JPS6249242B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a new pest repellent. Conventionally, methods for exterminating various sanitary pests such as cockroaches include methods of spraying insecticides such as pyrethroid insecticides and methods of using various insect traps. These methods kill pests by killing or trapping insects, and can prevent damage such as feeding damage and blood sucking caused by the pests to a certain extent, but they do not apply to the inside of furniture such as kitchens, livestock sheds, water sheds, chests of drawers, etc. It is not possible to avoid the flying, approaching, contact, invasion, contamination, etc. of pests to the human body, agricultural crops, and other animals and plants, and a sufficient exterminating effect cannot be achieved. Moreover, in the above method, it is necessary to dispose of pests after killing or capturing them, and it is particularly difficult to dispose of pests that die after entering furniture, etc., and this has the disadvantage of becoming a source of contamination. On the other hand, a method using a pest repellent is known as a pest extermination method that can prevent the above pests from flying or entering, and of course does not require any treatment of dead insects. Research and development and proposals are being made on various substances that have the same properties. However, none of the various substances proposed above can exhibit a sufficiently satisfactory pest repellent effect, and only a few substances, including N.N-diethyl-meta-toluamide, are used in sprays and lotions. It is only used as a repellent for blood-sucking pests such as mosquitoes, fleas, bed bugs, and stable flies in the form of creams and the like. Also, ISRAEL JOURNAL OF ENTOMO
LLOGY vol.XI, p15-31 (1976) contains the general formula

