WO2016063963A1 - Inhibitor for hatching of hematophagous pest eggs, pesticidal composition for hematophagous pests and pesticidal method for hematophagous pests - Google Patents

Inhibitor for hatching of hematophagous pest eggs, pesticidal composition for hematophagous pests and pesticidal method for hematophagous pests Download PDF

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Publication number
WO2016063963A1
WO2016063963A1 PCT/JP2015/079883 JP2015079883W WO2016063963A1 WO 2016063963 A1 WO2016063963 A1 WO 2016063963A1 JP 2015079883 W JP2015079883 W JP 2015079883W WO 2016063963 A1 WO2016063963 A1 WO 2016063963A1
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Prior art keywords
blood
sucking
hatching
fatty acid
eggs
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PCT/JP2015/079883
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French (fr)
Japanese (ja)
Inventor
彬 日塔
吉田 真也
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アース製薬株式会社
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Priority to JP2016555396A priority Critical patent/JP6756618B2/en
Publication of WO2016063963A1 publication Critical patent/WO2016063963A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair

Definitions

  • the present invention relates to a hatching inhibitor of blood-sucking pest eggs, an insecticidal composition of blood-sucking pests, and a method of killing blood-sucking pests.
  • head lice and head lice such as head lice and body lice are known as lice parasitic on humans.
  • head lice infection has been increasing in recent years, and children, children, etc. are severely damaged by group life, and infection to their families has also been reported.
  • egg eradication is also important. If lice eggs remain in the hair or if flea eggs remain in the pet's body hair, for example, the lice eggs may fall on the bedding together with the hair, or from the pet's body hair. When flea eggs fall and become adults, further infection may spread from there. In addition, even if adults are exterminated by the use of insecticides and symptoms are temporarily relieved, they will be damaged again by newly hatched lice and fleas. In such a case, the discontinuation and resumption of the insecticide are repeated, which causes an increase in drug-resistant insects.
  • Japanese Unexamined Patent Publication No. 6-298628 Japanese Unexamined Patent Publication No. 10-81616 Japanese Laid-Open Patent Publication No. 54-5027
  • the means (1) for example, when a medicine is used for shampoo, there is a concern about its safety because it directly contacts the human body.
  • the means (2) can be expected to have an ovicidal effect, silicone oil hardly dissolves in a hydrophilic solvent, so that it is difficult to handle and difficult to use on the entire hair and scalp.
  • it is difficult to remove all eggs by the means (3).
  • the means (3) in controlling a blood-sucking pest, it is important to control not only the adult but also the egg.
  • there are few compounds having both an insecticidal action and an egg-killing action as an active ingredient Usually, the activity on eggs cannot be inferred from the activity on larvae and adults, and the activity of compounds on eggs is lower than that on adults. This is because the egg shell has durability, and the compound is unlikely to act inside the egg.
  • an object of the present invention is to provide a means that does not contain an insecticide such as a pyrethroid and is easy to handle and can control eggs of blood-sucking pests such as lice and fleas.
  • the present inventors have found that the egg hatching inhibitory effect of blood-sucking pests, which is very effective for specific fatty acid esters, and the larval or adult eradication effects after egg-sucking insects are hatched As a result, the present invention has been completed.
  • the present invention is achieved by the following (1) to (7).
  • An inhibitor of hatching of blood-sucking pest eggs comprising a fatty acid ester having a larger number of carbon groups.
  • a blood-sucking pest insecticidal composition comprising the blood-sucking pest egg hatching inhibitor according to any one of (1) to (3) above.
  • the hatching inhibitor of blood-sucking pest eggs inhibits blood-sucking pests such as lice and fleas from hatching from eggs, and therefore can effectively control (killing) lice and flea eggs.
  • the hatching inhibitor of the present invention is contained in the insecticidal composition as an active ingredient, so that it can control not only eggs of blood-sucking pests but also their larvae and adults. Is also effective.
  • the hatching inhibitor of blood-sucking pest eggs of the present invention does not contain an insecticidal component such as a pyrethroid, it is safe for the human body, so the insecticidal composition is used as an active ingredient in hair preparations such as shampoos and rinses. When contained and used, it is safe and easy to control blood-sucking pest eggs, their larvae and adults.
  • the hatching inhibitor of blood-sucking pest eggs the insecticidal composition of blood-sucking pests, and the method of killing blood-sucking pests according to the present invention will be described in more detail.
  • insecticide includes not only insect pest larvae and adults but also extermination (eggicide) of their eggs
  • insecticide composition means “insecticide egg composition”.
  • Insecticidal method means “insecticidal egg-killing method”.
  • Examples of the blood-sucking pests to be treated in the present invention include pests that suck blood for living such as lice, fleas, and ticks.
  • Examples of the lice include human blood-sucking lice such as head lice, white lice, body lice, and bed bugs, as well as louses that parasitize thermostats such as dog lice such as dog lice, domestic animals such as dog lice, pets, and pets.
  • Examples of fleas include cat fleas, dog fleas, and human fleas.
  • the hatching inhibitor of blood-sucking pest eggs of the present invention is preferably intended for at least one of lice and fleas.
  • the hatching inhibitor of blood-sucking pest eggs of the present invention is a fatty acid ester containing a fatty acid residue and an alcohol residue, and both the fatty acid residue and the alcohol residue have a branched structure, and It is characterized by comprising a fatty acid ester (hereinafter sometimes referred to as “the specific fatty acid ester of the present invention”) in which the alcohol residue has a larger number of carbon atoms than the fatty acid residue.
  • the carbon number of the alcohol residue in the specific fatty acid ester may be larger than the carbon number of the fatty acid residue, and specifically, the carbon number of the alcohol residue with respect to the carbon number of the fatty acid residue in the specific fatty acid ester. Is preferably 1.1 or more. Further, it is more preferable that the alcohol residue has about 1 to 10 more carbon atoms than the fatty acid residue.
  • the number of carbon atoms of the fatty acid residue in the specific fatty acid ester is preferably 7 to 13, and more preferably 8 to 9.
  • the second carbon atom from the terminal is preferably a secondary carbon atom or a tertiary carbon atom in each of the fatty acid residue and the alcohol residue.
  • Specific fatty acid esters of the present invention specifically include isodecyl isononanoate, isotridecyl isononanoate, 2-hexyldecyl 2-ethylhexanoate and the like. It may be used. Among them, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate are preferable because they have a very high ovicidal effect on lice and flea eggs. Furthermore, isotridecyl isononanoate is particularly preferable because it is difficult to solidify even at low temperatures and has excellent storage stability for a long period of time.
  • the specific fatty acid ester of the present invention can inhibit the hatching of blood-sucking pests. Since it is a long chain, it has high permeability to eggshell, and since both fatty acid residues and alcohol residues have a branched structure, it has permeability that is not found in linear fatty acid esters. Therefore, it is presumed that it is effective immediately against eggs of blood-sucking pests and their larvae or adults.
  • straight-chain fatty acid esters and short-chain fatty acids have low affinity and penetrability to the egg surface and are easily washed off the egg surface with water, etc., so rinse with detergent or water used for the human body. In the method of use, there is no control effect on eggs.
  • the specific fatty acid ester of the present invention is a liquid having a low viscosity at room temperature and can be easily treated on the entire hair and body hair.
  • a preservative such as a bactericidal agent or a surfactant for stabilizing the formulation.
  • a preparation with reduced irritation caused by the above can be obtained.
  • the specific fatty acid ester of the present invention has a very high affinity for eggshell, and is presumed to have a very strong and effective hatching-inhibiting effect on blood-sucking pest eggs.
  • the exterminating effect with respect to the larva after the egg hatching of the blood-sucking pest or its adult is good.
  • the insecticidal composition for blood-sucking pests according to the present invention is characterized by containing the blood-sucking insect egg hatching inhibitor of the present invention as an active ingredient.
  • the insecticidal composition for blood-sucking pests according to the present invention can exert an extermination effect against blood-sucking pest eggs or larvae or adults after hatching of blood-sucking pests.
  • the content ratio of the hatching inhibitor of the blood-sucking pest egg of the present invention in the insecticidal composition of the blood-sucking pest of the present invention may be appropriately determined depending on the object (for example, hair, body hair, etc.) to which the composition is applied. For example, about 20 to 500 mg, preferably about 50 to 250 mg may be brought into contact with the hair-absorbing insect egg hatching inhibitor of the present invention per hair bundle (length 10 cm, equivalent to 550 to 600 hairs). .
  • an amount of the active ingredient sufficient for the blood-sucking pest egg attached to the hair bundle can be sufficiently brought into contact with the eggs of blood-sucking pests.
  • the contact time for bringing the blood-sucking pest egg hatching inhibitor of the present invention into contact with an object is, for example, preferably 1 minute or longer, more preferably 5 minutes or longer, and even more preferably 10 minutes or longer.
  • a sufficient extermination effect can be obtained for the larvae or adults of the blood-sucking pest.
  • a very high extermination effect can be obtained even for blood-sucking pest eggs by contact for 5 minutes or more.
  • the hatching inhibitor of the blood-sucking pest egg of the present invention adheres to the object by bringing the hatching inhibitor of the blood-sucking pest egg of the present invention into contact with the egg of the blood-sucking pest or its larvae or adults for the above-mentioned time. It can sufficiently act on the blood-sucking pest eggs, or its larvae or adults, and exert a sufficient extermination effect.
  • the insecticidal composition for blood-sucking pests of the present invention can contain silicone oil. Since the hatching inhibitor of blood-sucking pest eggs according to the present invention has good compatibility with silicone oil, the effects of the hatching inhibitor of blood-sucking pest eggs according to the present invention by mixing these, It is possible to provide an insecticidal composition for blood-sucking pests, which has both the effect of suffocating the adult insects and eggs of silicone oil.
  • silicone oils include chain silicones such as dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, methylhydrogenpolysiloxane, trisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane.
  • chain silicones such as dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, methylhydrogenpolysiloxane, trisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane.
  • cyclic silicones such as dimethiconol, and modified silicones such as dimethiconol. These may be used alone or in combination of two or more. Among these, from the viewpoint of the effects of the present
  • a cyclic silicone particularly decamethylcyclopentasiloxane, should be used in that case. Therefore, it is preferable because a stimulus suppressing effect on the human body can be obtained.
  • the ratio of the blood-sucking pest egg hatching inhibitor to the silicone oil of the present invention is 1 to 10 parts by weight of silicone oil per 100 parts by weight of the blood-sucking pest egg hatching inhibitor.
  • the amount is preferably 90 parts by weight, and more preferably 4 to 80 parts by weight.
  • the silicone oil is 4 parts by weight or more with respect to 100 parts by weight of the hatching inhibitor of blood-sucking pest eggs, the insecticidal effect of the blood-sucking pests on the adults can be sufficiently obtained by the silicone oil. If it exists, it is preferable from the surface of stimulus suppression.
