JPS62198605A - Insecticide for animal - Google Patents

Abstract

PURPOSE:To provide a safe insecticide for animal containing o-sec-butylhenyl-N- methylcarbamate and 1,1-oxybis(2,3,3,3-tetrachloropropane) as active components and effective against vermin having resistant factor and vermin suppressing the growth of domestic animal. CONSTITUTION:o-sec-Butylphenyl-N-methylcarbamate and 1,1-oxybis(2,3,3,3- tetrachloropropane) are used as active components of the objective agent. The latter active component can be synthesized e.g. by reacting paraformaldehyde with trichloroethylene at 30 deg.C using hydrochloric acid and aluminum trichloride as catalysts. The ratio of the former compound to the latter compound is preferably 1 to 0.5-10. The active components are used in combination with a stabilizer, a physical property improver and various other activity-improving synergist such as piperonylbutoxide, etc., to obtain an insecticidal agent.

Description

[Detailed description of the invention] [Industrial application field] The present invention is applicable to livestock animals (cows, horses, sheep, goats).

This invention relates to an insecticide for animals that is not primarily intended for the treatment of animals, and that prevents and kills insects and mites that harm the growth of pigs, chickens, dogs, cats, etc. when raised.

[Conventional technology]

Examples of animal pests include blood-sucking pests such as ticks, red mites, and white mites; insects such as horseflies, stable flies, black mites, lice, and fleas; and livestock environmental and sanitary pests such as flies, mosquitoes, and cockroaches. Pyrethrin and allethrin are used to control these pests.

Pyrethroid insecticides such as tetramethrin, resmethrin, phenothrin, coumaphos, trichlorfon, dichlorvos, fenitrothion, naled.

Maxion. Organic phosphors such as calkufos, feniclophos, and prothiophos, and carbamates such as carbaryl, proboxur, and ortho-5sc-7'tylphenyl-N-methyl carbamate (hereinafter abbreviated as BPMC) are used. In addition, octachlordipropyl ether (1,1-oxybis-(2,3
, 3,3-tetrachloropropane) hereinafter abbreviated as S-421].

Piperonyl butoxide, N-(2-ethylhexyl)-
1-isopropyl-4-methylbicyclo=(2,2,2
)-oct-5ene-2,3-dicarboximide, N
-(2-ethylhexyl)-bicyclo-(2,2,l)
-Insecticides for animals include those that contain synergists such as hebuta-5ene-2゜3-dicarboximide to increase their insecticidal power, and those that add repellents or attractants to increase the insecticidal effect. ing. As described above, most animal insecticides are made of a single insecticide, synergist, repellent, or attractant alone, and are mostly mixtures of a plurality of each component. However, the mixture of BPMC and S-421 of the present invention has not yet been used as an animal insecticide, and a mixture having such various characteristics is not known even in the field of agricultural chemicals related to agriculture and forestry.

However, it is effective against general pests when the active ingredients are one or two of pyrethrin, allethrin, and phthalthrin (tetramethrin), one of 1-naphthyl-N-methylcarbamate or phenyl-N-methylcarbamate, and octachlordiprobyl ether. Insecticides with synergistic properties and low toxicity to humans and animals have been disclosed in the prior art (Japanese Patent Application Laid-Open No. 1986-1999).
61633).

Also, 2,3,3.2',3',3'-hexachloro-diallyl ether (1,I-oxybis-(2,3,3
, -trichloropropene-2)] or 2.3.3, 3.
2', 3', 3', 3'-octachlordipropyl ether [l, 1-oxybis-(2,3,3,3-tetrachloropropane)], (Si21) is used as a rice crop disease and soil treatment agent. It has been disclosed (Japanese Unexamined Patent Publication No. 53448524).

In the detailed explanation of this technology, it is stated that carbamate insecticides can be used in combination with other insecticides as a general basic technology for pesticide formulations, but the combination of BPMC is not described at all, and the combination of these two types is not mentioned at all. The halogenated alkyl ether exhibits no insecticidal activity against either animal blood-sucking or non-blood-sucking pests. In addition, regarding the enhancement of the synergistic effect of a mixed insecticide of carbamate insecticide and S-421 on house flies resistant to carbamate insecticides, Georghiou, G., P. et al.
, al: J, Econ.