It has been reported that thiocyanoacetate represented by the formula has a repellent effect against mosquitoes. However, according to research conducted by the present inventors, the mosquito repellent effect of thiocyanoacetate tends to decrease significantly as the concentration of the active ingredient compound decreases, and therefore it has the disadvantage that it cannot be used at low concentrations. Moreover, according to the results of tests on the durability of efficacy against various pests, it was found that the efficacy was lost in a short period of time and the sustainability was poor (see Comparative Examples below). In view of the above-mentioned current situation, the present inventors have demonstrated an excellent pest repellent effect, can almost certainly prevent the invasion of pests, are effective against various pests even at low concentrations, and are excellent against various pests. Various studies have been conducted with the aim of providing a repellent that has a long-lasting effect. As a result, it has been found that a specific thiocyanate compound represented by the general formula [] can exhibit pest repellent effects that meet the above objectives. The present invention was completed based on this new knowledge. That is, the present invention is based on the general formula NCS-( _CH2 ) _o -COOR [] [wherein R represents a linear alkyl group having 1 to 8 carbon atoms (m) and n represents an integer of 4 to 7]. However, the above m
The sum of and n shall be 12 or less. ] This invention relates to an insect repellent characterized by containing a compound represented by the following as an active ingredient. The pest repellent of the present invention can exhibit extremely excellent pest repellent effects because it contains the specific thiocyanate compound represented by the above general formula [] as its active ingredient. Its repellent properties include cockroaches, flies, mosquitoes, horseflies, fleas, bed bugs,
It is powerful against not only sanitary pests and blood-sucking pests such as stable flies, but also clothing pests such as bur moths and carp moths, grain storage pests such as brown weevils, and ants and slugs. In particular, the active ingredient compound of the present invention exhibits a repellent effect on various pests at a much lower concentration than known thiocyanoacetates, and maintains this effect for a long period of time. Therefore, the pest repellent of the present invention can be used safely and advantageously for a long period of time, and can be used in specific areas of the home such as entrances, kitchens, dining rooms, storage sheds, agricultural and gardening houses, chests of drawers, food storage areas, etc. costume case,
Inside storage furniture such as doll cases, human bodies, animal bodies,
By applying it to plants, etc., it reliably prevents pests from flying, approaching, contacting, invading, etc., and also prevents pest inhabitation, feeding damage, etc., and flora and fauna in the above specified areas. Bites, blood sucking, etc., as well as contamination, can be effectively avoided for a long period of time. The thiocyanate represented by the above general formula [] used as an active ingredient in the pest repellent of the present invention is a known compound, and specifically includes the following compounds. Methyl 5-thiocyanovalerate, ethyl 5-thiocyanovalerate, n-propyl 5-thiocyanovalerate, n-butyl 5-thiocyanovalerate, n-amyl 5-thiocyanovalerate, n-hexyl 5-thiocyanovalerate, n-heptyl 5-thiocyanovalerate, n-octyl 5-thiocyanovalerate, methyl 6-thiocyanocaproate, ethyl 6-thiocyanocaproate, n-propyl 6-thiocyanocaproate, 6-thiocyanocaproic acid n-butyl,
n-amyl 6-thiocyanocaproate, n-hexyl 6-thiocyanocaproate, n-heptyl 6-thiocyanocaproate, methyl 7-thiocyanoenanthate, ethyl 7-thiocyanoenanthate,
n-propyl 7-thiocyanoenantoate, n-butyl 7-thiocyanoenantoate, n-amyl 7-thiocyanoenantoate, n-hexyl 7-thiocyanoenantoate, methyl 8-thiocyanocaprylate, 8-thiocyano Ethyl caprylate, n-propyl 8-thiocyanocaprylate, n-butyl 8-thiocyanocaprylate, n-amyl 8-thiocyanocaprylate, and the like. Among these, especially ethyl 5-thiocyanovalerate, n-propyl 5-thiocyanovalerate, n-butyl 5-thiocyanovalerate, methyl 6-thiocyanocaproate, ethyl 6-thiocyanocaproate, 6-thio N-propyl cyanocaproate and methyl 7-thiocyanoenanthate are preferred. In the pest repellent of the present invention, the above-mentioned active ingredient compound can be applied as it is to areas where pest repellency is required, but it is usually preferable to use a suitable carrier or other compounding agent to suit the application area, application method, etc. It is used in various forms such as liquids and solids. Examples of carriers used in preparing liquid preparations include water, alcohols such as methyl alcohol and ethyl alcohol, ketones such as acetone and methyl ethyl ketone, ethers such as tetrahydrofuran and dioxane, hexane, kerosene, paraffin, and petroleum benzine. Examples include aliphatic hydrocarbons such as benzene and toluene, aromatic hydrocarbons such as benzene and toluene, esters such as ethyl acetate, and halogenated hydrocarbons such as dichloroethane. The insect repellent of the present invention in the form of a liquid may further contain conventional additives such as film forming agents, emulsifiers, dispersants, spreading agents, wetting agents, stabilizers, propellants, etc.
It can be used in the form of a paint, an adhesive, an emulsion, a dispersant, a suspension, a lotion, a cream, a spray, an aerosol, and the like. Examples of such additives include cellulose derivatives such as nitrocellulose, acetylcellulose, acetylbutylcellulose, and methylcellulose, vinyl resins such as vinyl acetate resin, alkyd resins, urea resins, epoxy resins, polyester resins,
Urethane resins, silicone resins, acrylic resins, chlorinated rubber, coating film forming agents such as polyvinyl alcohol, soaps, polyoxyethylene fatty alcohol ethers such as polyoxyethylene oleyl ether, polyoxyethylene nonyl phenyl ether, etc. polyoxyethylene alkyl allyl ether, polyoxyethylene fatty acid ester,
Surfactants such as fatty glycerides, sorbitan fatty acid esters, sulfuric esters of higher alcohols, alkylaryl sulfonates such as sodium dodecylbenzenesulfonate, propellants such as liquefied petroleum gas, dimethyl ether, and fluorocarbons, casein, gelatin, alginic acid, and CMC. etc. can be exemplified. In addition, examples of carriers used for preparation in solid form include silicic acid, kaolin, activated carbon,