  • the insecticide composition of blood-sucking pests of the present invention is used as a solvent by using silicone oil itself as a solvent. And a silicone oil-only preparation.
  • the blood-sucking pest insecticidal composition of the present invention can contain various components that are pharmacologically acceptable to the human body as other components.
  • examples of other components include solvents, thickeners (thickening agents), surfactants, and fragrances.
  • the solvent is blended in order to dissolve each component in the insecticidal composition of the blood-sucking pest of the present invention.
  • the solvent include water, water-soluble solvents (such as glycerin), alcohol solvents (such as methanol and ethanol), and hydrocarbon solvents (such as liquid paraffin).
  • the thickener imparts an appropriate viscosity to the blood-sucking pest insecticidal composition of the present invention, prevents dripping, and the lice insecticidal composition is applied to the face and clothing during the treatment and within the treatment time. Prevents liquid from dripping and adhering.
  • thickeners include oil-based thickeners such as silicic anhydride, dextrin palmitate, (behenic acid / eicosanedioic acid) glyceryl, and poly (oxyethylene / oxypropylene) methylpolysiloxane copolymer.
  • Aqueous thickeners such as a thickener, carboxyvinyl polymer, and dextrin are mentioned.
  • Surfactant is blended in order to enhance detergency in washing away after the treatment with the insecticidal composition of the blood-sucking pest of the present invention.
  • the surfactant By using the surfactant, it becomes easy to wash out the insecticidal composition of the blood-sucking pest, and it is also possible to impart a thickening (viscous) effect to the insecticidal composition of the blood-sucking pest.
  • the surfactant include polysorbate, polyoxyethylene tetraoleate (POE) sorbit, and polyethylene glycol diisostearate (PEG).
  • the fragrance is blended for the purpose of imparting a scent to the insecticidal composition of the blood-sucking pest of the present invention and imparting a scent for enhancing the feeling during use.
  • blending a fragrance it is possible to enhance the feeling of use effect.
  • the insecticidal composition for blood-sucking pests of the present invention is usually used by directly treating the scalp or skin of humans or animals. For example, after wetting human or animal hair, body hair, etc. with water, the insecticidal composition of the blood-sucking pest is diluted as it is or with 2 to 50 times the amount of water, and the hair, body hair, etc. It can be applied according to the application method of a hair treatment agent (hair preparation) such as a normal shampoo, for example, by treating the skin and washing off with water as necessary.
  • a hair treatment agent hair preparation
  • a normal shampoo for example, by treating the skin and washing off with water as necessary.
  • the hatching of the blood-sucking pest eggs of the present invention per hair bundle (length 10 cm, equivalent to 550 to 600 hairs) as a hatching inhibitor of the blood-sucking pest eggs of the present invention
  • As an inhibitor for example, 20 to 500 mg, preferably about 50 to 250 mg may be contacted.
  • As an active ingredient it is effective to use it as a hatching inhibitor of blood-sucking pest eggs of the present invention at about 20 to 500 mg with respect to the hair bundle.
  • the blood-sucking pest insecticidal composition of the present invention is preferably in the form of, for example, a hair treatment agent (hair preparation) such as a shampoo composition or a rinse agent in order to maximize its effects.
  • a hair treatment agent such as a shampoo composition or a rinse agent
  • the hatching inhibitor of the blood-sucking pest egg of this invention, water, surfactant, various additives, and a silicone oil can be further contained as a suitable form.
  • the ratio of the blood-sucking pest egg hatching inhibitor of the present invention in the hair preparation is preferably, for example, 4 to 80% by weight based on the whole hair preparation.
  • the dosage is effective for controlling the blood-sucking pest eggs and the larvae or adults of the blood-sucking pests. can do.
  • the ratio of the silicone oil in the hair preparation may be in accordance with the ratio of the hatching inhibitor of the blood-sucking pest eggs of the present invention and the silicone oil, but for example, it is preferably about 4 to 80% by weight with respect to the whole hair preparation.
  • the surfactant examples include an anionic surfactant and an amphoteric surfactant.
  • the anionic surfactant include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, carboxylates such as condensation of amino acids and fatty acids, alkyl sulfonic acids, and alkene sulfonates.
  • amphoteric surfactants examples include betaines, aminocarboxylates, imidazoline derivatives, and the like.
  • the amount of the surfactant used is, for example, 1 to 50% by weight, more preferably 1 to 10% by weight, based on the whole hair preparation.
  • additives examples include preservatives, fragrances, dyes, buffers, pH adjusters, antioxidants, viscosity adjusters, cell stabilizers, chelating agents, conditioning agents, and the like, and these are known ingredients. May be used as appropriate.
  • the pH of the hair preparation is, for example, 4 to 8, preferably 5 to 8.
  • the composition has high stability, and there is no irritation to the human body and the feeling of use is good. Furthermore, it does not impair the activity of the hatching inhibitor of blood-sucking pest eggs of the present invention.
  • Test Example 1 As a lice egg, an egg of a white leaf lice (Pediculus humanus corporis) was used. Specifically, on the day before the experiment, about 100 heads of body lice immediately after blood sucking were released on a hair bundle (length: 10 cm, about 550 to 600 hairs) under conditions of 30 ° C. and 50% relative humidity (RH). Eggs were laid for 1 day. Thereafter, only adults were collected from the hair bundle, and hair with lice eggs to be used in the experiment was obtained. In addition, about 10 lice eggs were attached to the hair bundle. 2.5 mL of various specimens shown in Table 1 below were placed in a petri dish ( ⁇ 90 mm), the hair bundle was immersed, and left for 5 minutes.
  • Table 1 2.5 mL of various specimens shown in Table 1 below were placed in a petri dish ( ⁇ 90 mm), the hair bundle was immersed, and left for 5 minutes.
  • the hair bundle was transferred to a mesh (aperture 177 ⁇ m), washed with running water to remove moisture, and then transferred to a petri dish ( ⁇ 90 mm) with clean filter paper. It was allowed to stand at room temperature (30 ° C.) for 10 days, and visually observed after 10 days to examine the hatching inhibition rate. It calculated
  • Test Example 3 Prepare each composition (Examples 1 to 9, Comparative Examples 1 to 3) according to the prescription shown in Table 3 below using Samples 1 to 3, 5, and 9 confirmed to be compatible with dimethicone in Test Example 2 did.
  • a louse egg was used as a lice egg. Specifically, on the day before the experiment, about 100 adult white leaf worms immediately after blood sucking were released on the hair bundle and allowed to lay eggs for 1 day under the conditions of 30 ° C. and RH 50%. Thereafter, only adults were collected from the hair bundle, and hair with lice eggs to be used in the experiment was obtained. In addition, about 10 lice eggs were attached to the hair bundle.
  • Hatching rate (%) number of test specimens hatched / control hatching rate
  • Hatching inhibition rate (%) (1 ⁇ test specimen hatching rate / control hatching rate) ⁇ 100 The test is performed a plurality of times (3 to 12 times) for each composition, and the hatching inhibition rate is the average value. The results are shown in Table 4.
  • Test Example 4 The insecticidal efficacy against adult lice was evaluated using specimens 1 to 3 that were confirmed to have a strong hatching inhibitory effect on lice eggs in Test Example 1.
  • Each composition (Examples 10 to 16 and Comparative Examples 4 to 7) was prepared according to the formulation shown in Table 5 below.
  • Lethality rate (%) number of lethality by test sample / number of test insects x 100 The test is repeated twice for each specimen, and lethality is the average value. The results are shown in Table 5.
  • ⁇ Skin irritation test> The left and right backs of white guinea pigs (Hartley (purchased from Nippon SLC Co., Ltd., male 28-30 weeks old) were removed with an electric clipper to expose the skin. Each composition was impregnated with a fixed amount (50 ⁇ L / cm 2 ) in a lint cloth (produced by Pip Tokyo Co., Ltd.) of 1.2 ⁇ 1.2 cm, and a hermetic surgical tape Blender (Sumitomo 3M) having a size of 5 ⁇ 6 cm. Backing, making a patch, affixing it to the skin surface (approx.
  • an elastic adhesive tape (Elatex 3 2.5 cm x 5 m, Alcare) around the body of a white guinea pig And occluded for 24 hours. After 24 hours, the patch was removed, and the skin reaction after 24 hours was observed to evaluate skin irritation.
  • the skin reaction was evaluated as “strongly irritating when skin reaction with large blisters or strong erythema appears: XX”, and when skin reaction with blisters with obvious erythema appears as “irritating” : X ”, slight erythema was observed but there was no problem in actual use“ Slightly irritating: ⁇ ”, faint erythema (slight redness was observed) on actual use No problem was evaluated as “almost no irritation: ⁇ ”, and no change in appearance as “no irritation: ⁇ ”. The results are shown in Table 5. In Table 5, “ND” indicates that the skin irritation test has not been performed.
  • the specific fatty acid esters of the present invention isodecyl isononanoate, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate (Examples 10 to 12), have a lethality after 24 hours against adult lice. It was 80% or more, and it was confirmed that it has a strong control effect against adult lice. Also in Examples 13 to 17 containing isotridecyl isononanoate as an active ingredient, the lethality after 24 hours was 100%, and all leaf lice were able to be lethal.
  • the specific fatty acid ester of the present invention can suppress irritation to the skin while securing a lethality after 24 hours by using in combination with a solvent such as liquid isoparaffin and silicone oil such as decamethylcyclopentasiloxane. I understood.
  • the washed cat flea eggs were stored for 3 days under conditions of 25 ° C. and 75% RH, and the number of hatching thereafter was counted. The test was performed 5 times. The results are shown in Table 6. Further, as a control, only the washing treatment with a shampoo agent was performed without adding isotridecyl isononanoate dropwise. Specifically, 20 to 35 cat flea eggs were placed on a Buchner funnel with filter paper, 250 ⁇ L of a commercially available shampoo agent was added dropwise, and after acclimation, suction filtration was performed while 1 mL of water was added dropwise to wash off the shampoo agent. . Thereafter, the washed cat flea eggs were stored for 3 days under conditions of 25 ° C. and 75% RH, and the number of hatching thereafter was counted. The test was performed 5 times. The results are shown in Table 6.
  • isotridecyl isononanoate which is a specific fatty acid ester of the present invention, has a hatching inhibition rate of 70.7%, and a strong hatching inhibitory effect on cat flea eggs was confirmed.
  • prescription examples (formulation examples 1 to 22) of hair preparations containing the lice egg hatching inhibitor according to the present invention are shown.

