneta fuliginosa), American cockroach (Periplaneta americana), Great cockroach (Periplaneta brunnea), Great cockroach (Blatta orientalis), etc.
Thrips eye pests: Thrips palmi, Thrips tabaci, etc.
Hymenoptera: bees such as ants, wasps, scallops, and Athalia japonica.
Straight-eyed pests: vignetting, grasshoppers, etc.
[0019]
Lepidoptera: Cat fleas (Ctenocephalides felis), Fleas (Ctenocephalides canis), Fleas (Pulex irritans), Xenopsylla cheopis, etc.
Lice insect pests: white lice (Pediculus humanus corporis), white lice (Phthirus pubis), cattle lice (Haematopinus eurysternus), sheep lice (Dalmalinia ovis), etc.
Termite pests: Yamato termites (Reticulitermes speratus), termites (Coptotermes formosanus), etc.
[0020]
Acarid pests: spider mites (Tetranychus urticae), red spider mites (Panonychus citri), spider mites such as Oligonicus, red spider mites (Aculops pelekassi), dust mites, spider mite, Tick (Haemaphysalis longicornis), Tick tick (Haemaphysalis flava), Dermacentor taiwanicus, Tick (Ixodes ovatus), Tick tick (Ixodes persulcatus), Tick tick (Boophilus microplus) Scarlet mites, Dermatophagoides farinae, Dermatophagoides ptrenyssnus, and other mites Mites, chicken mites, and the like.
[0021]
Nematodes: Pratylenchus coffeae, Pratylenchus fallax, Soybean cyst nematode (Heterodera glycines), Potato cyst nematode (Globodera rostochiensis), Kitaneko nematode (Meloidogyne hap)
[0022]
The composition of the present invention is particularly suitable for controlling domestic pests such as cockroaches and animal ectoparasites such as ticks, fleas, and lice.
[0023]
【Example】
Hereinafter, the present invention will be described in more detail with reference to examples.
Example 1
Preparation 1 was obtained by adding isopropyl alcohol to 1.0 g of this compound, 2.0 g of N, N-dimethylacetamide and 1.0 g of deionized water to make a total of 10 g.
[0024]
Example 2
The preparation 2 was obtained by performing the same operation as Example 1 except the amount of N, N- dimethylacetamide having been 3.0 g.
[0025]
Example 3
The preparation 3 was obtained by performing the same operation as Example 1 except the amount of N, N- dimethylacetamide having been 5.0 g.
[0026]
Example 4
N, N-dimethylacetamide was added to 1.0 g of this compound to make a total of 10 g to obtain Formulation 4.
[0027]
Example 5
1.0 g of this compound, 2.0 g of N, N-dimethylacetamide, 6.0 g of diethylene glycol monoethyl ether and 1.0 g of deionized water were mixed to obtain Formulation 5.
[0028]
Example 6
N, N-dimethylacetamide was added to 0.1 g of this compound to make a total of 10 g to obtain Formulation 6.
[0029]
Example 7
10 parts by weight of this compound, 1 part by weight of pyriproxyfen, 20 parts by weight of N, N-dimethylacetamide, 25 parts by weight of benzyl alcohol, 10 parts by weight of deionized water and 34 parts by weight of diethylene glycol monoethyl ether were mixed to prepare formulation 7. obtain.
[0030]
Example 8
0.1 parts by weight of the present compound is dissolved in 10 parts by weight of N, N-dimethylacetamide, put into an aerosol can, and water is added to make a total of 20 parts by weight. After mounting an aerosol valve on an aerosol can, 80 parts by weight of a dimethyl ether / liquefied petroleum gas 9/1 mixture is filled to obtain an aerosol.
[0031]
Comparative Example 1
White kerosene (Isopar G: Exxon Chemical) was added to 0.01 g of the present compound and 0.04 g of piperonyl butoxide to give a total of 10 g, whereby Comparative Formulation 1 was obtained.
[0032]
Comparative Example 2
Isopropyl alcohol was added to 1.0 g of this compound to make a total of 10 g, and Comparative preparation 2 was obtained.
[0033]
Comparative Example 3
White kerosene (Isopar G: Exxon Chemical) was added to 0.1 g of this compound and 0.4 g of piperonyl butoxide to give a total of 10 g to obtain Comparative Preparation 3.
[0034]
Test example 1
Immediately after the preparations 1 to 5 and the comparative preparations 1 and 2, 10 g of each was put in a glass bottle and stored in a refrigerator for 18 days.
Isopropyl alcohol was added to each preparation after storage to prepare a diluted solution containing 0.025% by weight of the present compound.
A plastic container (diameter 9.5 cm, height 4 cm, bottom 16 mesh wire mesh) containing 10 adult German cockroaches (5 males, 5 females) is placed in a CSMA chamber (width 46 cm, depth 46 cm, height 70 cm: Standard of Placed at the bottom of the Chemical Specialties Manufacturers Association. 1.5 ml of the diluted solution was sprayed directly onto the test cockroach from the upper part of the CSMA chamber. After 30 seconds of spraying, the container with the cockroaches was removed and the entire cockroach was transferred into another clean plastic container (200 ml) and fed with food and water. Mortality was observed 3 days after drug treatment. Each was repeated three times.
[0035]
In addition, preparations 1 to 5 and comparative preparations 1 and 2 were not stored, but immediately after the preparation of the same diluent as described above and the efficacy test against German cockroaches.
The results are shown in Table 1.
[0036]
[Table 1]