Mineral powders such as bentonite, diatomaceous earth, talc, clay, calcium carbonate, ceramic powder, wood powder,
Examples include vegetable powders such as soybean flour, wheat flour, starch, and clathrate compounds such as cyclodextrin. Furthermore, when preparing the solid agent form, for example, tricyclodecane, cyclododecane, 2, 4, 6-
Triisopropyl-1,3,5-trioxane,
Using a sublimable carrier such as trimethylene norbornene or a sublimable insect repellent such as paradichlorobenzene, naphthalene, or camphor, the above active ingredient compounds can be melt-mixed or crushed and mixed and then molded to form a sublimable solid agent. . The above-mentioned solid agent also includes the form of a resin molded product in which the active ingredient compound is kneaded into plastic. In addition, the pest repellent of the present invention can be microencapsulated in the form of a spray dry method using polyvinyl alcohol, CMC, etc., an in-liquid curing method using gelatin, polyvinyl alcohol, alginic acid, etc., a coacelvation method, etc. It can also be prepared in the form of a gel using a gelling agent such as benzylidene-D-sorbitol or carrageenan. Furthermore, the pest repellent of the present invention includes known pest repellents, efficacy enhancers, antioxidants, insecticides, rodent control and repellents, fungicides, fungicides, herbicides, fertilizers, and flavoring agents. , colorants, etc. can be added.
Other pest repellents that can be blended include N・N-diethyl-meta-toluamide (hereinafter referred to as DET),
2,3,4,5-bis( _Δ2 -butylene)-tetrahydrofurfural, di-n-propylisocincomeronate, di-n-butylsuccinate,
2-hydroxyethyl octyl sulfide etc., and N-(2-ethylhexyl)-bicyclo-[2.2.1]-5-heptene- as the potency enhancer.
2,3-dicarboximide, 6-(propylpiperonyl)-butyl carbityl ether, etc., butyl hydroxyanisole, as an antioxidant.
dibutylhydroxytoluene, tocopherol,
γ-oryzanol, etc., as insecticides, pyrethroids such as the common name allethrin and its geometric and/or optical isomers, as rodent extermination and repellents, α-naphthylthiourea, cycloheximide, etc., and fungicides. Examples include salicylic acid, p-chloro-m-xylenol, 2-(4'-thiazoyl)
benzimidazole, etc., and α-bromosinnamic aldehyde, N-dimethyl-N as antifungal agents.
Examples include -phenyl-N'-(fluorodichloromethyl)thiosulfamide. The pest repellent of the present invention in various forms thus prepared can be used in areas infested by pests where a repellent effect is required, such as crop cultivation fields, orchards, general households, grain warehouses, cafeteria kitchens, and furniture. It can be applied by placing, scattering, spraying, coating, pasting, etc. in closets, entrances, washrooms, etc., or by scattering, spraying, coating, etc. on animals and plants themselves. In addition, the insect repellent of the present invention can be applied to a suitable sheet-like base material in advance by applying it, impregnating it, dropping it, kneading it, etc., and then placing it on the desired location in the form that it is retained on the base material. It can also be used by pasting them together. Examples of sheet-like substrates used in this case include synthetic resin sheets such as polyethylene, polypropylene, nylon, polyvinyl chloride, polyvinylidene chloride, and polyester, animal and vegetable or inorganic fiber sheets (paper, cloth, nonwoven fabric, leather, etc.) , mixed sheets or blended fabrics of synthetic resins and inorganic fibers or powders, blended fabrics or nonwoven fabrics of the above synthetic resins and animal and plant fibers, aluminum,
Examples include metal foils or films such as stainless steel and zinc, and laminated sheets of the above various sheets. Further, the pest repellent of the present invention can be applied, impregnated, dripped, or kneaded in advance to natural wood such as awn, pencil fern, and oak to be used as a furniture member, and to plastic such as vinyl chloride resin, chlorinated polyethylene, polyethylene, polypropylene, etc. It is also possible to use it by holding it by etc. The active ingredient compound in the pest repellent of the present invention and the amount of the repellent to be applied may be appropriately determined depending on the dosage form, application method, application location, etc., and are not limited to the above. When used in the form of a liquid agent such as a Japanese preparation, the active ingredient compound may be contained in an amount of 1 to 80% by weight, preferably 5 to 40% by weight, and when used in the form of a solid agent such as a powder, it is preferably contained in an amount of 1 to 50% by weight. 2～20
It is sufficient that the content is % by weight, and in the case of holding it in a sheet-like base material or furniture member, it is sufficient that the content is approximately 1/2 of the saturated impregnated amount of the base material, etc. In addition, as for the application amount of the pest repellent of the present invention, for example, in the case of application, the amount of the active ingredient compound per 1 cm ² of area to be applied is about 0.001 mg or more, preferably about
The amount is preferably 0.001 to 0.05 mg, and when used as a solid or other form, it is appropriate that the active ingredient compound is present in an amount of about 1 mg or more per 1 m ³ of application space. Examples will be given below to explain the present invention in more detail. Example 1 The repellent effect of each compound represented by the following general formula ['] against German cockroaches was investigated by the following method. i.e. 0.05 of each test compound
mg/cm ² was impregnated into a circular piece of paper (diameter 11 cm), and one sugar cube was placed in the center of the circular paper (diameter 11 cm) and in the center of a control paper that was not impregnated with any test compound.
The amount of weight loss (edible amount) of each paper sugar cube after 3 days of placing them in a rearing box where 25 male and female adult German cockroaches are kept so as not to overlap each other (X mg
) is measured. The repellent effect of each test compound was determined by the amount of sugar cube reduction (edible amount) on the control paper (A
mg) as the standard, and is calculated according to the formula below. Repellent effect (%) = A (mg) - X (mg) / A (mg) x 10
0 The results obtained were judged according to the following criteria and are shown in Table 1 below. 〓〓……Repellent effect 90% or more〓…… 〃 70-90% +………… 〃 50-70% ±………… 〃 30-50% −………… 〃 30% or less