Abstract

The present invention addresses the problems of providing an inhibitor for the hatching of hematophagous pest eggs, a pesticidal composition for hematophagous pests and a pesticidal and ovicidal method for hematophagous pests, wherein treatment is easy, and the imagoes of hematophagous lice and fleas, as well as the eggs thereof can be exterminated without including a pesticide. This inhibitor for the hatching of hematophagous pest eggs is a fatty acid ester which includes a fatty acid residue and an alcoholic residue, and in which both the fatty acid residue and the alcoholic residue have a branched structure and the carbon atom number of the alcoholic residue is larger than the carbon atom number of the fatty acid residue.

Description

吸血性害虫卵の孵化阻害剤、吸血性害虫の殺虫組成物および吸血性害虫の殺虫方法Sucking inhibitor of blood-sucking pest egg, insecticidal composition of blood-sucking pest and method of killing blood-sucking pest
 本発明は、吸血性害虫卵の孵化阻害剤、吸血性害虫の殺虫組成物および吸血性害虫の殺虫方法に関する。 The present invention relates to a hatching inhibitor of blood-sucking pest eggs, an insecticidal composition of blood-sucking pests, and a method of killing blood-sucking pests.
 人間に寄生するシラミには、アタマジラミやコロモジラミ等のヒトジラミとケジラミが知られている。中でも、アタマジラミへの感染は近年増加しており、園児、児童等は集団生活によってその被害が著しく、またその家族への感染も報告されている。アタマジラミに吸血されると痒みを伴うだけでなく、外傷からの感染症やリンパ節の腫れや発熱等を生じることもある。 ヒ ト Human lice and head lice such as head lice and body lice are known as lice parasitic on humans. Among them, head lice infection has been increasing in recent years, and children, children, etc. are severely damaged by group life, and infection to their families has also been reported. When a head lice sucks blood, it not only causes itching, but also may cause infection from trauma, swelling of the lymph nodes, fever, and the like.
 また、シラミと同様に吸血性害虫に数えられるノミには、イヌやネコ等に寄生するイヌノミやネコノミが知られている。イヌノミやネコノミの成虫がイヌやネコ等の愛玩動物に寄生すると、愛玩動物に皮膚炎や貧血などを引き起こすだけでなく、飼い主にも刺咬被害を起こし、発赤や発疹等を生じさせ、激しい痒みを伴ったり、アトピー性皮膚炎などのアレルギーの原因となることがある。
 さらに、近年トコジラミ被害が増大してきており、簡易宿泊施設のみならず、家庭においても旅行先から持ち帰ったり、購入した輸入家具から持ち込まれたり、人に対する吸血被害が起きており、吸血箇所に対する発疹や激しい痒み等が生じている。トコジラミは夜間に這い出てきて、吸血行動を行い、毎日産卵を行うことからトコジラミの被害は大きくなることが知られている。
As fleas counted as blood-sucking pests like lice, dog fleas and cat fleas that are parasitic on dogs and cats are known. If adults of dog fleas and cat fleas parasitize pet animals such as dogs and cats, they not only cause pet dermatitis and anemia, but also cause biting damage to the owner, causing redness and rash, etc. May cause allergies such as atopic dermatitis.
Furthermore, bed bug damage has increased in recent years, and not only simple accommodation facilities but also at home, taken home from travel destinations, brought in from imported imported furniture, blood sucking damage to people has occurred, rashes on blood sucking sites and Severe itching has occurred. It is known that bed bugs crawl out at night, perform blood-sucking behavior, and lay eggs every day, causing damage to bed bugs.
 例えば、シラミやノミ等の吸血性害虫を駆除する場合には、ピレスロイド系殺虫剤などを有効成分としたシャンプー等を用いて毛髪や体毛を洗浄し、吸血性害虫の成虫を駆除する方法が知られている(例えば、特許文献1、2参照)。
 しかし、このような殺虫剤に抵抗性を持つ個体が発生しており、抵抗性虫の占める割合が増加しているとの報告もある。
For example, when exterminating blood-sucking pests such as lice and fleas, there is a known method for combating adult blood-sucking pests by washing the hair and body hair with a shampoo containing an active ingredient such as a pyrethroid insecticide. (For example, see Patent Documents 1 and 2).
However, there are reports that individuals with resistance to such insecticides have occurred and the proportion of resistant insects is increasing.
 一方、吸血性害虫の被害を防止するためには、成虫の駆除に加え、卵の駆除も重要である。毛髪中にシラミの卵が残存していたり、愛玩動物の体毛の中にノミの卵が残存していると、例えば毛髪と共に寝具などの上にシラミの卵が落下したり、愛玩動物の体毛からノミの卵が落下し、卵が成虫となった際にそこからさらなる感染が広がる恐れがある。また、殺虫剤の使用により成虫が駆除され、一時的に症状が治まったとしても、新たに孵化したシラミやノミにより再度被害を受けることになる。このような場合、殺虫剤の中断、再開を繰り返すことになり、薬剤抵抗性虫を増加させる原因ともなる。 On the other hand, in order to prevent damage from blood-sucking pests, in addition to adult eradication, egg eradication is also important. If lice eggs remain in the hair or if flea eggs remain in the pet's body hair, for example, the lice eggs may fall on the bedding together with the hair, or from the pet's body hair. When flea eggs fall and become adults, further infection may spread from there. In addition, even if adults are exterminated by the use of insecticides and symptoms are temporarily relieved, they will be damaged again by newly hatched lice and fleas. In such a case, the discontinuation and resumption of the insecticide are repeated, which causes an increase in drug-resistant insects.
 例えば、アタマジラミの卵の駆除には、(1)さらに強力な薬剤を使用する、(2)窒息効果を狙って溶剤等を使用する、(3)目の細かい櫛で梳き取る等の物理的な力で除去する等の手段が知られている。溶剤等を使用する手段として、例えば、ジメチコン(ジメチルポリシロキサン)等のシリコーン油を含有した殺虫殺卵製剤が提案されている(例えば、特許文献3参照)。 For example, to control head lice eggs, (1) use a more powerful drug, (2) use a solvent or the like for the purpose of suffocation, and (3) scrape with a fine comb. Means such as removal by force are known. As means for using a solvent or the like, for example, an insecticidal egg-killing preparation containing silicone oil such as dimethicone (dimethylpolysiloxane) has been proposed (for example, see Patent Document 3).
日本国特開平6-298628号公報Japanese Unexamined Patent Publication No. 6-298628 日本国特開平10-81616号公報Japanese Unexamined Patent Publication No. 10-81616 日本国特開昭54-5027号公報Japanese Laid-Open Patent Publication No. 54-5027
 しかし、前記(1)の手段では、例えば薬剤をシャンプーに使用すると、人体に直接接することからその安全性に懸念が生じる。また前記(2)の手段では、殺卵効果は期待できるものの、シリコーン油は親水性の溶剤にほとんど溶解しないため、取扱いしづらく毛髪および頭皮全体に使用することが難しい等の問題がある。また前記(3)の手段ではすべての卵を除去することは困難である。
 このように吸血性害虫の駆除において、成虫だけでなく卵を駆除することが重要であるが、有効成分としての化合物に殺虫作用と殺卵作用を兼備するものは少ない。通常、幼虫および成虫に及ぼす活性から卵に及ぼす活性を推測することはできず、また、卵への化合物の活性は成虫に比べて低い。これは卵の殻が耐久性を持つためであり、卵の内部にまで化合物が作用しにくいためと考えられる。
However, in the means (1), for example, when a medicine is used for shampoo, there is a concern about its safety because it directly contacts the human body. In addition, although the means (2) can be expected to have an ovicidal effect, silicone oil hardly dissolves in a hydrophilic solvent, so that it is difficult to handle and difficult to use on the entire hair and scalp. Moreover, it is difficult to remove all eggs by the means (3).
Thus, in controlling a blood-sucking pest, it is important to control not only the adult but also the egg. However, there are few compounds having both an insecticidal action and an egg-killing action as an active ingredient. Usually, the activity on eggs cannot be inferred from the activity on larvae and adults, and the activity of compounds on eggs is lower than that on adults. This is because the egg shell has durability, and the compound is unlikely to act inside the egg.
 そこで、本発明の目的は、ピレスロイド系などの殺虫剤を含まずに、取扱いが容易で、シラミやノミ等の吸血性害虫の卵を駆除できる手段を提供することを目的とする。 Therefore, an object of the present invention is to provide a means that does not contain an insecticide such as a pyrethroid and is easy to handle and can control eggs of blood-sucking pests such as lice and fleas.
 本発明者らは鋭意研究を重ねた結果、特定の脂肪酸エステルに非常に有効な吸血性害虫の卵の孵化阻害効果、並びに吸血性害虫の卵孵化以降の幼虫ないし成虫の駆除効果が見られることを突き止め、本発明を完成するに至った。 As a result of intensive research, the present inventors have found that the egg hatching inhibitory effect of blood-sucking pests, which is very effective for specific fatty acid esters, and the larval or adult eradication effects after egg-sucking insects are hatched As a result, the present invention has been completed.
 すなわち本発明は、以下の(1)~(7)によって達成される。
(1)脂肪酸残基およびアルコール残基を含む脂肪酸エステルであって、前記脂肪酸残基および前記アルコール残基のいずれもが分岐構造を有し、かつ、前記アルコール残基の炭素数が前記脂肪酸残基の炭素数よりも多い脂肪酸エステルからなる吸血性害虫卵の孵化阻害剤。
(2)前記脂肪酸エステルが、イソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシルからなる群から選択される少なくとも1つである前記(1)に記載の吸血性害虫卵の孵化阻害剤。
(3)前記吸血性害虫が、シラミ及びノミのうちの少なくとも一種である前記(1)または(2)に記載の吸血性害虫卵の孵化阻害剤。
(4)前記(1)~(3)のいずれか1つに記載の吸血性害虫卵の孵化阻害剤を含有する吸血性害虫の殺虫組成物。
(5)シリコーン油を含有する前記(4)に記載の吸血性害虫の殺虫組成物。
(6)前記シリコーン油が、環状シリコーンである前記(5)に記載の吸血性害虫の殺虫組成物。
(7)前記(4)~(6)のいずれか1つに記載の吸血性害虫の殺虫組成物を含む毛髪剤を用いて、毛髪又は体毛を洗浄することを含む吸血性害虫の殺虫方法。
That is, the present invention is achieved by the following (1) to (7).
(1) A fatty acid ester containing a fatty acid residue and an alcohol residue, wherein both the fatty acid residue and the alcohol residue have a branched structure, and the number of carbon atoms of the alcohol residue is the fatty acid residue. An inhibitor of hatching of blood-sucking pest eggs comprising a fatty acid ester having a larger number of carbon groups.
(2) Hatching of the blood-sucking pest egg according to (1), wherein the fatty acid ester is at least one selected from the group consisting of isodecyl isononanoate, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate. Inhibitor.
(3) The blood-sucking pest egg hatching inhibitor according to (1) or (2), wherein the blood-sucking pest is at least one of lice and fleas.
