JPS6087203A - Low-toxic termite-proofing agent - Google Patents

Abstract

PURPOSE:To provide a low toxic termite-proofing agent containing 3,5,6-trichloro-2-pyridinol as an active component, exhibiting strong termite-proofing activity either by soil treatment or by wood treatment, having low toxicity to man and animal, free from environmental pollution, and useful for the control of termite. CONSTITUTION:3,5,6-Trichloro-2-pyridinol of formula which is a useful intermediate of a few agricultural and horticultural chemicals is used as an active component of the titled termite-proofing agent. The concentration of the compound in the termite-proofing agent is preferably 0.1-10wt% for soil or wood treatment. In the case of wood treatment, the agent is applied directly to the wood part or impregnated in the part in the form of an emulsion containing the active component, and in the case of soil treatment, an emulsifiable concentrate or wettable powder containing the active component is prepared beforehand, the preparation is diluted to the above concentration, and sprayed to the soil at a rate of 3-5l/m<2>. As an alternative method, the active component is granulated with a clay mineral, and mixed directly with the soil. EFFECT:The agent keeps the termite-proofing activity for a long period.

Description

[Detailed description of the invention] Technical field The present invention relates to a termite control agent.

BACKGROUND OF THE INVENTION In Japan, wood has been widely used in buildings since ancient times. In recent years, materials such as concrete, iron, non-ferrous metals (mainly aluminum) and glass have come to be used in buildings, but the majority of single-family homes are made of wood, and wooden buildings are still the most common type of housing in Japan. It occupies the mainstream of architecture.

On the other hand, Japan's natural environment is warm and rainy, making it suitable for the habitat of termites, mainly Yamato termites and Japanese termites. be.

To prevent this, termite control agents are commonly used to exterminate termites. As a termite control agent, chlordane,
Dorin-based compounds, such as aldrin and dieldrin, have been widely used for impregnating wood and treating soil beneath building floors. It has become a social problem, and its use has come to be severely restricted.

To solve these problems, exploration research into new termite control agents continues, and compounds such as organic phosphate esters, carbamates, pyrethroids, etc. are being tested, and some organic phosphate ester compounds is being put into practical use. However, these organic phosphate compounds are more effective than the above-mentioned tric compounds and are free from chronic toxicity and environmental pollution concerns, but they have the disadvantage of relatively strong acute toxicity to humans and livestock. .

Furthermore, as an essential condition for a termite control agent, it must maintain its effectiveness for a long period of 10 years or more after termite control treatment, but there are few organic phosphate compounds that meet this condition.

SUMMARY OF THE INVENTION The present inventors have conducted intensive studies to solve these problems and provide a termite control agent that is low in toxicity, highly safe, and has a long-lasting termite control effect. The present invention was completed based on the knowledge that 3,5,6-dolychloro-2-viridinol represented by the formula has a high termite control effect.

The active ingredient of the termiticide of the present invention has strong termiticide activity in both soil treatment and wood treatment, and has low acute toxicity to humans and livestock, and there is no concern about contaminating the trench environment.

Specific explanation of the constitution of the invention 3,5.6-) I which is the active ingredient of the termiticide of the present invention
J dichlor 2-pyridinol is a useful intermediate raw material for 2 to 3 agricultural and horticultural chemicals, and can be prepared by a known method, for example, according to the reaction formula below, to produce 2,3,5,6-detrachloropyridine (
It can be easily produced by precipitating an intermediate obtained by heating and reacting It) and sodium hydroxide with hydrochloric acid.

(1) 11+11 (ul) (1) (3) In the termiticide according to the present invention, 3,5.6-)sacrolu-2-viridinol has a 01-10 content in both xylem treatment and soil treatment. % by weight, preferably 0,
Preferably, the concentration is in the range 5-3% by weight. In addition, in the case of wood treatment, it is preferable to directly apply it as an oil containing the active ingredient to the wood to impregnate it. on the other hand,
In the case of soil treatment, prepare an emulsion or irrigation agent containing the active ingredient from 1 to 1, dilute it with water to an appropriate concentration as above, and spray it on the soil at a rate of 3 to 5 l/ln. Or, it is better to mix the active ingredient into powder using clay minerals and mix it directly into the soil.