【table】

[Table] From Table 1 above, the compounds represented by the general formula ['] used as active ingredients in the present invention (test compounds
It is clear that all of Nos. 1 to 26) have excellent repellent effects. Example 2 Each of the above active ingredient compounds (test compound No. 4, 5,
A pest repellent of the present invention in the form of a lotion having the following composition is prepared using 10, 13, 18, and 19. Active ingredient compound 10g Propylene glycol 5g Isopropyl myristate 2g Purified water 15g Fragrance Trace amount of ethanol Amount to make the whole 100g A control lotion is produced in the same manner as above except that the above active ingredient compound is not added. Furthermore, for comparison, comparative lotions were prepared in the same manner as above using test compounds No. j and r listed in Table 1 instead of the active ingredient compounds. For each of the obtained lotions, a test for repellency against adult female Culex pipiens was conducted as follows. That is, the lotion of the present invention or the comparison lotion was uniformly applied (1 ml) to one arm, and the control lotion was similarly applied to the other arm, and after 1 hour and 10 hours, 20 adult female Culex pipiens were applied to each arm. The mosquitoes in each cage were placed in a cage containing a lotion and allowed to suck blood for 30 minutes, then the mosquitoes in each cage were anesthetized and crushed on paper, and blood sucking was determined by the number of bloodstains on the paper. Based on the number of bloodstains when using a control lotion, Determine the repellent efficacy of each test lotion according to the formula below. Repellent effect (%) = (Number of bloodstains when using the control lotion) - (Number of bloodstains when using the test lotion) / (Number of bloodstains when using the control lotion) x 100 The obtained results are listed in Table 2 according to the following criteria. . 〓〓……Repellent effect 90% or more〓…… 〃 70-90% +………… 〃 50-70% ±………… 〃 30-50% −………… 〃 30% or less

【table】

[Table] Example 3 A pure wool cloth (10 cm x 10 cm) was impregnated with a predetermined amount of the following test compound, and paired with a non-impregnated cloth,
30 carp moth larvae were placed side by side in a 30cm diameter shear dish, and after being left for 7 days, the degree of feeding damage to each cloth was examined, and the repellent effect of each test compound was calculated using the following formula based on the amount eaten by the non-impregnated cloth. calculate. Repellent effect (%) = Control fabric consumption (mg) - Sample fabric consumption (mg) / Control fabric consumption (mg) x 100 The obtained results are summarized in Table 3 below according to the same criteria as Table 1. Shown below.

【table】

[Table] Example 4 Circular paper (diameter 5 cm) was impregnated with a predetermined amount of each of the following test compounds, paired with non-impregnated paper, each of which was topped with one sugar cube, and 200 red-faced ants were placed in it. After standing for 10 minutes, count the number of ants on each paper and judge the repellent effect of each test compound according to the formula below, based on the number on the non-impregnated paper. Repellent effect (%) = Number of ants on non-impregnated paper (number of ants) - Number of ants on test paper (number of ants) / Number of ants on non-impregnated paper (number of ants) x
100 The results are shown in Table 4 below according to the same evaluation method as in Table 1.

【table】

[Table] Example 5 House fly bait was mixed with 0.1% of each of the following test compounds and 0.01% of an insecticide ("Sumithion", an organophosphorus insecticide manufactured by Sumitomo Chemical Co., Ltd.), or only the above insecticide, respectively. , etc. were placed separately in two breeding boxes containing 100 male and 100 male and female house flies, and after 1 hour, the number of attracted flies in each box was counted, and the results were compared with the poisoned bait containing only insecticide (control). As a standard,
The repellent effect of each test compound is calculated using the following formula. Repellent effect (%) = Control number of dead insects (heads) - Number of sample dead insects (heads) / Control number of dead insects (heads) x 100 The results are shown in Table 5 below according to the same evaluation method as in Table 1.