EnL, 54.132 (1961) and other literature, but the knowledge of mixed insecticides of BPMC and S-421 is completely unknown.

[Problem that the invention seeks to solve]

Livestock animal pests are essentially different from other sanitary pests and agricultural and forestry crop pests, and include ticks, red mites, sand mites, fleas, lice, horseflies, sand flies, and other insects that obtain their nutrition by sucking the blood of livestock.
It consists of mites and insects such as Nukajiriki. Furthermore, environmental pests such as flies, mosquitoes, and cockroaches infest the excreta and feed of livestock animals.

In this way, ecological research on blood-sucking parasitic pests and the establishment of control methods for them is difficult because it is difficult to uniformly raise large numbers of living pests necessary for the research, and research in this area is difficult to do using other pesticides,
The current situation is that we are far behind the field of epidemic prevention drugs. Furthermore, a large number of tests are required, including direct toxicity to livestock animals and residue in livestock products obtained from them.

In this respect, BPMC has been tested not only for its insecticidal power but also for residual transfer to meat and milk components, and its safety as an animal drug has been confirmed and it has been put into practical use. From this point of view, the ingredients that are currently approved for use in animals include carbamate insecticides such as BPMC,
There are only three ingredients, propoxur and carbaryl, but
BPMC is the most suitable ingredient because of its insecticidal power and safety.

However, the insecticidal effect is not sufficient against pests with resistance factors that are targeted by animal insecticides, such as house flies, and the spectrum of pests that can be killed is still narrow.

In particular, pests with resistance factors, that is, so-called cross-resistance, which shows resistance to two or more insecticides at the same time when treated with a filler insecticide, and genetically resistant insects that are treated with two or more insecticides. Concerning the emerging pests with multiple-resistance, such as the house fly, which is an environmental health pest for domestic animals, it has been applied to DDT since around 1953, to organic phosphorus agents since 1965, and to pyrethroid insecticides since 1976. The appearance of resistant house flies with poor supination effect (kd effect) was reported. In insect genetics, this is the slow-acting gene for DDT (kdr gene) located on chromosome 3.
It has been found that those with DOT have a delayed knockdown effect even against pyrethroid insecticides, which have a completely different chemical structure from DOT, and exhibit so-called cross-resistance. The fact that one gene is involved in the resistance of multiple, and completely different chemical structures, means that a new insecticide may have resistance genes acquired from insecticides used in the past. This is due to other effects, namely cross-resistance. This kind of thing is DDT.

As in the case of 1111c, when the frequency of development of resistance to an insecticide used in the past temporarily decreases due to the discontinuation of its use, a new insecticide may be effective at first, but then the frequency of development of resistance genes quickly decreases. increases, and after a while it loses its practical value as an insecticide, causing great confusion in the field of pest control. or,
Furthermore, in 1976, a population of house flies with multiple alleles of one resistance gene, the kdr factor, called the 5uper-kdr factor, appeared, and even some with even stronger resistance to pyrethroid insecticides appeared. It is said that Also, against Culex mosquito larvae, 19
In 1967, the N4 species appeared for some organophosphorus insecticides, with a ratio of LD5° (half-lethal concentration) to that of susceptible III-type insecticides, that is, a resistance ratio of more than 10. This has become a problem as it is said to exhibit cross-resistance to

Such various complex resistance factors are not limited to only the house fly, but also include the black fly, Musca benzii, and M.
, hervel) l Koie fly (M, tempes
liva), white-legged fly (M.

5aishueosiS), which collect fruit during grazing and degrade the environment, and blood-sucking stable flies (Stomoxys
caleitrans) also appears as a genetic factor,
There was a problem that made its control increasingly difficult.

The present invention solves the above problems, has a strong insecticidal effect against pests with resistance factors and various pests that harm the growth of animals, has a wide pest spectrum, is completely harmless to humans and livestock, and has little toxicity to fish. , the purpose of which is to provide insecticides.

