JP2995937B2 - Cockroach Attraction, Feeding Stimulant - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cockroach attracting and feeding stimulant.

[0002]

2. Description of the Related Art Cockroaches are one of the most well-known sanitary pests in the world. Even in Japan, black cockroaches, Yamato cockroaches, American cockroaches, German cockroaches, and the like are known as home dwellings. On the other hand, it has not been known that quinoline compounds have cockroach attracting activity.

Conventionally, as a substance having an attraction effect, a sex pheromone obtained by extracting from the cockroach feces and the mid-gut is known, and several monoterpenoid compounds (JP-A-56-29502). No. 56-
Nos. 30905, 56-30940, 56
-79602, 56-79640, 5
No. 6-87536, etc.) and fatty acids such as myristic acid and palmitic acid and esters thereof (JP-A-44-32).
No. 0), tetralols and naphthols (JP-A-61-69701), iris pectramine alcohol (JP-A-61-72702), seed oil (JP-A-62-135403), Phenol compounds (JP-A-63-96101) are also known.

[0004]

However, extracting a sex pheromone requires a large number of cockroaches,
Sex pheromones are not excitable and therefore do not readily colonize, and their activity tends to be significantly reduced when both sexes coexist [S. TAKAHASHHI, C.I. KI
TAMURA: Appl. Ent. Zool, Volume 2,
No. 3, pages 135 to 141 (1972)]. In addition, although these substances have the ability to assemble, it was doubtful that they would further stimulate feeding stimuli. In addition, fatty acids such as myristic acid and palmitic acid, and esters thereof,
Because of its low attraction activity against cockroaches, a considerable amount of concentration was required in the preparation. In addition, it alone had no effect on colonization or stimulating feeding, and the addition of starch and sugar was indispensable.

[0005] Substances such as tetralols, naphthols, phenolic compounds and iris pectramine alcohol tended to show specific effects only on male cockroaches.

[0006]

The present inventors have conducted intensive studies to produce an effective cockroach attractant which does not have the drawbacks of these conventional cockroach attractants. The present invention has been found to have a strong attraction and feeding effect on cockroaches, not only to have good fixation properties, but also to have no decrease in activity even when male and female coexist.

[0007] The present invention

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(In Chemical Formula 5,

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Represents a quinoline ring, a 1,2,3,4-tetrahydroquinoline ring or a 5,6,7,8-tetrahydroquinoline ring, wherein Ra, Rb, Rc and Rd are the same or different and each represents a hydrogen atom , A methyl group or an amino group. ) Or a compound represented by

[0010]

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(In the chemical formula 7,

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Is an isoquinoline ring or 5,6,7,8-
It represents a tetrahydroisoquinoline ring, and Re represents a hydrogen atom or a methyl group. A cockroach attracting and feeding stimulant characterized by comprising a compound represented by the formula (1) as an active ingredient.

The compounds represented by the formulas (5) and (7) of the present invention are exemplified by quinoline, isoquinoline, 5,6,7,8.
-Tetrahydroquinoline, 5,6,7,8-tetrahydroisoquinoline, 2-methylquinoline, 4-amino-2
-Methylquinoline, 8-amino-2-methylquinoline,
3-methylquinoline, 3-methyl-5,6,7,8-tetrahydroquinoline, 8-methylquinoline, 2-methyl-1,2,3,4-tetrahydroquinoline, 1-methylisoquinoline, 1-methyl-5 , 6,7,8-tetrahydroisoquinoline, 2,4-dimethylquinoline and the like.

The compounds of formulas (5) and (7) are known substances described in the following documents or can be synthesized based on this document. S. R. Johns et al. , A
ust. J. Chem. 29, 1617 (1976). W. Viahapper et
al. , J. et al. Am. Chem. Soc. 96, p. 2256 (1974); A. Gansnow
et al. , J. et al. Am. Chem. Soc. , Ninth
8, page 4250 (1976); Ginos
, J. et al. Org. Chem. 40, 1991 (1975). G. FIG. Austin et a
l. , J. et al. Chem. Soc. , Page 1489 (1
958) A. K. Sen J. Indian Che
m. Soc. 34, p. 833 (1957).
Year) M. Marx, J.M. Am. Chem. Soc. ,
90, p. 678 (1968); Koya
ma et al. Chem. Pharm. Bull
l. 31, Vol. 2601, p. 1983 (1983).
T. Hahn et al. , J. et al. Heterocyc
l Chem. , Vol. 26, p. 1357 (198
9 years)