[Table] Example 6 0.01 of each of the following test compounds on circular paper (diameter 5 cm)
^{A pair} of unimpregnated paper and a pair of unimpregnated paper are placed in a siere (30 cm in diameter) in which 10 male and 10 female and 10 male and 10 male and female Coccinella adults are placed, respectively. After standing for 1 hour, the number of brown fleas on each paper was counted, and the repellent effect when each test compound was used was calculated in the same manner as in Example 4, using the results on non-impregnated paper as a standard. The results are shown in Table 6 below.

[Table] Example 7 Using each of the test compounds listed in Table 7, a pest repellent of the present invention in the form of an oil solution having the following composition was produced. Active ingredient compound 5g Ethyl cellosolve 20g Odorless kerosene Amount to make the total amount 100g Each oil solution obtained in this way was added to
Spray and apply the test compound in an amount of approximately 3 mg/cm ² (an equivalent amount for the control oil) on each of the five inner walls of a cm plywood box (inner dimensions 20 x 30 x 4 cm).
Each box obtained is left overnight (12 hours) in a case housing 400 German cockroaches, and the number of German cockroaches that have invaded and resided in the box is counted. Based on the obtained results, the repellent effect of each oil agent was judged according to the following criteria. 〇…………Number of residents 0 +…………〃 1-4〓〓〃 〃 5-9〓〓〓〃〃 10 or more The results are shown in Table 7 below.

[Table] Example 8 Using each of the test compounds listed in Table 7 above, a pest repellent of the present invention in the form of a formulation having the following composition is produced. Active ingredient compound 5g polyoxyethylene oleyl ether (15 mol)
10g water Amount to bring the total amount to 100g A control formulation containing no active ingredient compound is manufactured in the same manner. A circular paper with a diameter of 15 cm is impregnated with 2 ml of these drops and air-dried to obtain a sample of the present invention and a control sample. Fifty slugs were released in a plywood box measuring 30 cm long x 40 cm wide x 20 cm high, and two of the above-mentioned samples of the present invention or control samples were placed side by side on the bottom of the plywood box. A plastic shear tray (diameter 5 cm x height 1 cm) with vegetable scraps placed on top was installed, and the number of slugs on the vegetable scraps was counted on the first and third day of installation. As a result, the slugs did not approach the dish containing vegetable scraps placed on the sample of the present invention at all, and all slugs were present in the dish containing vegetable scraps placed on the control sample. It was clear that it had a slug repellent effect. Example 9 To 10 g of each of the test compounds of the present invention used in Example 7 above, a trace amount of fragrance, 20 ml of ethyl cellosolve, and an amount of odorless kerosene to bring the total to 150 ml were added, and this was mixed with a mixture of liquefied petroleum gas and dimethyl ether (50:
50 volume ratio) into an aerosol pressure-resistant can (content: 400 ml), which is attached to an injection device and sealed to obtain the pest repellent of the present invention in the form of an aerosol. Using each of the aerosols thus obtained, a repellent effect test against German cockroaches was conducted in the same manner as in Example 7, and results equivalent to those shown in Table 7 were obtained. Example 10 5 of each of the test compounds of the present invention used in Example 7
g, 25 g of nitrocellulose, 25 g of thinner and 2 g of dibutyl phthalate are mixed and dissolved to obtain the pest repellent of the present invention in the form of a paint. Using each of the paints thus obtained, a repellent effect test was conducted in the same manner as in Example 7, and results similar to those shown in Table 7 were obtained. Example 11 5 of each of the test compounds of the present invention used in Example 7
g and N-(2-ethylhexyl)-bicyclo-[2.2.1]-5-heptene- as a potency enhancer.
5 g of 2,3-dicarboximide was diluted in 1 part n-hexane, and applied to a nonwoven fabric (made of polyethylene-cotton (3:1 weight ratio), thickness 300 μ, area 1 m ² ).
After impregnation with 30g of the test compound, dry it.
A sheet-like pest repellent of the present invention is obtained. The obtained sheet was cut into a size that matched each of the five inner walls of a plywood box (inner dimensions 20 x 30 x 4 cm) with an entrance inner dimension of 4 cm x 30 cm, and then pasted, and a repellent effect test was conducted in the same manner as in Example 7. When subjected to the test, results almost equivalent to those shown in Table 7 were obtained. Example 12 3 parts by weight of the test compound of the present invention used in Example 7, 1 part by weight of silicon oxide, and 96 parts by weight of cyclododecane were thoroughly ground and mixed, and then placed under a pressure of 300 kg/cm ²
The pest repellent of the present invention in tablet form is obtained by compressing into 10 g/tablet. The obtained tablets were placed in the plywood boxes described in Example 7, 2 tablets in each box, and the same repellent effect test was conducted, and almost the same results were obtained. Example 13 Each of the test compounds of the present invention used in Example 7 is sufficiently stirred and mixed with the same weight of silicon oxide, and then pulverized to obtain a powdered pest repellent of the present invention. 3 g of each of the obtained powders was filled into cloth bags, and each bag was placed in a plywood box in the same manner as in Example 12 and subjected to the same repellent effect test, and almost the same results were obtained. Example 14 6 parts by weight of the test compound of the present invention used in Example 7 was added to 2,4,6-triisopropyl-1,3,5-
A paulownia wood board (15cm x 150cm x 2cm thick) was mixed with 94 parts by weight of trioxane and heated to about 90°C.
The pest repellent of the present invention in the form of pest repellent-retaining wood is obtained by soaking the wood and applying a pressure treatment at 15 kg/cm ² to impregnate the wood with a liquid in an amount of about 25% of the weight of the wood. A box with the same dimensions as the box described in Example 7 was laminated using each piece of wood obtained, and a similar pest repellent effect test was conducted on this box (approximately 15 g of active ingredient), and almost the same results were obtained. Example 15 and Comparative Example Test compound of the present invention and ISRAEL JOURNAL
The formula described in OF ENTOMOLLGY vol.XI, p25 (1976) The pest repellent effect was compared with that of a compound (referred to as a comparison compound). (1) Sustainability of repellent effect against German cockroach The repellent effect was investigated in the same manner as in Example 1, except that the circular paper prepared in Example 1 was left at room temperature for 40 days and then subjected to the test. The results are shown in Table 8, and it is clear that the test compound of the present invention maintains its effect even after 40 days, whereas the comparative compound does not.