DMA: N, N-dimethylacetamide
Test example 2
Immediately after the preparations 1 to 5 and the comparison preparations 1 to 2 were produced, 10 g of each was put in a glass bottle and stored in a refrigerator for 18 days.
Isopropyl alcohol was added to each preparation after storage to prepare a diluted solution containing 0.05% by weight of this compound.
A body surface of a mouse (biological weight: about 30 g) was sprayed uniformly with 2 ml of the diluted solution using a glass atomizer. The mouse was pinched with a wire mesh, fixed, and placed in a 900 ml glass bottle. Twenty cat fleas were placed in the bottle and infested with the mice. One day after infestation, lethality was observed. Each was repeated three times. The results are shown in Table 2.
[0038]
[Table 2]

DMA: N, N-dimethylacetamide
Test example 3
Immediately after the preparation 6 and the comparative preparation 3, 10 g of each was put in a glass bottle and stored in a refrigerator for 30 days.
On the day before the administration of the preparation, 30 cat flea adults were infested with a cat (body weight of about 3 kg). 0.4 ml of each preparation after storage was applied to the skin on the back of the cat shoulder rib using a pipette. Three days after administration, the number of parasitic fleas was counted using a flea removal comb.
Further, after the preparation 6 and the comparative preparation 3 were manufactured, the same efficacy test for cat fleas as described above was performed immediately without storage.
In addition, as a blank, the number of cat fleas in the case where a cat flea was caused to infest the untreated cat in the same manner as described above was investigated, and the control rate was calculated by the following formula.
Control rate (%) = (C−T) ÷ C × 100
C: Flea parasitic rate in the untreated group,
T: Flea infestation rate in the preparation treatment group was repeated once. The results are shown in Table 3.
[0040]
[Table 3]

[0041]
【The invention's effect】
The insecticidal composition of the present invention exhibits a stable and excellent extermination effect against pests even after long-term storage.

Claims (5)

1-methyl-2-nitro-3-[(3-tetrahydrofuryl) methyl] guanidine and N, N-dimethylacetamide and 1-methyl-2-nitro-3-[(3-tetrahydrofuryl) methyl] An insecticidal composition wherein the weight ratio of guanidine to N, N-dimethylacetamide is in the range of 1: 1 to 1: 999. The insecticidal composition according to claim 1, wherein the weight ratio of 1-methyl-2-nitro-3-[(3-tetrahydrofuryl) methyl] guanidine to N, N-dimethylacetamide is in the range of 1: 2 to 1: 999. object. A method for controlling ectoparasites of a host animal, which comprises treating the body surface of the host animal with the insecticidal composition according to claim 1 or 2. A pest control method comprising applying the insecticidal composition according to claim 1 or 2 to a pest body or a pest habitat. The method according to claim 4, wherein the pest is a cockroach.