EXAMPLES Next, the present invention will be explained in more detail by examples, but the present invention is not limited to these examples as long as it goes beyond the gist of the invention.

[Toxicity test]

3.5.6-) Acute toxicity of sacrolu-2-viridinol to rats and mice, Litch4ield
-Evaluated by Wileoxon's method. The result is shown below.

(4) 〃欝-1μ hard” L car! -Two male rats: 794m9Ap15s confidence limit 7oq-8
sqψp female...): 870TnQA9-95
% confidence limit 75 F! , 100gnr9 male mice:
380m9A9-95% confidence limit 333-433In9
/kg female mouse: 415m9/9-95% confidence limit 367-469 mg/ky [Synthesis example] 3.5.6-) Synthesis of sacro-2-viridinol 3
Dimethyl sulfoxide 100mA in a QQmA' 4-tube flask with a stirrer! and 50% aqueous sodium hydroxide solution 169, and further 2.3,5.6-tetocitalolpyridine 21. Add 9 gold and continue stirring at reflux temperature on an oil bath for 3 hours. After cooling, dilute the contents with approximately 15ml of concentrated hydrochloric acid.
Add to 200 ml of water and stir vigorously for 10 minutes at room temperature, and collect the resulting white crystals with a glass filter. The crystals on the glass filter were thoroughly washed with water and then dried under reduced pressure to obtain 14 g of the crude target product. This was recrystallized from acetone to obtain the desired 3,5.6-)lichloro-2-hyridinol (9.79). mp 170~
173℃.

[Formulation Example 1: Irrigation agent] 50 parts by weight of 3,5.6-dolychloro-2-viridinol, Kunirai) N201 (Kunimine Tokasha Kairiiso Sochi) 45
Part by weight, 5 parts by weight of Tsurupol 8070 (surfactant manufactured by Toho Chemical Industry Co., Ltd.) were all uniformly ground and mixed to obtain an irrigation agent.

[Formulation Example 2: Emulsion] 3.5.6-) 25 parts by weight of lychlor-2-pyridunol, 30 parts by weight of dimethylformamide, 30 parts by weight of Kijirol
Parts by weight, Tsurupol 3005X (emulsifier manufactured by Toho Chemical Industry Co., Ltd.) were mixed to obtain an emulsion.

[Formulation Example 3: Granules] 3.5.6-) 2 parts by weight of lichloro-2-bilinonol.

95 parts by weight of bentonite clay, Airol cT-1 (
After uniformly mixing 3 parts by weight of surfactant (manufactured by Toho Chemical Industries, Ltd.), water is further added and kneaded, followed by extrusion L2 and granulation using a granulator. This was dried at 50°C for 4 hours to obtain granules containing 2 parts of the active ingredient.

[Formulation Example 4 Two-Oil Agent] 3.5.6-) 2 parts by weight of Richlor-2--Ricinol.

An oil agent was obtained by mixing and dissolving 5 parts by weight of dimethylformamide and 93 parts by weight of kerosene.

[Test Example 1: Indoor Test] A glass beaker with a diameter of 8 mm and a depth of 6 mm is filled with absorbent cotton soaked in water, and the clasp is fixed with a thin piece of plaster. The active ingredient of the present invention is placed on the above plaster at O15°1.0
, 2.0, 5.0% by weight of pine wood pieces (1 crn x 1 vice x 2
cm ) ', and the worker ants of the house termite 15
Release 0 and 15 soldier ants into this and leave it in a dark place.

After 21 days, the number of live (dead) termites was investigated.
The mortality rate (@) was determined according to the following formula (■). At the same time, the pine wood pieces were taken out, and the degree of damage caused by the termites was calculated in the form of the weight loss rate (A) of the pine wood pieces according to the following formula (■). The results are as follows: As shown in Table 1.