(4) A blood-sucking pest insecticidal composition comprising the blood-sucking pest egg hatching inhibitor according to any one of (1) to (3) above.
(5) The insecticidal composition for blood-sucking pests according to (4), which contains silicone oil.
(6) The insecticidal composition for blood-sucking pests according to (5), wherein the silicone oil is cyclic silicone.
(7) A method for killing blood-sucking pests, comprising washing hair or body hair using a hair preparation comprising the insecticidal composition for blood-sucking pests according to any one of (4) to (6).
 本発明の吸血性害虫卵の孵化阻害剤は、シラミやノミ等の吸血性害虫が卵から孵化することを阻害するので、効果的にシラミ及びノミの卵の駆除(殺卵)ができる。また、吸血性害虫の成虫の駆除にも有効であるため、本発明の孵化阻害剤を殺虫組成物に有効成分として含有させることで、吸血性害虫の卵だけでなくその幼虫や成虫に対する駆除にも有効である。
 また、本発明の吸血性害虫卵の孵化阻害剤はピレスロイド系などの殺虫成分を含まないため、人体に対して安全であるので、殺虫組成物をシャンプー、リンス剤などの毛髪剤に有効成分として含有させて使用した場合、安全で、手軽に、吸血性害虫の卵、その幼虫および成虫を駆除することができる。
The hatching inhibitor of blood-sucking pest eggs according to the present invention inhibits blood-sucking pests such as lice and fleas from hatching from eggs, and therefore can effectively control (killing) lice and flea eggs. In addition, since it is also effective for controlling adults of blood-sucking pests, the hatching inhibitor of the present invention is contained in the insecticidal composition as an active ingredient, so that it can control not only eggs of blood-sucking pests but also their larvae and adults. Is also effective.
Further, since the hatching inhibitor of blood-sucking pest eggs of the present invention does not contain an insecticidal component such as a pyrethroid, it is safe for the human body, so the insecticidal composition is used as an active ingredient in hair preparations such as shampoos and rinses. When contained and used, it is safe and easy to control blood-sucking pest eggs, their larvae and adults.
 以下、本発明の吸血性害虫卵の孵化阻害剤、吸血性害虫の殺虫組成物および吸血性害虫の殺虫方法をさらに詳しく説明する。
 なお、本発明において、「殺虫」という用語には害虫の幼虫や成虫だけでなくその卵を駆除(殺卵)することを含むものであり、「殺虫組成物」は「殺虫殺卵組成物」を、「殺虫方法」は「殺虫殺卵方法」を意味するものである。
Hereinafter, the hatching inhibitor of blood-sucking pest eggs, the insecticidal composition of blood-sucking pests, and the method of killing blood-sucking pests according to the present invention will be described in more detail.
In the present invention, the term “insecticide” includes not only insect pest larvae and adults but also extermination (eggicide) of their eggs, and “insecticide composition” means “insecticide egg composition”. “Insecticidal method” means “insecticidal egg-killing method”.
 本発明において処理の対象となる吸血性害虫としては、例えば、シラミ、ノミ、ダニ等の生活のために血を吸う害虫が挙げられる。シラミとしては、アタマジラミ、ケジラミ、コロモジラミ、トコジラミ等のヒト吸血性シラミ類の他、イヌジラミ等のケモノジラミ科、ケモノハジラミ科の家畜やペットなどの恒温動物に寄生するシラミ類が挙げられる。また、ノミとしては、ネコノミ、イヌノミ、ヒトノミが挙げられる。本発明の吸血性害虫卵の孵化阻害剤は、シラミおよびノミのうちの少なくとも1種を対象とすることが好ましい。 Examples of the blood-sucking pests to be treated in the present invention include pests that suck blood for living such as lice, fleas, and ticks. Examples of the lice include human blood-sucking lice such as head lice, white lice, body lice, and bed bugs, as well as louses that parasitize thermostats such as dog lice such as dog lice, domestic animals such as dog lice, pets, and pets. Examples of fleas include cat fleas, dog fleas, and human fleas. The hatching inhibitor of blood-sucking pest eggs of the present invention is preferably intended for at least one of lice and fleas.
(吸血性害虫卵の孵化阻害剤)
 本発明の吸血性害虫卵の孵化阻害剤は、脂肪酸残基およびアルコール残基を含む脂肪酸エステルであって、前記脂肪酸残基および前記アルコール残基のいずれもが分岐構造を有し、かつ、前記アルコール残基の炭素数が前記脂肪酸残基の炭素数よりも多い脂肪酸エステル(以下、「本発明の特定脂肪酸エステル」と言うことがある)からなることを特徴とする。
(Inhibitor of hatching of blood-sucking pest eggs)
The hatching inhibitor of blood-sucking pest eggs of the present invention is a fatty acid ester containing a fatty acid residue and an alcohol residue, and both the fatty acid residue and the alcohol residue have a branched structure, and It is characterized by comprising a fatty acid ester (hereinafter sometimes referred to as “the specific fatty acid ester of the present invention”) in which the alcohol residue has a larger number of carbon atoms than the fatty acid residue.
 本発明において、特定脂肪酸エステルにおけるアルコール残基の炭素数は脂肪酸残基の炭素数よりも多ければよく、具体的には、特定脂肪酸エステル中の脂肪酸残基の炭素数に対するアルコール残基の炭素数の割合が1.1以上であることが好ましい。また、アルコール残基の炭素数が脂肪酸残基の炭素数よりも1~10程度多いものがより好ましい。
 特定脂肪酸エステルにおける脂肪酸残基の炭素数は7~13であることが好ましく、8~9がより好ましい。
In the present invention, the carbon number of the alcohol residue in the specific fatty acid ester may be larger than the carbon number of the fatty acid residue, and specifically, the carbon number of the alcohol residue with respect to the carbon number of the fatty acid residue in the specific fatty acid ester. Is preferably 1.1 or more. Further, it is more preferable that the alcohol residue has about 1 to 10 more carbon atoms than the fatty acid residue.
The number of carbon atoms of the fatty acid residue in the specific fatty acid ester is preferably 7 to 13, and more preferably 8 to 9.
 また、本発明の特定脂肪酸エステルは、脂肪酸残基およびアルコール残基それぞれにおいて、末端から2つ目の炭素原子が第2級炭素原子または第3級炭素原子であることが好ましい。 In the specific fatty acid ester of the present invention, the second carbon atom from the terminal is preferably a secondary carbon atom or a tertiary carbon atom in each of the fatty acid residue and the alcohol residue.
 本発明の特定脂肪酸エステルは、具体的には、イソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシル等が挙げられ、1種を単独で用いても2種以上を混合して用いてもよい。中でも、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシルが、シラミやノミの卵に対する殺卵効果が非常に高いため好ましい。さらに、イソノナン酸イソトリデシルは、低温でも固化しにくく、長期間に渡り製剤の保存安定性にも優れているため、特に好ましい。 Specific fatty acid esters of the present invention specifically include isodecyl isononanoate, isotridecyl isononanoate, 2-hexyldecyl 2-ethylhexanoate and the like. It may be used. Among them, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate are preferable because they have a very high ovicidal effect on lice and flea eggs. Furthermore, isotridecyl isononanoate is particularly preferable because it is difficult to solidify even at low temperatures and has excellent storage stability for a long period of time.
 本発明の特定脂肪酸エステルにより吸血性害虫の孵化を阻害できる理由は定かではないが、本発明の特定脂肪酸エステルは、アルコール残基の炭素数が脂肪酸残基の炭素数よりも多く、アルコール部分が長鎖になるため卵殻への浸透性が高くなり、また、脂肪酸残基およびアルコール残基のいずれもが分岐構造を有しているため直鎖脂肪酸エステルにはない浸透性がある。よって吸血性害虫の卵やその幼虫ないし成虫に対して速やかに効力を発揮するものと推測される。一方、直鎖脂肪酸エステルや短鎖脂肪酸は卵表面への親和性、浸透性が低く、水等で卵表面から容易に洗い落とされてしまうため、人体に使用するような洗浄剤や水ですすぐ使用方法では、卵に対する駆除効力が出ない。 The reason why the specific fatty acid ester of the present invention can inhibit the hatching of blood-sucking pests is not clear, but the specific fatty acid ester of the present invention has more alcohol residues than the fatty acid residues. Since it is a long chain, it has high permeability to eggshell, and since both fatty acid residues and alcohol residues have a branched structure, it has permeability that is not found in linear fatty acid esters. Therefore, it is presumed that it is effective immediately against eggs of blood-sucking pests and their larvae or adults. On the other hand, straight-chain fatty acid esters and short-chain fatty acids have low affinity and penetrability to the egg surface and are easily washed off the egg surface with water, etc., so rinse with detergent or water used for the human body. In the method of use, there is no control effect on eggs.
 また、本発明の特定脂肪酸エステルは、室温で粘性の低い液体であり、毛髪や体毛の全体に容易に処理することができる。また、保存時の安定性が高いことから、殺菌剤などの保存剤や、製剤安定化のための界面活性剤などを添加することなく、製剤化することも可能となることから、界面活性剤による刺激を抑えた製剤を得ることができる。さらに、本発明の特定脂肪酸エステルは卵殻への親和性は非常に高く、非常に強力かつ有効な吸血性害虫卵の孵化阻害効果を奏するものと推測される。また、吸血性害虫の卵孵化以降の幼虫ないしその成虫に対する駆除効果も良好である。 Further, the specific fatty acid ester of the present invention is a liquid having a low viscosity at room temperature and can be easily treated on the entire hair and body hair. In addition, since the stability during storage is high, it is possible to formulate without adding a preservative such as a bactericidal agent or a surfactant for stabilizing the formulation. A preparation with reduced irritation caused by the above can be obtained. Furthermore, the specific fatty acid ester of the present invention has a very high affinity for eggshell, and is presumed to have a very strong and effective hatching-inhibiting effect on blood-sucking pest eggs. Moreover, the exterminating effect with respect to the larva after the egg hatching of the blood-sucking pest or its adult is good.
(吸血性害虫の殺虫組成物)
 本発明の吸血性害虫の殺虫組成物は、前記本発明の吸血性害虫卵の孵化阻害剤を有効成分として含有することを特徴とする。本発明の吸血性害虫の殺虫組成物は、吸血性害虫の卵、或いは吸血性害虫の卵孵化以降の幼虫ないし成虫と接触させることにより、これらに対する駆除効果を発揮することができる。
(Insecticidal composition of blood-sucking pests)
The insecticidal composition for blood-sucking pests according to the present invention is characterized by containing the blood-sucking insect egg hatching inhibitor of the present invention as an active ingredient. The insecticidal composition for blood-sucking pests according to the present invention can exert an extermination effect against blood-sucking pest eggs or larvae or adults after hatching of blood-sucking pests.