[Table] (2) Repellent effect on Culex female adults at low concentrations In Example 2, the repellent effect after 10 hours was examined in the same manner as in Example 2, except that the amount of active ingredient compound used was 5 g. . The results are shown in Table 9, and it is clear that the test compound of the present invention has high efficacy even at 1/2 the concentration, whereas the comparative compound has no efficacy at low concentration.

[Table] (3) Sustainability of repellent effect against carp moth larvae Same as Example 3 except that the prepared pure wool cloth (impregnated amount: 0.01 mg/cm ² ) was left at room temperature for 20 days and then subjected to the test. The repellent effect was investigated. The results are shown in Table 10, and it is clear that the test compound of the present invention maintains its effect even after 20 days, whereas the comparative compound does not.

[Table] (4) Sustainability of repellent effect against red ants The same procedure as in Example 4 was carried out except that the prepared circular paper (impregnated amount: 0.05 mg/cm ² ) was left at room temperature for 10 days and then subjected to the test. The repellent effect was investigated. The results are shown in Table 11, and it is clear that the test compound of the present invention maintains its effect even after 10 days, while the comparative compound does not.

[Table] (5) Sustainability of repellent effect against house flies The repellent effect was investigated in the same manner as in Example 5, except that the prepared samples were left at room temperature for 7 days and then subjected to the test. The results are shown in Table 12, and it is clear that the test compound of the present invention maintains its effect even after 7 days, while the comparative compound does not.

[Table] (6) Sustainability of repellent effect on adult shorthorn beetles The repellent effect was investigated in the same manner as in Example 6, except that the circular paper prepared in Example 6 was left at room temperature for 10 days and then subjected to the test. The results are shown in Table 13, and it is clear that the test compound of the present invention maintains its effect even after 10 days, whereas the comparative compound does not.

[Table] (7) Sustainability of repellent effect against slugs The repellent effect was investigated in the same manner as in Example 8, except that the circular paper prepared in Example 8 was left at room temperature for 7 days and then subjected to the test. As a result of investigating test compounds No. 3 and No. 16 of the present invention and the comparative compound, slugs did not approach the shear dish containing vegetable scraps placed on the sample of the present invention; It was present in a shear dish with vegetable scraps placed on top of the control sample. Therefore, it is clear that the test compound of the present invention maintains its effect even after 7 days, while the comparative compound does not.

Claims (1)

[Claims] 1 General formula NCS-(CH ₂ ) _o -COOR [wherein R represents a linear alkyl group having 1 to 8 carbon atoms (m) and n represents an integer of 4 to 7. However, the above m
The sum of and n shall be 12 or less. ] An insect repellent characterized by containing a compound represented by the following as an active ingredient.