Wo: Weight of pine wood piece before test Wl: Weight of pine wood piece after test Table 1 *Target = ll JJ: Lentrek oil (contains chlorpyrifos 1q6) (Dow Chemical Japan Co., Ltd.% formula %)) The active ingredient of the present invention A pine wood test pile (3 crn
Embed a saw (X3 saw x 35 (7)) around the white dove nest at the field test site. Five chemical-free piles are simultaneously embedded per test pile at a distance of 15 to 20 cm from the test pile. After 6 months, termite damage to the test piles and untreated piles was observed. The results are shown in Table 2.

Table 2: On the one hand, the compound is hexamethylene-bis-5
-(pilorophenyl)-biguanide (chlorhexidine) and polyhexamethylene biguanide (PHMB)
), and the other is 1,3-bis-(β-ethylhexyl)-5-amine hexahydropyrimidine (hexetidine).

The selected biguanides are known for their bactericidal activity against Durum-positive and Gram-negative bacteria, for their lack of toxicity and for irritation phenomena upon contact with the skin and mucous membranes. However, both have drawbacks, in particular low bactericidal potency and instability towards light, changes and the presence of surfactants. Although PHMB is more stable, its bactericidal activity is also very weak.

In order to overcome these shortcomings in the bactericidal power of biguanides, attempts have been made to MW compositions containing quaternary ammonium compounds in addition to the biguanides. Interesting results have been obtained when using quaternary ammonium compounds, which are quite sensitizing and irritating, and are also sensitive to the presence of proteins, such as blood and milk. Toxicity must be considered.

The second compound (hexetidine) is used as a scar-forming disinfectant for the oral cavity and all normal cavities in the human body.

According to Vldal's Pharmaceutical Dictionary, hexetidine is non-toxic and in fact no LD5o was measured in animal studies even at large doses.

The bactericidal power of hexetidine is attributed to its interference with biological metabolic processes necessary for the growth of pathogenic microorganisms.

The antibacterial and antifungal properties are enhanced by the specific affinity of hexetidine with proteins of the skin and mucous membranes, which is a very important factor for its bactericidal ability. This is because it disappears very slowly from the treated surface.

Hexetison is known to be highly active (effective at very low doses) against Gram-positive bacteria, including BK (tuberculosis), as well as against Gram-negative bacteria, where very high concentrations are required. ing.

In the composition according to the invention, 0.01-1% by weight of at least one biguanide is present in a proportion of 0.0025% by weight of hexetinone.
~0.15 parts by weight.

The mixtures according to the invention exhibit a certain synergistic effect; for example, they are effective against certain Gram-negative bacteria, such as Pseudomonas aeruginosa, which is responsible for a large number of superinfections in hospitals. sterilize.

In fact, the mixture (particularly a solution containing about 0.5 g of chlorhexidine and about 0.1 g of hexetidine) kills the majority of colonies of Durham-positive and Gram-negative bacteria, yeasts and fungi within 1 minute. is revealed.

In addition, the very important residual effects obtained with the mixtures according to the invention are noted. This effect is probably due to the presence of hexetidine in the mixture and its mode of action. When skin, wounds, and burns are exposed outdoors and then washed, the partial concentration of biguanide derivatives decreases considerably, yet, due to the presence of hexetidine, the remaining biguanide derivatives continue to have a distinct bactericidal effect. .

The composition according to the present invention can be used in various forms such as a liquid, an emulsion, a dal, and an ointment. A preferred form is a solution in a compatible solvent, this compatibility being evaluated on the one hand with respect to the active ingredients (biguanide and hexeptithison) themselves and on the other hand with respect to the intended use (e.g. non-toxicity with respect to the skin). Must be.

Thus, the soluble composition according to the invention comprises from 0.01 to 1% by weight of at least one selected biguanide and from 15 ppm to 0.5% by weight of hexetidine.

The composition according to the invention can be used whenever it is desired to obtain a product with high bactericidal and fungicidal power.

The following applications can be considered. - Hand disinfection of hospital staff

Claims (1)

[Scope of Claims] 1. A low toxicity termiticide containing 3,5.6-) dichloro-2-viridinol as an active ingredient represented by the following formula.