 本発明の吸血性害虫の殺虫組成物における本発明の吸血性害虫卵の孵化阻害剤の含有割合は、該組成物を適用する対象物(例えば、毛髪、体毛等)によって適宜決定すればよいが、毛束(長さ10cm、毛髪550~600本相当)あたり、本発明の吸血性害虫卵の孵化阻害剤として、例えば、20~500mg、好ましくは50~250mg程度を接触させるようにすればよい。毛束に対して本発明の吸血性害虫卵の孵化阻害剤を、有効成分として20~500mg程度となるように処理することで、毛束についた吸血性害虫の卵に充分な量の有効成分を接触させることができ、吸血性害虫の卵に対する孵化抑制効果を十分に発揮することができる。 The content ratio of the hatching inhibitor of the blood-sucking pest egg of the present invention in the insecticidal composition of the blood-sucking pest of the present invention may be appropriately determined depending on the object (for example, hair, body hair, etc.) to which the composition is applied. For example, about 20 to 500 mg, preferably about 50 to 250 mg may be brought into contact with the hair-absorbing insect egg hatching inhibitor of the present invention per hair bundle (length 10 cm, equivalent to 550 to 600 hairs). . By treating the hair-sucking pest egg hatching inhibitor of the present invention with respect to the hair bundle to an amount of about 20 to 500 mg as an active ingredient, an amount of the active ingredient sufficient for the blood-sucking pest egg attached to the hair bundle Can be sufficiently brought into contact with the eggs of blood-sucking pests.
 また、本発明の吸血性害虫卵の孵化阻害剤を対象物に接触させる接触時間は、例えば、1分以上が好ましく、5分以上がより好ましく、10分以上がさらに好ましい。本発明の吸血性害虫卵の孵化阻害剤を1分以上接触させることで、吸血性害虫の幼虫ないし成虫に充分な駆除効果が得られる。また、5分以上接触させることで、吸血性害虫の卵に対しても非常に高い駆除効果が得られる。さらに、10分以上接触させることで毛髪や体毛の根元に付着した卵など、製剤の届きにくい箇所にある吸血性害虫の卵に対しても充分な効果を得ることができる。また、接触時間の上限は特に限定されないが、例えば60分以下であり、40分以下がより好ましく、20分以下がさらに好ましい。
 本発明の吸血性害虫卵の孵化阻害剤を前記範囲の時間、吸血性害虫の卵、或いはその幼虫ないし成虫に接触させることで、本発明の吸血性害虫卵の孵化阻害剤が対象物に付着した吸血性害虫の卵、或いはその幼虫ないし成虫に十分に作用し、十分な駆除効果を発揮することができる。
In addition, the contact time for bringing the blood-sucking pest egg hatching inhibitor of the present invention into contact with an object is, for example, preferably 1 minute or longer, more preferably 5 minutes or longer, and even more preferably 10 minutes or longer. By contacting the hatching inhibitor of the blood-sucking pest egg of the present invention for 1 minute or longer, a sufficient extermination effect can be obtained for the larvae or adults of the blood-sucking pest. In addition, a very high extermination effect can be obtained even for blood-sucking pest eggs by contact for 5 minutes or more. Furthermore, by contacting for 10 minutes or more, a sufficient effect can be obtained even for eggs of blood-sucking pests at places where the preparation is difficult to reach, such as eggs attached to the base of hair or body hair. Moreover, although the upper limit of contact time is not specifically limited, For example, it is 60 minutes or less, 40 minutes or less are more preferable, and 20 minutes or less are more preferable.
The hatching inhibitor of the blood-sucking pest egg of the present invention adheres to the object by bringing the hatching inhibitor of the blood-sucking pest egg of the present invention into contact with the egg of the blood-sucking pest or its larvae or adults for the above-mentioned time. It can sufficiently act on the blood-sucking pest eggs, or its larvae or adults, and exert a sufficient extermination effect.
 本発明の吸血性害虫の殺虫組成物には、シリコーン油を含有することができる。本発明の吸血性害虫卵の孵化阻害剤は、シリコーン油との相容性が良好であるため、これらを混合することにより、本発明の吸血性害虫卵の孵化阻害剤の有する上記効果と、シリコーン油の有する成虫および卵を窒息させる効果とを併せ持つ、吸血性害虫の殺虫組成物を提供することができる。 The insecticidal composition for blood-sucking pests of the present invention can contain silicone oil. Since the hatching inhibitor of blood-sucking pest eggs according to the present invention has good compatibility with silicone oil, the effects of the hatching inhibitor of blood-sucking pest eggs according to the present invention by mixing these, It is possible to provide an insecticidal composition for blood-sucking pests, which has both the effect of suffocating the adult insects and eggs of silicone oil.
 シリコーン油としては、例えば、ジメチルポリシロキサン(ジメチコン)、メチルフェニルポリシロキサン、メチルハイドロジェンポリシロキサン、トリシロキサン等の鎖状シリコーン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサシロキサン等の環状シリコーン、ジメチコノール等の変性シリコーン等が挙げられ、1種を単独でまたは2種以上を混合して用いることができる。中でも、本発明の効果の観点からは室温で液状のシリコーン油を用いることが好ましく、吸血性害虫の卵の孵化阻害効果と吸血性害虫の幼虫ないし成虫の殺虫効果の観点からはジメチコン、デカメチルシクロペンタシロキサンを用いることが好ましい。また、本発明の特定脂肪酸エステルは、長時間皮膚に付着した状態であると皮膚が過敏な人によっては刺激を感じる場合があるため、その場合は環状シリコーン、特にデカメチルシクロペンタシロキサンを用いることで、人体への刺激抑制効果が得られるため好ましい。 Examples of silicone oils include chain silicones such as dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, methylhydrogenpolysiloxane, trisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane. Examples thereof include cyclic silicones such as dimethiconol, and modified silicones such as dimethiconol. These may be used alone or in combination of two or more. Among these, from the viewpoint of the effects of the present invention, it is preferable to use a liquid silicone oil at room temperature. It is preferable to use cyclopentasiloxane. In addition, since the specific fatty acid ester of the present invention may feel irritation when it is in a state of being attached to the skin for a long time, a cyclic silicone, particularly decamethylcyclopentasiloxane, should be used in that case. Therefore, it is preferable because a stimulus suppressing effect on the human body can be obtained.
 本発明の吸血性害虫の殺虫組成物において、本発明の吸血性害虫卵の孵化阻害剤とシリコーン油との比率は、吸血性害虫卵の孵化阻害剤100重量部に対してシリコーン油を1~90重量部とすることが好ましく、4~80重量部がより好ましい。吸血性害虫卵の孵化阻害剤100重量部に対してシリコーン油が4重量部以上であると、シリコーン油による吸血性害虫の成虫への殺虫効果を十分に得ることができ、50重量%以上であると、刺激抑制の面から好ましい。80重量部以下であると、シリコーン油の吸血性害虫の殺虫組成物に含有するその他の成分との相溶性を十分に確保できる。また、本発明の吸血性害虫卵の孵化阻害剤はシリコーン油との相溶性が高いため、シリコーン油自体を溶剤として、吸血性害虫の殺虫組成物を本発明の吸血性害虫卵の孵化阻害剤とシリコーン油のみからなる製剤としてもよい。 In the insecticidal composition of the blood-sucking pest of the present invention, the ratio of the blood-sucking pest egg hatching inhibitor to the silicone oil of the present invention is 1 to 10 parts by weight of silicone oil per 100 parts by weight of the blood-sucking pest egg hatching inhibitor. The amount is preferably 90 parts by weight, and more preferably 4 to 80 parts by weight. When the silicone oil is 4 parts by weight or more with respect to 100 parts by weight of the hatching inhibitor of blood-sucking pest eggs, the insecticidal effect of the blood-sucking pests on the adults can be sufficiently obtained by the silicone oil. If it exists, it is preferable from the surface of stimulus suppression. When the amount is 80 parts by weight or less, compatibility with other components contained in the insecticidal composition of the blood-sucking pest of silicone oil can be sufficiently ensured. In addition, since the hatching inhibitor of blood-sucking pest eggs of the present invention has high compatibility with silicone oil, the insecticide composition of blood-sucking pests of the present invention is used as a solvent by using silicone oil itself as a solvent. And a silicone oil-only preparation.
 本発明の吸血性害虫の殺虫組成物には、その他の成分として、人体に対して薬理学的に許容される各種成分を含むことができる。その他の成分として、例えば、溶剤、増粘剤(粘稠剤)、界面活性剤、香料等が挙げられる。 The blood-sucking pest insecticidal composition of the present invention can contain various components that are pharmacologically acceptable to the human body as other components. Examples of other components include solvents, thickeners (thickening agents), surfactants, and fragrances.
 溶剤は、本発明の吸血性害虫の殺虫組成物中の各成分を溶解させるために配合される。溶剤としては、例えば、水、水溶性溶剤(グリセリンなど)、アルコール系溶剤(メタノール、エタノールなど)、炭化水素系溶剤(流動パラフィンなど)などが挙げられる。 The solvent is blended in order to dissolve each component in the insecticidal composition of the blood-sucking pest of the present invention. Examples of the solvent include water, water-soluble solvents (such as glycerin), alcohol solvents (such as methanol and ethanol), and hydrocarbon solvents (such as liquid paraffin).
 増粘剤(粘稠剤)は、本発明の吸血性害虫の殺虫組成物に適度な粘度を与え、液ダレしにくく、処理の最中及び処理時間内にシラミの殺虫組成物が顔や衣類に液ダレし、付着することを防ぐ。増粘剤(粘稠剤)としては、例えば、無水ケイ酸、パルミチン酸デキストリン、(ベヘン酸/エイコサン二酸)グリセリル、ポリ(オキシエチレン・オキシプロピレン)メチルポリシロキサン共重合体などのオイル系増粘剤、カルボキシビニルポリマー、デキストリンなどの水系増粘剤が挙げられる。 The thickener (viscous agent) imparts an appropriate viscosity to the blood-sucking pest insecticidal composition of the present invention, prevents dripping, and the lice insecticidal composition is applied to the face and clothing during the treatment and within the treatment time. Prevents liquid from dripping and adhering. Examples of thickeners (thickeners) include oil-based thickeners such as silicic anhydride, dextrin palmitate, (behenic acid / eicosanedioic acid) glyceryl, and poly (oxyethylene / oxypropylene) methylpolysiloxane copolymer. Aqueous thickeners such as a thickener, carboxyvinyl polymer, and dextrin are mentioned.