[Means for solving problems]

The present inventors tested and researched various efficacy synergists in order to enhance the excellent insecticidal power of BPMC and at the same time expand the insecticidal pest spectrum. It was discovered that when S-421, which is one of the ethers and is already considered to be safe in terms of toxicity as an insecticidal synergist for animals, is added, an insecticide for animals with various characteristics can be obtained. The present invention has been completed by discovering that it is a drug with low toxicity to animals and fish, which has an advantage not found in other drugs, and has a strong insecticidal power against humans.

The present invention is an animal insecticide characterized by containing BPMC and S-421.

BPMC used in the present invention is a lower monoalkylphenyl-N-methylcarbamate insecticide, and has a monoalkyl group bonded to the ortho position, which is said to have a strong insecticidal effect, and has a secondary butyl group. Among these ortho-substituted lower alkyl derivatives, BPMC has the lowest melting point;
It is almost liquid at room temperature, at 32°C for pure products and 30°C or less for industrial grade raw materials. The alkyl group and melting point are (methyl, -CH3,101~2@C), (ethyl-〇, T(S).

76-7℃), [isopropyl, CH(CHa)
! , 96-7°C) + (tert-butyl,
C(CHs)z, 96-b. Also, Japanese Patent Application Publication No. 1973-
1-naphthyl-N-methylcarbamate shown in Japanese Patent No. 61633 has a melting point of 142°C, and phenyl-N-methylcarbamate has a melting point of 85-6°C. Like this BPM
C has the lowest melting point among these carbamate insecticides, and is characterized by its original insecticidal power as well as a number of great advantages in terms of insecticide formulations, but other physicochemical properties is as follows.

That is, the boiling point is 115-6°C, 10.02s*Hg, and the vapor pressure is 3.
0 dragon 11g/130℃, flash point 142℃, specific gravity d4°:
1.041, viscosity 250CPS (35°C), specific heat 0.
42cal/g・℃) Heat of fusion 25-30Kca
l/kir, thermal conductivity 0.15Kcal/M・H
R℃, stable in weak acidity, unstable in strong acid and strong alkali, and 2
Solubility (%) at 0°C is less than 10 ppm in water, 16.6 in hexane, methanol, and ethanol.

Benzene each 100 or more, ethyl acetate, ether.

Acetone and chloroform each have a molecular weight of 200 or more, and the other components of the present invention are S-421 and dimethylformamide.

It is freely miscible with dimethyl sulfoxide, N-methylpyrrolidone, etc. Easily soluble in hexane, it is also easily soluble in aliphatic saturated hydrocarbons such as kerosene, which is advantageous for producing liquid preparations, and being freely miscible with S-421 facilitates the transition to the point of action for killing pests. As a result, it has a powerful insecticidal power.

In addition, S-421 has the chemical name 1.1-oxybis (2゜3.
3.3-Tetrachloropropane) in 1958 Adol
Published as a synergist of pyrethrins by phi, H. (Pyrethrum Po5t43 (19
58)) This S-421 (boiling point 144-15 (1℃/
1 g) or 1゜1-oxybis(2,3,3
-1-dichloroproben-2) (boiling point 90.5-91.
8°C) and is effective as an insecticidal synergist against house flies, such as pyrethrin, allethrin, or rotinone, and the latter can also be used in place of S-421 of the present invention. However, the former has greater killing power against resistant pests.

S-421 is a colorless liquid that is synthesized by reacting paraformaldehyde and trichlorethylene at 30°C using hydrochloric acid and aluminum trichloride as catalysts, or by reacting trichlorethylene and dichloromethyl ether in dichloromethane in the presence of aluminum trichloride. be. Ratio ff11.64~
1.66 (20°C), refractive index n; 61.52 to 1.53
, flash point 177°C, acute toxicity: oral LDse (8 days)
It is a stable compound with low toxicity, weighing approximately 4.1 g/kg for rats and approximately 5.8 g/kg for mice, and is hardly soluble in books.
Being highly soluble in all types of organic solvents, especially aliphatic hydrocarbons, is a feature that allows the liquid preparation of the present invention to be easily manufactured, which is particularly beneficial for formulation stability, compatibility with other insecticidal and fungicidal ingredients, and economic efficiency. It will be of great benefit.

The present invention is a mixture of BPMC and S-421 having the above-mentioned properties, and the formulations used are powder and WX granules.