The attractant / feeding stimulant of the present invention may be prepared, for example, by converting the compound of the formula (5) or (7) as an active ingredient into a suitable solvent (eg, acetone, methanol, ethanol, tetrahydrofuran, ethylene glycol, diethylene glycol,
Hydrophilic organic solvents such as dimethylformamide, benzene, chloroform, ether, methylene chloride, n
-Lipophilic organic solvents such as hexane)
Use a suitable carrier (eg, filter paper, cardboard, non-woven fabric, cotton cloth,
Flannel) and drying the solvent to produce an attracting tape. Further, a binder, an excipient or the like which is generally used
Using a lubricant, a stabilizer and the like, the usual method (for example,
Granules, pills, tablets and the like can be produced by the method described in the 12th revised Japanese Pharmacopoeia). These cockroach attracting and feeding stimulants can be used for combating cockroaches, for example, by placing them at the center of the adhesive plate of a container-shaped cockroach trap.

Alternatively, the cockroach-inducing and feeding stimulant of the present invention may be prepared by mixing the compound of the formula (5) and the compound of the formula (7) into an adhesive or a resin, or blending the compound with an insecticidal component into the adhesive or the resin. Attractable adhesive plate, attracted insecticide sheet, same plate,
It is described in the insecticide guideline (1990 edition) by using the same tape or the like, or using an emulsifier, a dispersant, a penetrant, a suspending agent, a wetting agent, a spreading agent, an excipient and the like which are commonly used with the insecticide component. (Emulsions, wettable powders, granules, powders, oils) and the dosage forms (mats, balls, pastes, baits, granules, etc.) described in the Pharmaceutical Manufacturing Guidelines (1990 edition) as attracting insecticides Can also be used.

[0017]

The attractant / feeding stimulant of the present invention has a strong attractant / feeding stimulating action on various cockroaches, and is remarkably effective in controlling cockroaches. In addition, the attractant and feeding stimulating component of the present invention shows a strong attractant and feeding stimulating effect on cockroaches alone and also has a good fixation effect, and it is necessary to add starch powder, sugar and the like in the production of attractant food. Therefore, the attractant / feeding stimulant of the present invention is low in production cost and convenient to use without increasing the size of the dosage form. In addition, the cockroach-inducing and feeding stimulating components of the present invention can add quick efficacy to each cockroach repellent.

[0018]

The present invention will be described more specifically below with reference to examples and test examples.

Example 1 About 10 g of 3-methyl-5,6,7,8-tetrahydroquinoline was added with about 200 ml of n-hexane, and the mixture was dissolved with sufficient stirring for about 10 minutes with a stirrer. The solution was dispensed by a dispenser to a width of 20 cm, a length of 50 cm, and a thickness of 0.1 cm.
After uniformly impregnating a 1 cm nonwoven fabric, it was air-dried until n-hexane was volatilized. This impregnated cloth was cut into a width of 0.5 cm and a length of 20 cm by a cutting machine to produce an attracting and feeding stimulating tape. This tape can be used by being installed in the center of the adhesive plate of a cockroach trap in a container shape.

Example 2 1 g of 1-methyl-5,6,7,8-tetrahydroisoquinoline, 100 g of boric acid, 150 g of soluble den powder, 150 g of potato powder, and 599.5 g of water were mixed to obtain an appropriate size. Into a bait.

Example 3 1-methyl-isoquinoline 0.05 g, white petrolatum 2
0 g and 77.95 g of d-phenothrin were mixed and applied to a polyethylene tape having a width of 5 cm and a length of 200 m. This was cut into a width of 5 cm and a length of 20 cm to produce an insecticidal tape.