 界面活性剤は、本発明の吸血性害虫の殺虫組成物による処理後の洗い流しにおいて、洗浄力を高めるために配合される。界面活性剤を使用することで吸血性害虫の殺虫組成物を洗い落とししやすくなるとともに、吸血性害虫の殺虫組成物に増粘(粘稠)効果を付与することもできる。界面活性剤としては、例えば、ポリソルベート、テトラオレイン酸ポリオキシエチレン(POE)ソルビット、ジイソステアリン酸ポリエチレングリコール(PEG)などが挙げられる。 Surfactant is blended in order to enhance detergency in washing away after the treatment with the insecticidal composition of the blood-sucking pest of the present invention. By using the surfactant, it becomes easy to wash out the insecticidal composition of the blood-sucking pest, and it is also possible to impart a thickening (viscous) effect to the insecticidal composition of the blood-sucking pest. Examples of the surfactant include polysorbate, polyoxyethylene tetraoleate (POE) sorbit, and polyethylene glycol diisostearate (PEG).
 香料は、本発明の吸血性害虫の殺虫組成物への香りの付与、処理時に使用感を高めるための香りの付与を目的として配合される。香料を配合することにより、使用効果感を高めることができる。 The fragrance is blended for the purpose of imparting a scent to the insecticidal composition of the blood-sucking pest of the present invention and imparting a scent for enhancing the feeling during use. By blending a fragrance, it is possible to enhance the feeling of use effect.
 本発明の吸血性害虫の殺虫組成物は、通常、ヒトや動物の頭皮や皮膚に直接処理するなどして用いられる。例えば、ヒトや動物の毛髪、体毛等を水で濡らした後、吸血性害虫の殺虫組成物をそのままあるいは2倍量から50倍量の水で適宜希釈して該毛髪、体毛等及びその根元付近の皮膚に処理し、必要により適宜水で洗い流す等、通常のシャンプーのような毛髪処理剤(毛髪剤)の施用方法に準じて施用することができる。施用量は施用部位により異なるが、上記したように本発明の吸血性害虫卵の孵化阻害剤として毛束(長さ10cm、毛髪550~600本相当)あたり、本発明の吸血性害虫卵の孵化阻害剤として、例えば、20~500mg、好ましくは50~250mg程度接触するようにすればよい。有効成分として、毛束に対して本発明の吸血性害虫卵の孵化阻害剤として20~500mg程度となるように使用されるのが効果的である。 The insecticidal composition for blood-sucking pests of the present invention is usually used by directly treating the scalp or skin of humans or animals. For example, after wetting human or animal hair, body hair, etc. with water, the insecticidal composition of the blood-sucking pest is diluted as it is or with 2 to 50 times the amount of water, and the hair, body hair, etc. It can be applied according to the application method of a hair treatment agent (hair preparation) such as a normal shampoo, for example, by treating the skin and washing off with water as necessary. Although the application amount varies depending on the application site, as described above, the hatching of the blood-sucking pest eggs of the present invention per hair bundle (length 10 cm, equivalent to 550 to 600 hairs) as a hatching inhibitor of the blood-sucking pest eggs of the present invention As an inhibitor, for example, 20 to 500 mg, preferably about 50 to 250 mg may be contacted. As an active ingredient, it is effective to use it as a hatching inhibitor of blood-sucking pest eggs of the present invention at about 20 to 500 mg with respect to the hair bundle.
 本発明の吸血性害虫の殺虫組成物は、その効果を最大限に発揮するために、例えばシャンプー組成物、リンス剤などの毛髪処理剤(毛髪剤)としての形態が好ましい。
 毛髪処理剤としては、本発明の吸血性害虫卵の孵化阻害剤、水、界面活性剤、各種添加剤、好適な形態としてさらにシリコーン油を含有することができる。
The blood-sucking pest insecticidal composition of the present invention is preferably in the form of, for example, a hair treatment agent (hair preparation) such as a shampoo composition or a rinse agent in order to maximize its effects.
As a hair treatment agent, the hatching inhibitor of the blood-sucking pest egg of this invention, water, surfactant, various additives, and a silicone oil can be further contained as a suitable form.
 毛髪剤における本発明の吸血性害虫卵の孵化阻害剤の割合は、例えば、毛髪剤全体に対し、4~80重量%が好ましい。毛髪剤中の本発明の吸血性害虫卵の孵化阻害剤の含有量が前記範囲であると、吸血性害虫の卵、および吸血性害虫の幼虫ないし成虫の駆除に効果が得られる施用量を処理することができる。 The ratio of the blood-sucking pest egg hatching inhibitor of the present invention in the hair preparation is preferably, for example, 4 to 80% by weight based on the whole hair preparation. When the content of the hatching inhibitor of the blood-sucking pest eggs of the present invention in the hair preparation is within the above range, the dosage is effective for controlling the blood-sucking pest eggs and the larvae or adults of the blood-sucking pests. can do.
 毛髪剤におけるシリコーン油の割合は、上記の本発明の吸血性害虫卵の孵化阻害剤とシリコーン油との比率に従えばよいが、例えば、毛髪剤全体に対し4~80重量%程度が好ましい。 The ratio of the silicone oil in the hair preparation may be in accordance with the ratio of the hatching inhibitor of the blood-sucking pest eggs of the present invention and the silicone oil, but for example, it is preferably about 4 to 80% by weight with respect to the whole hair preparation.
 界面活性剤としては、例えば、アニオン性界面活性剤、両性界面活性剤等が挙げられる。
 アニオン性界面活性剤としては、例えばステアリン酸ナトリウムやパルミチン酸トリエタノールアミン等の脂肪酸セッケン、アルキルエーテルカルボン酸及びその塩、アミノ酸と脂肪酸の縮合等のカルボン酸塩、アルキルスルホン酸、アルケンスルホン酸塩、脂肪酸エステルのスルホン酸塩、脂肪酸アミドのスルホン酸塩、アルキルスルホン酸塩とそのホルマリン縮合物のスルホン酸塩、アルキル硫酸エステル塩、第二級高級アルコール硫酸エステル塩、アルキル及びアリルエーテル硫酸エステル塩、脂肪酸エステルの硫酸エステル塩、脂肪酸アルキロールアミドの硫酸エステル塩、ロート油等の硫酸エステル塩類、アルキルリン酸塩、エーテルリン酸塩、アルキルアリルエーテルリン酸塩、アミドリン酸塩、N-アシルアミノ酸系活性剤等が挙げられる。
 両性界面活性剤としては、例えば、ベタイン、アミノカルボン酸塩、イミダゾリン誘導体等が挙げられる。
 界面活性剤の使用量は、例えば、毛髪剤全体に対し、1~50重量%であり、1~10重量%がさらに好ましい。
Examples of the surfactant include an anionic surfactant and an amphoteric surfactant.
Examples of the anionic surfactant include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, carboxylates such as condensation of amino acids and fatty acids, alkyl sulfonic acids, and alkene sulfonates. Sulfonates of fatty acid esters, sulfonates of fatty acid amides, sulfonates of alkyl sulfonates and their formalin condensates, alkyl sulfate esters, secondary higher alcohol sulfates, alkyl and allyl ether sulfates , Sulfate ester of fatty acid ester, sulfate ester of fatty acid alkylolamide, sulfate ester salt such as funnel oil, alkyl phosphate, ether phosphate, alkyl allyl ether phosphate, amide phosphate, N-acyl amino acid System activator, etc. And the like.
Examples of amphoteric surfactants include betaines, aminocarboxylates, imidazoline derivatives, and the like.
The amount of the surfactant used is, for example, 1 to 50% by weight, more preferably 1 to 10% by weight, based on the whole hair preparation.
 各種添加剤としては、例えば、防腐剤、香料、色素、緩衝剤、pH調整剤、酸化防止剤、粘度調整剤、気泡安定剤、キレート化剤、コンディショニング剤等が挙げられ、これらは公知の成分の中から適宜使用すればよい。 Examples of various additives include preservatives, fragrances, dyes, buffers, pH adjusters, antioxidants, viscosity adjusters, cell stabilizers, chelating agents, conditioning agents, and the like, and these are known ingredients. May be used as appropriate.
 毛髪剤のpHは、例えば、4~8、好ましくは5~8である。毛髪剤のpHが上記範囲であれば、組成物の安定性が高く、人体に対する刺激がなく使用感が良好である。さらに、本発明の吸血性害虫卵の孵化阻害剤の活性を損なうことがない The pH of the hair preparation is, for example, 4 to 8, preferably 5 to 8. When the pH of the hair preparation is in the above range, the composition has high stability, and there is no irritation to the human body and the feeling of use is good. Furthermore, it does not impair the activity of the hatching inhibitor of blood-sucking pest eggs of the present invention.
 以下、本発明を実施例および比較例によりさらに説明するが、本発明は下記例に制限されない。 Hereinafter, the present invention will be further described with reference to examples and comparative examples, but the present invention is not limited to the following examples.
(試験例1)
 シラミの卵として、コロモジラミ(Pediculus humanus corporis)の卵を使用した。具体的には、実験の前日に毛髪束(長さ10cm、毛髪550~600本程度)に対し、吸血直後のコロモジラミ成虫100頭前後を放ち、30℃、相対湿度(RH)50%の条件下、1日間産卵させた。その後、毛髪束から成虫のみを回収し、実験に供試するシラミ卵付きの毛髪を得た。なお、毛髪束にはシラミ卵が約10個付着していた。
 下記表1に示す各種検体2.5mLをシャーレ(φ90mm)にとり、上記毛髪束を浸漬し、5分間放置した。続いて、毛髪束をメッシュ(目開き177μm)に移し、流水で洗い流し、水分を取り除いた後、清潔なろ紙を敷いたシャーレ(φ90mm)に移した。室温(30℃)で10日間放置し、10日後に目視観察を行い、孵化阻害率を調べた。
下記の計算式より求めた。コントロールは各検体の実施に応じて試験を行った。
  孵化率(%)=試験検体の孵化数/コントロールの孵化率
  孵化阻害率(%)=(1-試験検体の孵化率/コントロールの孵化率)×100
 試験は各組成物に対して複数回(3~7回)行い、孵化阻害率はその平均とする。
 その結果を表1に併せて示す。
 なお、以下の各検体において、前記各種化合物は医薬部外品規格または医薬品添加物規格に相当するものであり、市販品を用いた。
(Test Example 1)
As a lice egg, an egg of a white leaf lice (Pediculus humanus corporis) was used. Specifically, on the day before the experiment, about 100 heads of body lice immediately after blood sucking were released on a hair bundle (length: 10 cm, about 550 to 600 hairs) under conditions of 30 ° C. and 50% relative humidity (RH). Eggs were laid for 1 day. Thereafter, only adults were collected from the hair bundle, and hair with lice eggs to be used in the experiment was obtained. In addition, about 10 lice eggs were attached to the hair bundle.