1 tablet of granules, wettable powders, emulsifying agents, emulsifying granules, oils, sol, emulsions, aerosols, pastes.

It may be prepared in any convenient form, such as smoke agents, in combination with component stabilizers, physical property modifiers, or other potency-enhancing synergists such as biveronyl butoxide.

In addition, other active insecticides, pesticides, herbicides, plant growth regulators, fertilizers, soil conditioners, etc. can also be contained.

The blending ratio of BPMC and S-421 is preferably 1:0.5
When blended at a ratio of 10 to 10, a sufficient synergistic effect can be obtained.

Next, examples of the present invention and test examples showing the effects thereof will be given.

[Example 1] BPMCZg, S-4213 g, 2.5 g of anhydrous nitric acid (45 μm or less), 0.2 g of phosphoric acid, and 92.3 g of pulverized kaolin (45 μm or less) are mixed and ground to obtain a powder.

(Example 2) 3 g of BPMC, 3 g of S-421, 0.3 g of isoprobil acidophosphate, and pumice grains (particle size o, 297
Fine granules were obtained by impregnating 92.7 g of pearlite fine powder (45 μm or less) with Ig.

[Example 3] BPMCo, 2 g, and S-4211, 0 g are dissolved in kerosene to obtain an oil solution as 100-.

[Example 4J 20 g of BPMC, 130 g of S-42, emulsifier (40% polyoxyethylene nonylphenyl ether, 25% polyoxyethylene styryl phenyl ether.

Mixture of 35% calcium dodecylbenzenesulfonate (8 g), 12 g of kerosene, and 30 g of xylene were mixed uniformly to obtain an emulsion.

[Example 5] 20 g of B PMC, 120 g of S-42, emulsifier (
5g of the mixture (same as in Example 4) was mixed with perlite i powder (6
(3 μm or less) is impregnated into 55 g and crushed to obtain an emulsified wettable powder.

[Example 6] 20 g of B PMC, 120 g of S-42, emulsifier (
Same as Example 4) 1.5 g of the mixed solution was mixed with 58.5 g of a uniformly dissolved and dispersed aqueous solution of 3% polyvinyl alcohol (low viscosity partially saponified product), 1% sodium alginate, and 96% water.
Mix and emulsify to make a sol.

[Example 7] A mixed solution of 4 g of BPMC and 16 g of S-4 was mixed with silicic anhydride (6
(3 μm or less) 5%, sodium lignin sulfonate 1%,
Granules are obtained by dipping 90 g of air-dried base grains into a mixed powder of 30% bentonite, 0.5% sodium polyoxyethylene phenylphenol sulfate, and 63.5% kaolin.

Test method and results The effects of the present invention will be tested and explained using different test pests.

In addition, Comparative Examples 1 to 7 were obtained by replacing S-421 with an increasing excipient in the formulation composition of Examples 1 to 7, respectively, and are two examples of the animal insecticide of the present invention. The insecticidal effect was compared with Nos. 1 to 7.

[Test Example 1] (Insecticidal test against horseflies) 1. Test insect Tabancs n1pponic
us) Female adult 2, test method On the day of the test, horseflies collected with a trap in Makino were anesthetized with dry ice, their wings were cut off, and 10 were treated as samples in each group. That is, inside the Bell Ja Duster holder, the diameter is 8c111, about 2
10 test insects were placed in a 00-sized polycup, and 5g, 3g, and Ig per 1 d were sprinkled or powdered, the polycup was removed, and absorbent cotton soaked in 5% sucrose water was given to the insects.
The mortality rate was determined after 6.12 and 24 hours after being left at 20°C and 170% RH, and the mortality rate (%) was calculated using Abbott's correction formula using the results of the untreated group.

3. Test results [Test Example 2] (Insecticidal test against mites) 1. Test insects
Wagyu beef tick (llaemaphysalis longicorn)
ics) 2. Test method A diluted solution of each concentration was applied to the entire body of an adult black Wagyu female while grazing using a sponge. Before application, 2 days and 6 days later, inject the living body into two areas on the left side of the neck (upper vein and vein area) and around the oral cavity.
A section of X5c+a was defined, the body hair therein was cut, the number of insects inhabiting the epidermis was estimated in increments of 10, the total number of inhabiting insects was calculated, and the acaricidal effect of each concentrated solution was examined. One adult cow was placed in each of the untreated area and each concentrated solution area for testing.