Example 4 0.5 g of 2,4-dimethylquinoline was added to 200 ml of acetone and dissolved with good stirring. Using a whole pipette, about 0.1 ml of this solution was impregnated into a 3 cm-diameter circular filter paper (Toyo Filter Paper No. 2), and air-dried until acetone was volatilized. One piece of the impregnated filter paper was placed in a glass cylinder (diameter 13 cm, height 18 cm) coated with vaseline on the inside to prepare a simple cockroach trap.

Example 5 0.5 g of 3-methyl-5,6,7,8-tetrahydroquinoline, 200 g of natural rubber, 780 g of a tackifier and 10 g of an antioxidant were thoroughly kneaded, and the mixture was 9 cm wide and 2 cm long.
It was applied to a 0 cm cardboard with a roll to produce an attracting adhesive plate for a container-shaped cockroach trap.

Example 6 0.25 g of 1-methylisoquinoline, 3-methyl-
0.25 g of 5,6,7,8-tetrahydroquinoline, 50 g of hydramethylnon, 200 g of soluble den powder, 150 g of potato powder, and 599.5 g of water were mixed and formed into an appropriate size to prepare a bait. .

Test Example 1 Adult male and female (1: 1) cockroaches, black cockroaches, yamato cockroaches, brown cockroaches, brown cockroaches, sugar beetles, and German cockroaches, one month after emergence, were used as test insects (one group each). 100). Samples include quinoline, isoquinoline, 5,6,7,8-tetrahydroquinoline, 5,6,7,8-tetrahydroisoquinoline, 2-methylquinoline, 4-amino-2-methylquinoline, and 8-amino-2-methyl Quinoline, 3-methylquinoline, 3-methyl-5,6,7,8-tetrahydroquinoline, 8-methylquinoline, 2-methyl-1,
2,3,4-tetrahydroquinoline, 1-methylisoquinoline, 1-methyl-5,6,7,8-tetrahydroisoquinoline and 2,4-dimethylquinoline were used.

On filter paper of 11 cm in diameter, 3.
Two 5cm circles are provided, and each circle is 500μg
Was dissolved in 20 μl of acetone, and 20 μl of acetone was impregnated as a control, and the filter paper was air-dried sufficiently to evaporate the solvent to prepare test paper. A cage (35 x 30 x 18 cm transparent container made of polycarbonate) is prepared in advance, and a test insect of each group is put into each of the cages at 25C, 12L-12D (12 hours light period-12 hours dark period). After raising and acclimating under the conditions of (1), separate test papers were put into each of them. After a lapse of 24 hours, the test paper was collected and its feeding state was examined. Evaluation was made according to the following criteria. 3+: markedly severe scratches on the filter paper 2+: severely scratched marks +: 6 to 10 scratches ±: 1 to 5 scratches −: no scratches The results are shown in Table 1.

[0027]

[Table 1]

Test Example 2 Male and female adults of the cockroach, the female adult, the male larva, and the female larva, each of which had a single sex and age of 100, and male and female adults of the cockroach, A group consisting of 25 male and female larvae each having a total of 100 larvae of different sexes and ages (hereinafter referred to as male and female coexisting groups) was prepared for each sample, one group each (adults after emergence) One month has passed, and the larva is a middle-aged larva four months after hatching). The same specimen as in Test Example 1 was used and treated in the same manner, and the degree of ingestion was examined in the case where the sex and age of the cockroach were single and when both sexes coexist. The criteria are the same as in Test Example 1. Specimens were male and female adult cockroaches,
It showed a strong attraction and feeding stimulating effect on the larva, and no decrease in activity was observed even when both sexes coexisted. The results are shown in Table 2.

[0029]

[Table 2]

Test Example 3 As test insects, required numbers of groups were prepared, each consisting of 15 adult cockroaches one month after eclosion and 15 middle-aged cockroaches four months after hatching. 3-methylquinoline, 3-methyl-5,6,7,8-tetrahydroquinoline, 1-methylisoquinoline, 1-methyl-
5,6,7,8-tetrahydroisoquinoline and 2,4
-Dimethylquinoline was used as a sample, and 20 μg to O.D. Circular test paper (diameter 1 cm) impregnated with each sample at several graded concentrations at 1 μg
Was prepared. A required number of vinyl chloride cups having a diameter of about 8.5 cm and a height of about 10 cm each coated with liquid paraffin and having circular test paper placed on the bottom thereof were prepared, and one test insect was released into each. . After the dark period of 12 hours, the test paper was collected and examined for food scars, and the amount [BR ₅₀ (μg)] at which 50% of the test insects reacted was determined. Also, [B
R ⁵⁰ (μg)] was determined by the probit method from the reaction rate of the test insects and the sample concentration. The results are shown in Table 3.