2.5 mL of various specimens shown in Table 1 below were placed in a petri dish (φ90 mm), the hair bundle was immersed, and left for 5 minutes. Subsequently, the hair bundle was transferred to a mesh (aperture 177 μm), washed with running water to remove moisture, and then transferred to a petri dish (φ90 mm) with clean filter paper. It was allowed to stand at room temperature (30 ° C.) for 10 days, and visually observed after 10 days to examine the hatching inhibition rate.
It calculated | required from the following formula. The control was tested according to the performance of each specimen.
Hatching rate (%) = number of test specimens hatched / control hatching rate Hatching inhibition rate (%) = (1−test specimen hatching rate / control hatching rate) × 100
The test is performed multiple times (3 to 7 times) for each composition, and the hatching inhibition rate is the average.
The results are also shown in Table 1.
In the following samples, the various compounds correspond to quasi-drug standards or pharmaceutical additive standards, and commercially available products were used.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
 表1の結果から、本発明の特定脂肪酸エステルであるイソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシル(検体1~3)は孵化阻害率が50%以上であり、シラミ卵に対して強い孵化阻害効果を確認できた。 From the results in Table 1, the specific fatty acid esters of the present invention, isodecyl isononanoate, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate (specimens 1 to 3) have a hatching inhibition rate of 50% or more, and lice eggs A strong hatching inhibitory effect was confirmed.
(試験例2)
 試験例1で用いた検体1~18について、表2に示すジメチルポリシロキサン(ジメチコン)との相溶性について調べた。
 ジメチコン:各種検体=4:50(重量比)とする混合物を調製し、室温(約25℃)~60℃に加温し、スターラーで撹拌後、15分間静置した後の混合物の状態を目視にて観察し、相溶性を評価した。
 外観上、混合物が溶解しているものを「均一:〇」、沈殿や不純物が確認されたものを「不均一:×」と評価した。結果を表2に示す。
(Test Example 2)
Samples 1 to 18 used in Test Example 1 were examined for compatibility with dimethylpolysiloxane (dimethicone) shown in Table 2.
Dimethicone: Various specimens = 4:50 (weight ratio) was prepared, heated to room temperature (about 25 ° C) to 60 ° C, stirred with a stirrer, and allowed to stand for 15 minutes. And the compatibility was evaluated.
In terms of appearance, those in which the mixture was dissolved were evaluated as “uniform: ◯”, and those in which precipitation or impurities were confirmed were evaluated as “non-uniform: x”. The results are shown in Table 2.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
 表2の結果から、本発明の特定脂肪酸エステルであるイソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシル(検体1~3)は、ジメチコンと優れた相溶性を有することが確認された。さらに、イソノナン酸イソトリデシルはジメチコンと任意の割合で相溶性があり、いずれの粘度のジメチコンを使用した場合にも15分以上均一な状態を保つことを確認した。 From the results in Table 2, it was confirmed that the specific fatty acid esters of the present invention, isodecyl isononanoate, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate (Samples 1 to 3) have excellent compatibility with dimethicone. It was done. Further, it was confirmed that isotridecyl isononanoate is compatible with dimethicone at an arbitrary ratio and maintains a uniform state for 15 minutes or more when dimethicone having any viscosity is used.
(試験例3)
 試験例2においてジメチコンとの相溶性が確認された検体1~3、5、9を用い、下記表3に示す処方に従い、各組成物(実施例1~9、比較例1~3)を調製した。
 シラミの卵として、コロモジラミの卵を使用した。具体的には、実験の前日に毛髪束に対し、吸血直後のコロモジラミ成虫100頭前後を放ち、30℃、RH50%の条件下、1日間産卵させた。その後、毛髪束から成虫のみを回収し、実験に供試するシラミ卵付きの毛髪を得た。なお、毛髪束にはシラミ卵が約10個付着していた。
 各組成物2.5mLをシャーレ(φ90mm)にとり、上記毛髪束を浸漬し、5分間放置した。続いて、毛髪束をメッシュ(目開き177μm)に移し、流水(50mL/秒で1分)で洗い流し、水分を取り除いた後、清潔なろ紙を敷いたシャーレ(φ90mm)に移した。シャーレをインキュベーター内(30℃)で10日間放置し、10日後に目視観察を行い、孵化阻害率を調べた。孵化阻害率は、
 下記の計算式より求めた。コントロールは各検体の実施に応じて試験を行った。
  孵化率(%)=試験検体の孵化数/コントロールの孵化率
  孵化阻害率(%)=(1-試験検体の孵化率/コントロールの孵化率)×100
 試験は各組成物に対して複数回(3~12回)行い、孵化阻害率はその平均値とする。
 結果を表4に示す。
(Test Example 3)
Prepare each composition (Examples 1 to 9, Comparative Examples 1 to 3) according to the prescription shown in Table 3 below using Samples 1 to 3, 5, and 9 confirmed to be compatible with dimethicone in Test Example 2 did.
A louse egg was used as a lice egg. Specifically, on the day before the experiment, about 100 adult white leaf worms immediately after blood sucking were released on the hair bundle and allowed to lay eggs for 1 day under the conditions of 30 ° C. and RH 50%. Thereafter, only adults were collected from the hair bundle, and hair with lice eggs to be used in the experiment was obtained. In addition, about 10 lice eggs were attached to the hair bundle.
2.5 mL of each composition was placed in a petri dish (φ90 mm), the hair bundle was dipped, and allowed to stand for 5 minutes. Subsequently, the hair bundle was transferred to a mesh (aperture 177 μm), rinsed with running water (1 minute at 50 mL / second), removed water, and then transferred to a petri dish (φ90 mm) with clean filter paper. The petri dish was allowed to stand in an incubator (30 ° C.) for 10 days, and visually observed after 10 days to examine the hatching inhibition rate. The hatching inhibition rate is
It calculated | required from the following formula. The control was tested according to the performance of each specimen.
Hatching rate (%) = number of test specimens hatched / control hatching rate Hatching inhibition rate (%) = (1−test specimen hatching rate / control hatching rate) × 100
The test is performed a plurality of times (3 to 12 times) for each composition, and the hatching inhibition rate is the average value.
The results are shown in Table 4.
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
 表4の結果から、本発明の特定脂肪酸エステルであるイソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシル(実施例1~3)は、ジメチコンと併用した場合、強いシラミ卵の孵化阻害効果を有することがわかった。 From the results of Table 4, the specific fatty acid esters of the present invention, isodecyl isononanoate, isotridecyl isononanoate, and 2-hexyldecyl 2-ethylhexanoate (Examples 1 to 3), when used in combination with dimethicone, It was found to have a hatching inhibitory effect.
(試験例4)
 試験例1でシラミ卵に対して強い孵化阻害効果が確認された検体1~3を用いてシラミ成虫に対する殺虫効力を評価した。
 下記表5に示す処方に従い、各組成物(実施例10~16、比較例4~7)を調製した。
(Test Example 4)
The insecticidal efficacy against adult lice was evaluated using specimens 1 to 3 that were confirmed to have a strong hatching inhibitory effect on lice eggs in Test Example 1.
Each composition (Examples 10 to 16 and Comparative Examples 4 to 7) was prepared according to the formulation shown in Table 5 below.
<24時間後致死率の測定>
 各組成物2.5mLをシャーレ(φ90mm)に取り、そこにコロモジラミの雌成虫10頭を供し、5分間接触させた。続いて、供試虫をメッシュ(目開き177μm)に移し、流水(50mL/秒、1分間)で検体を洗い流した。供試虫を清潔なろ紙に移し、水気を取ってから清潔なろ紙を敷いたシャーレ(φ90mm)に移した。シャーレをインキュベーター内(30℃)に静置し、24時間後の致死数を観測した。致死率は下記の計算式より求めた。なお、比較例4は、シャーレにコロモジラミを供したもののみで同様に試験したものである。
  致死率(%)=試験検体による致死数/供試虫数×100
 試験は各検体に対して2反復実施し、致死率はその平均値とする。結果を表5に示す。
<Measurement of fatality after 24 hours>
2.5 mL of each composition was placed in a petri dish (φ90 mm), and 10 female adults of body lice were provided thereto and contacted for 5 minutes. Subsequently, the test insects were transferred to a mesh (aperture 177 μm), and the specimen was washed away with running water (50 mL / second, 1 minute). The test insects were transferred to a clean filter paper, drained, and then transferred to a petri dish (φ90 mm) with clean filter paper. The petri dish was left in the incubator (30 ° C.), and the lethal number after 24 hours was observed. The lethality was calculated from the following formula. In addition, the comparative example 4 tested similarly using only what gave the body lice to the petri dish.
Lethality rate (%) = number of lethality by test sample / number of test insects x 100
The test is repeated twice for each specimen, and lethality is the average value. The results are shown in Table 5.
<皮膚刺激性試験>
 白色モルモット(Hartley系(日本エスエルシー株式会社より購入)、雄28~30週齢)の左右背部を電気バリカンで除毛し、皮膚を露出させた。各組成物を1.2×1.2cmのリント布(ピップトウキョウ株式会社製)に一定量(50μL/cm)を含浸させ、5×6cmの大きさの密封性サージカルテープBlenderm(住友スリーエム社)で裏打ちし、パッチを作製し、皮膚表面(約150cm)に貼付し、さらに、伸縮性粘着テープ(エラテックス3号 2.5cm×5m、アルケア社)を白色モルモットの胴体に巻いてパッチを覆い、24時間閉塞貼付した。24時間後、パッチを除去し、その24時間後の皮膚反応を観察し、皮膚刺激性を評価した。
 皮膚反応の評価は、大水疱を有する皮膚反応や強度紅斑の出た場合を「強い刺激性がある:××」、明らかな紅斑とともに水疱を有する皮膚反応が出た場合を「刺激性がある:×」、軽度の紅斑が見られたが実使用上の問題はないものを「弱い刺激性があり:△」、かすかな紅斑が出た(かすかな赤みが見られた)が実使用上は全く問題のないものを「ほとんど刺激性がない:〇」、外見上の変化がないものを「刺激性がない:◎」として評価した。結果を表5に示す。なお、表5中の「N.D.」は皮膚刺激性試験を未実施であることを示す。
<Skin irritation test>
The left and right backs of white guinea pigs (Hartley (purchased from Nippon SLC Co., Ltd., male 28-30 weeks old) were removed with an electric clipper to expose the skin. Each composition was impregnated with a fixed amount (50 μL / cm 2 ) in a lint cloth (produced by Pip Tokyo Co., Ltd.) of 1.2 × 1.2 cm, and a hermetic surgical tape Blender (Sumitomo 3M) having a size of 5 × 6 cm. Backing, making a patch, affixing it to the skin surface (approx. 150 cm 2 ), and then covering the patch by winding an elastic adhesive tape (Elatex 3 2.5 cm x 5 m, Alcare) around the body of a white guinea pig And occluded for 24 hours. After 24 hours, the patch was removed, and the skin reaction after 24 hours was observed to evaluate skin irritation.