3. Test results [Test Example 3] (Insecticidal test against house fly) 1. Test insects: Gunma-type pyrethroid knockdown-resistant species (abbreviated as Kdr species) Denken-type pyrethroid-susceptible species (abbreviated as 8 species) 2. Test method Continuous contact method was used. That is, a circular filter paper (9 cm in diameter and
m), and drop 0.32 m of the test oil (at a rate of 50 m) per 1 m). After 30 minutes of air drying, 10 test insects are released and brought into contact with the residue surface. Next, KT according to the supine rate (%) with elapsed time. Value (half supine time) (minutes)
is calculated using the probit method. Contact is continued, and the number of dead insects is investigated after 24 hours, and the mortality rate (%) is calculated using Abbott's correction formula.

3. Test results [Test Example 4] (Insecticidal test against P. atopinus) 1. Test insects: 10 female Undras pigs in each section, mlo [Pig lice occurring in adult pigs (Haes + Atopinus 5
) 2. Test method The diluted test drug solution for each group was sprayed over the entire pig body. Each medical solution was sprayed sufficiently uniformly.

A comprehensive survey was conducted on the number of inhabitants 1 day and 78 days after spraying.

3. Test results [Test Example 5] (Insecticidal test against Culex Culex last instar larvae) 1. Test insects: Amagasaki type organic phosphorus abrasive resistant species (abbreviated as NA type species) Hiyoshi type sensitive species (abbreviated as old thread) ( Culex pipiens pallens) 2,
Test method: A waist-height Petri dish (diameter 9c+a, height 7mm) in a constant temperature room at 25°C.
5cm) was filled with 200ml of each diluted solution using water, and 1θ of Culex Culex holly instar larvae were released therein, and the mortality rate (%) after 24 hours was investigated. Each section was repeated three times.

3. Test results Test example 6] (Insecticidal test against Makino ticks) 1. Test insects
is) 2. Test method: 10a in 1 area in an artificial grassland where orchard grass, Italian ryegrass, and tall autograss are mainly grown.
A test plot was set up, and chemicals were sprayed using a backpack-type power duster or a granulator at a rate of 1ha/30kir. The extermination effect of the test chemicals on Makino mites was determined using white flannel (80
alX 100 aa) was dragged diagonally across each test plot, and the effectiveness was determined by the number of mites attached to it.

From the above test results, the present invention has a strong synergistic insecticidal effect against various livestock pests, and at the same time has an excellent control effect on pests with complex genetic factors compared to various insecticides. It is clear that it is an animal insecticide with

Furthermore, the present invention is also excellent as a pesticide for agriculture and forestry, and reference test examples are shown below.

[Reference test example] (Insecticidal test against resistant Nikamaichu) 1. Test insects: Kagawa prefecture a phosphorus resistant species (abbreviated as R-p species), organic phosphorus sensitive species (abbreviated as S-p species) 2. Test method: Place 5 stalks of rice in a 1/10,000th R pot at a water depth of 1 to 2 cI.
30 μg of the sample granules were applied to the plants grown in No. 11 in warm water. On the 3rd day after application, the test insect larvae were ingested, and 5 days after they became female, the survival or death of the Nikameichu in the leaf sheaths was investigated and the mortality rate (%) was calculated.

3. Test results [Effects of the invention] The animal insecticide of the present invention has a wide spectrum of insecticidal insect pests against blood-sucking animal pests and livestock environmental hygiene pests,
It is an animal insecticide that has excellent insecticidal effects and has a strong insecticidal effect against pests with resistant factors that are difficult to control, and has low toxicity to humans and fish. .

Patent applicant: Mikasa Chemical Industry Co., Ltd. (1 other person)

Claims (1)

[Claims] 1, ortho-sec-butylphenyl-N-methylcarbamate and 1,1-oxybis-(2,3,3,3-
An animal insecticide characterized by containing tetrachloropropane).