[0031]

[Table 3]

Test Example 4 Using 3-methyl-5,6,7,8-tetrahydroquinoline or 1-methyl-isoquinoline as a sample, 1 mg of a sample was dissolved in 20 μl of acetone on a circular filter paper having a diameter of 1 cm according to Test Example 3. An attractant impregnated with the solution was prepared. Also, a mixture of 75 parts of fish meal, 5 parts of maltose, 5 parts of L-arabinose, 5 parts of oleic acid, and 10 parts of rice bran oil was added and kneaded with a little water, and a small dumpling attractant of about 0.7 g was prepared. Prepared.

As test insects, three groups each consisting of 50 adults and 50 larvae were prepared for cockroaches, black cockroaches, Yamato cockroaches, German cockroaches, and European cockroaches.

Five rooms each having a size of about 6 tatami mats were prepared. One week before the test, one group of test insects of different species was released, and sufficient food and water were given. 54-142679
Wrap A when the circular attractant was set at the center of the sticky surface of the cockroach trap described in Japanese Patent Application Publication No. H07-27157, trap B where the dumpling-like bait (0.7 g) was set at the center of the sticky surface, and nothing was set on the sticky surface. A set of traps C not placed was placed in this room, and after 24 hours, the number of cockroaches captured by each trap was examined. The experiment was repeated three times, and the average value was used as the number of catches. The results are shown in Tables 4 and 5.

[0035]

[Table 4]

[0036]

[Table 5]

Test Example 5 Table 6 shows the formulation of the sample bait.

[0038]

[Table 6]

The formulation of the control bait is shown in Table 7.

[0040]

[Table 7]

A dumpling sample bait and a control bait of the above formulation were prepared by a conventional method.

As test insects, three groups each consisting of 30 adults and 30 larvae were prepared for cockroaches, black cockroaches, Yamato cockroaches, German cockroaches, and European cockroaches.

Eight rooms each having a size of about 6 tatami mats are prepared, and
Each group was divided into a group and a group B, and various test insects were released to each group one week before the test was performed, and food and water were sufficiently provided.
Sample baits were placed in the room of group A, and control baits were placed in the same amount in five places in the room of group B, and the number of deaths after 5 days was examined. The results are shown in Table 8.

[0044]

[Table 8]

──────────────────────────────────────────────────続 き Continuing on the front page (72) Fumio Urushizaki 3-24-1, Takada, Toshima-ku, Tokyo Taisho Pharmaceutical Co., Ltd. (72) Haruo Shimamura 3-24-1, Takada, Toshima-ku, Tokyo Taisho Pharmaceutical (56) References JP-A-3-128355 (JP, A) JP-A-63-96101 (JP, A) JP-A-4-356403 (JP, A) JP-A-4-120035 (JP, A) A) JP-A-59-108728 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A01N 43/42 101 A01N 43/42 102

Claims (2)

(57) [Claims] [Claim 1] (In Chemical Formula 1, Represents a quinoline ring, a 1,2,3,4-tetrahydroquinoline ring or a 5,6,7,8-tetrahydroquinoline ring, and Ra, Rb, Rc and Rd are the same or different;
It represents a hydrogen atom, a methyl group or an amino group. A cockroach attracting and feeding stimulant comprising one or more of the compounds represented by the formula (1) as an active ingredient. (2) (In Chemical formula 3, Chemical formula 4) Represents an isoquinoline ring, 1,2,3,4-tetrahydroisoquinoline ring or 5,6,7,8-tetrahydroisoquinoline ring, and Re represents a hydrogen atom or a methyl group. A cockroach attracting and feeding stimulant comprising one or more of the compounds represented by the formula (1) as an active ingredient.