The skin reaction was evaluated as “strongly irritating when skin reaction with large blisters or strong erythema appears: XX”, and when skin reaction with blisters with obvious erythema appears as “irritating” : X ”, slight erythema was observed but there was no problem in actual use“ Slightly irritating: △ ”, faint erythema (slight redness was observed) on actual use No problem was evaluated as “almost no irritation: ◯”, and no change in appearance as “no irritation: ◎”. The results are shown in Table 5. In Table 5, “ND” indicates that the skin irritation test has not been performed.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 表5の結果から、本発明の特定脂肪酸エステルであるイソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシル(実施例10~12)は、シラミ成虫に対する24時間後の致死率が80%以上であり、シラミ成虫に対しても強い防除効果を持つことを確認した。イソノナン酸イソトリデシルを有効成分として含有する実施例13~17についても24時間後の致死率は100%であり、全てのコロモジラミを致死させることができた。
 また、本発明の特定脂肪酸エステルは、流動イソパラフィンのような溶剤やデカメチルシクロペンタシロキサン等のシリコーン油と併用することにより、24時間後の致死率を確保しつつ、皮膚に対する刺激性を抑制できることがわかった。
From the results of Table 5, the specific fatty acid esters of the present invention, isodecyl isononanoate, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate (Examples 10 to 12), have a lethality after 24 hours against adult lice. It was 80% or more, and it was confirmed that it has a strong control effect against adult lice. Also in Examples 13 to 17 containing isotridecyl isononanoate as an active ingredient, the lethality after 24 hours was 100%, and all leaf lice were able to be lethal.
In addition, the specific fatty acid ester of the present invention can suppress irritation to the skin while securing a lethality after 24 hours by using in combination with a solvent such as liquid isoparaffin and silicone oil such as decamethylcyclopentasiloxane. I understood.
(試験例5)
 ノミの卵として、ネコノミ(Ctenocephalides felis BOUCHE)の卵(産卵後24時間以内のもの)を使用した。
 ガラスシャーレ(φ90mm)にネコノミ卵を20~35個取り、イソノナン酸イソトリデシル500μLを滴下し、シャーレを傾けながらネコノミ卵を浸漬させた後、10分間静置した。その後、ろ紙を敷いたブフナー漏斗にネコノミ卵のみを移し、市販のシャンプー剤250μLを滴下し、馴染ませた。続いて、水1mLを滴下しながら吸引濾過を行い、シャンプー剤を洗い落とした。
 洗浄したネコノミ卵を25℃、75%RHの条件下、3日間保管し、その後の孵化数を計数した。試験は5回行った。結果を表6に示す。
 また、コントロールとして、イソノナン酸イソトリデシルを滴下せずに、シャンプー剤での洗浄処理のみを行った。具体的に、ろ紙を敷いたブフナー漏斗にネコノミ卵を20~35個取り、市販のシャンプー剤250μLを滴下し、馴染ませた後、水1mLを滴下しながら吸引濾過を行い、シャンプー剤を洗い落とした。その後、洗浄したネコノミ卵を25℃、75%RHの条件下、3日間保管し、その後の孵化数を計数した。試験は5回行った。結果を表6に示す。
(Test Example 5)
As a flea egg, a cat flea (Ctenocephalides felis BOUCHE) egg (within 24 hours after spawning) was used.
20 to 35 cat flea eggs were placed in a glass petri dish (φ90 mm), 500 μL of isotridecyl isononanoate was dropped, and the cat flea eggs were immersed while tilting the petri dish, and then allowed to stand for 10 minutes. Thereafter, only the cat flea eggs were transferred to a Buchner funnel with filter paper, and 250 μL of a commercially available shampoo agent was added dropwise to adjust. Subsequently, suction filtration was performed while dropping 1 mL of water to wash off the shampoo agent.
The washed cat flea eggs were stored for 3 days under conditions of 25 ° C. and 75% RH, and the number of hatching thereafter was counted. The test was performed 5 times. The results are shown in Table 6.
Further, as a control, only the washing treatment with a shampoo agent was performed without adding isotridecyl isononanoate dropwise. Specifically, 20 to 35 cat flea eggs were placed on a Buchner funnel with filter paper, 250 μL of a commercially available shampoo agent was added dropwise, and after acclimation, suction filtration was performed while 1 mL of water was added dropwise to wash off the shampoo agent. . Thereafter, the washed cat flea eggs were stored for 3 days under conditions of 25 ° C. and 75% RH, and the number of hatching thereafter was counted. The test was performed 5 times. The results are shown in Table 6.
 得られた孵化数から、下記の計算式(1)、(2)により、孵化率及び孵化阻害率を算出した。結果をあわせて表6に示す。
  孵化率(%)=(孵化数の合計数)/(供試したネコノミ卵の合計数)×100・・・(1)
  孵化阻害率(%)=(1-試験検体の孵化率/コントロールの孵化率)×100・・・(2)
The hatching rate and hatching inhibition rate were calculated from the obtained hatching numbers by the following formulas (1) and (2). The results are shown in Table 6.
Hatching rate (%) = (total number of hatched eggs) / (total number of cat flea eggs tested) × 100 (1)
Hatching inhibition rate (%) = (1−test sample hatching rate / control hatching rate) × 100 (2)
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
 表6の結果から、本発明の特定脂肪酸エステルであるイソノナン酸イソトリデシルは孵化阻害率が70.7%であり、ネコノミ卵に対して強い孵化阻害効果を確認できた。 From the results in Table 6, isotridecyl isononanoate, which is a specific fatty acid ester of the present invention, has a hatching inhibition rate of 70.7%, and a strong hatching inhibitory effect on cat flea eggs was confirmed.
 続いて、本発明に係るシラミ卵の孵化阻害剤を配合した毛髪剤の処方例(製剤例1~22)を示す。 Subsequently, prescription examples (formulation examples 1 to 22) of hair preparations containing the lice egg hatching inhibitor according to the present invention are shown.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000013
Figure JPOXMLDOC01-appb-T000013
Figure JPOXMLDOC01-appb-T000014
Figure JPOXMLDOC01-appb-T000014
Figure JPOXMLDOC01-appb-T000015
Figure JPOXMLDOC01-appb-T000015
Figure JPOXMLDOC01-appb-T000016
Figure JPOXMLDOC01-appb-T000016
Figure JPOXMLDOC01-appb-T000017
Figure JPOXMLDOC01-appb-T000017
Figure JPOXMLDOC01-appb-T000018
Figure JPOXMLDOC01-appb-T000018
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000020
Figure JPOXMLDOC01-appb-T000020
Figure JPOXMLDOC01-appb-T000021
Figure JPOXMLDOC01-appb-T000021
Figure JPOXMLDOC01-appb-T000022
Figure JPOXMLDOC01-appb-T000022
Figure JPOXMLDOC01-appb-T000023
Figure JPOXMLDOC01-appb-T000023
Figure JPOXMLDOC01-appb-T000024
Figure JPOXMLDOC01-appb-T000024
Figure JPOXMLDOC01-appb-T000025
Figure JPOXMLDOC01-appb-T000025
Figure JPOXMLDOC01-appb-T000026
Figure JPOXMLDOC01-appb-T000026
Figure JPOXMLDOC01-appb-T000027
Figure JPOXMLDOC01-appb-T000027
Figure JPOXMLDOC01-appb-T000028
Figure JPOXMLDOC01-appb-T000028
 本発明を詳細にまた特定の実施態様を参照して説明したが、本発明の精神と範囲を逸脱することなく様々な変更や修正を加えることができることは当業者にとって明らかである。本出願は、2014年10月22日出願の日本特許出願(特願2014-215298)に基づくものであり、その内容はここに参照として取り込まれる。 Although the present invention has been described in detail and with reference to specific embodiments, it will be apparent to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention. This application is based on a Japanese patent application filed on October 22, 2014 (Japanese Patent Application No. 2014-215298), the contents of which are incorporated herein by reference.

Claims (7)

  1.  脂肪酸残基およびアルコール残基を含む脂肪酸エステルであって、前記脂肪酸残基および前記アルコール残基のいずれもが分岐構造を有し、かつ、前記アルコール残基の炭素数が前記脂肪酸残基の炭素数よりも多い脂肪酸エステルからなる吸血性害虫卵の孵化阻害剤。 A fatty acid ester containing a fatty acid residue and an alcohol residue, wherein both the fatty acid residue and the alcohol residue have a branched structure, and the carbon number of the alcohol residue is carbon of the fatty acid residue A hatching inhibitor of blood-sucking pest eggs consisting of more fatty acid esters.
  2.  前記脂肪酸エステルが、イソノナン酸イソデシル、イソノナン酸イソトリデシルおよび2-エチルヘキサン酸2-へキシルデシルからなる群から選択される少なくとも1つである請求項1に記載の吸血性害虫卵の孵化阻害剤。 The blood-sucking insect egg hatching inhibitor according to claim 1, wherein the fatty acid ester is at least one selected from the group consisting of isodecyl isononanoate, isotridecyl isononanoate and 2-hexyldecyl 2-ethylhexanoate.
  3.  前記吸血性害虫が、シラミ及びノミのうちの少なくとも一種である請求項1または請求項2に記載の吸血性害虫卵の孵化阻害剤。 The blood-sucking pest egg hatching inhibitor according to claim 1 or 2, wherein the blood-sucking pest is at least one of lice and fleas.
  4.  請求項1~請求項3のいずれか1項に記載の吸血性害虫卵の孵化阻害剤を含有する吸血性害虫の殺虫組成物。 An insecticidal composition for blood-sucking pests comprising the hatching inhibitor for blood-sucking pest eggs according to any one of claims 1 to 3.
  5.  シリコーン油を含有する請求項4に記載の吸血性害虫の殺虫組成物。 The insecticidal composition for blood-sucking pests according to claim 4, which contains silicone oil.
  6.  前記シリコーン油が、環状シリコーンである請求項5に記載の吸血性害虫の殺虫組成物。 The blood-sucking pest insecticidal composition according to claim 5, wherein the silicone oil is a cyclic silicone.
  7.  請求項4~請求項6のいずれか1項に記載の吸血性害虫の殺虫組成物を含む毛髪剤を用いて、毛髪又は体毛を洗浄することを含む吸血性害虫の殺虫方法。 A method for killing blood-sucking pests, comprising washing the hair or body hair using a hair preparation containing the insecticidal composition for blood-sucking pests according to any one of claims 4 to 6.
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JP2019081752A (en) * 2017-10-30 2019-05-30 アース製薬株式会社 Method of inhibiting colonization by blood-sucking pests and colonization inhibitor against blood-sucking pests
JP2019189533A (en) * 2018-04-19 2019-10-31 株式会社大阪製薬 Louse egg control agent
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