WO2018030532A1 - Procédé inhibant la pénétration dans la peau de produit repoussant les animaux nuisibles, et agent inhibiteur de pénétration dans la peau de produit repoussant les animaux nuisibles - Google Patents

Procédé inhibant la pénétration dans la peau de produit repoussant les animaux nuisibles, et agent inhibiteur de pénétration dans la peau de produit repoussant les animaux nuisibles Download PDF

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WO2018030532A1
WO2018030532A1 PCT/JP2017/029186 JP2017029186W WO2018030532A1 WO 2018030532 A1 WO2018030532 A1 WO 2018030532A1 JP 2017029186 W JP2017029186 W JP 2017029186W WO 2018030532 A1 WO2018030532 A1 WO 2018030532A1
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Prior art keywords
pest repellent
skin
ether
penetration
polyoxypropylene
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PCT/JP2017/029186
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English (en)
Japanese (ja)
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麻由 川口
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アース製薬株式会社
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Priority to CN201780049350.9A priority Critical patent/CN109843055B/zh
Publication of WO2018030532A1 publication Critical patent/WO2018030532A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N25/00—Biocides, 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
    • A01N25/02—Biocides, 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 containing liquids as carriers, diluents or solvents
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N25/00—Biocides, 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
    • A01N25/30—Biocides, 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 characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N25/00—Biocides, 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
    • A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N37/00—Biocides, 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
    • A01N37/18—Biocides, 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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N37/00—Biocides, 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
    • A01N37/44—Biocides, 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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/46—N-acyl derivatives
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring

Definitions

  • the present invention relates to a method for suppressing penetration of a pest repellent into the skin and a penetration inhibitor for penetration of the pest repellent into the skin.
  • various pest repellents have been used to prevent damage from blood-sucking insects such as mosquitoes, abs and bed bugs.
  • various examinations are made in order to improve the feeling of use, reduce irritation, and increase the sustainability of the repellent effect.
  • Patent Document 1 in order to improve the sustainability, dispersibility, storage stability and usability of the pest repellent effect by the pest repellent component, the pore volume is 1 ml / g or less, the average pore diameter is 100 mm or less, and the ratio
  • a pest repellent composition containing silica particles having a surface area of less than 500 m 2 / g is disclosed and described as being used as an aerosol.
  • Patent Document 2 discloses ultraviolet rays in order to prevent deterioration of repellent components caused by exposure to sunlight or the like in a pest repellent for human body containing natural mineral water with improved usability and irritation to the human body.
  • a human pest repellent containing an absorbent is disclosed.
  • the silicic acid anhydride particles are hydrophobic, the silicic acid silicic acid particles settle on the bottom of the container during storage, and the container is shaken and mixed each time during use. The particles must be dispersed.
  • problems such as clogging of the injection port or stem hole or sticking to the injection surface as a lump when a large amount of silica particles are injected In some cases, a desired effect cannot be obtained unless the proper use is made during use.
  • Patent Document 2 the pest repellent for human body of Patent Document 2 is not practical because it is not easy to obtain natural mineral water to be blended and it is difficult to stably supply it.
  • the conventional pest repellent composition and the pest repellent cannot retain a repellent effective amount of the pest repellent on the skin for a long time. Therefore, the persistence of the pest repellent effect of the pest repellent applied to the skin was insufficient.
  • pest repellents such as diet have skin irritation, if the pest repellent penetrates into the skin, it will irritate the skin, and safety when applied to the human body is insufficient. It was.
  • the object of the present invention is to provide a method for suppressing penetration of a pest repellent into the skin in order to improve the sustainability of the pest repellent effect on the skin over a long period of time with less irritation by the drug. There is.
  • the present inventor applied a specific ether compound together with a pest repellent to the skin to suppress the penetration of the pest repellent into the skin, and the pest repellent for a long time.
  • the present inventors have found that it can be retained on the skin surface) and have completed the present invention.
  • a pest repellent which applies to the skin at least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether together with the pest repellent A method of suppressing skin penetration.
  • the pest repellent includes N, N-diethyl-m-toluamide, 3- (Nn-butyl-N-acetyl) aminopropionic acid ethyl ester and 1-piperidinecarboxylic acid 2- (2-hydroxyethyl) )
  • the pest repellent is N, N-diethyl-m-toluamide, the N, N-diethyl-m-toluamide is 1.5 mg / 100 cm 2 or more and the ether compound is 0.3 mg / 100 cm.
  • a skin pest repellent inhibitor comprising at least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether.
  • ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether.
  • the penetration inhibitor for skin penetration of the pest repellent according to (6) which is used for suppressing penetration of at least one pest repellent selected from the group consisting of esters into the skin.
  • a pest repellent which applies at least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether to the skin together with the pest repellent. A method for suppressing irritation to the skin.
  • At least one ether system selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether By applying the compounds together, the penetration of the pest repellent into the skin can be suppressed. As a result, the pest repellent can be retained on the skin for a long time, and the sustainability of the pest repellent effect on the skin can be improved.
  • the pest repellent effect can be maintained for a long time, and a preparation with less irritation to the human body can be provided. Further, since the penetration of the pest repellent into the skin can be suppressed by the method of the present invention, even when the pest repellent is used at a high concentration, irritation to the skin of the pest repellent can be suppressed, On the other hand, a safer preparation can be provided.
  • FIG. 1 is a schematic diagram of a horizontal diffusion cell used in a skin absorption inhibition test.
  • FIG. 2 is a graph showing the results of Test Example 2.
  • FIG. 3 is a graph showing the results of Test Example 3.
  • the present invention by applying to the skin at least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether together with a pest repellent,
  • the present invention provides a method for suppressing penetration of a pest repellent into the skin.
  • the present invention also relates to a pest repellent applied on the skin of at least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether.
  • permeation to the skin is provided.
  • N, N-diethyl-m-toluamide hereinafter referred to as “diet”
  • IR3535 3- (Nn-butyl-N-acetyl) aminopropionic acid ethyl ester
  • IR3535 1-butyl-N-acetyl aminopropionic acid ethyl ester
  • IR3535 1-butyl-N-acetyl aminopropionic acid ethyl ester
  • IR3535 N-butyl-N-acetyl aminopropionic acid ethyl ester
  • icaridin 1 -Piperidinecarboxylic acid 2- (2-hydroxyethyl) -1-methylpropyl ester
  • p-menthane-3,8-diol 2-ethyl-1,3-hexadiol
  • Citronella peppermint, cedarwood, lavender, tea tree oil, cinnamon bark, camphor, lemongrass, clover, ginger, geranium, bergamont, laurel, pine, red peach, Benny royal, eucalyptus, Indian sedan, etc.
  • Extracted essential oils and extracts, as well as pyrethroids such as pyrethrin, allethrin, phthalthrin, resmethrin, flamethrin, phenothrin, permethrin, ciphenothrin, praretrin, etofenprox, empentrin, transfluthrin, methfluthrin, profluthrin, etc. be able to.
  • pest repellents can be used singly or in combination of two or more, and among these, it is preferable to use Diet, IR3535, and icaridin from the viewpoint of high versatility.
  • the affinity with a drug having a log P value of 1 to 4 when measured at 20 to 25 ° C. is improved. It is known to easily penetrate into the skin. Therefore, a pest repellent having a log P value in the range of 1 to 4 has good affinity with the hydrophobic stratum corneum and easily penetrates into the stratum corneum. Therefore, a pest repellent having a log P value of 1 to 4 and a large amount of penetration into the skin is composed of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether described later.
  • the effect of the present invention that suppresses penetration of a pest repellent into the skin by at least one ether compound selected from the group is more remarkably obtained.
  • the log P value is a coefficient representing the polarity depending on the ease of distribution of the substance into water and octanol as defined in Chemical Reviews vol 71 (6), 525 (1971).
  • the log P value of the drug can be calculated by calculation software (PALAAS: CompDrug Chemistry Ltd.), for example, Diet has LogP of 2, IR3535 has LogP of 1.7, and icaridin has LogP of 2.1. .
  • At least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether (hereinafter referred to as “specific ether”).
  • specific ether polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether
  • the ethylene oxide group or propylene oxide group of oxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether has an action to retain a pest repellent and protects against skin penetration. It is presumed to exert an excellent effect in suppressing the penetration of the agent into the skin.
  • the present invention is a method for suppressing the penetration of a pest repellent into the skin by applying a specific ether compound together with the pest repellent to the skin, and improving the persistence of the pest repellent effect of the pest repellent on the skin Is also provided.
  • the present invention also provides a method for suppressing the penetration of the pest repellent into the skin and the stimulation of the pest repellent on the skin by applying the specific ether compound together with the pest repellent to the skin. .
  • the specific ether compound used in the present invention preferably has a weight average molecular weight of 500 to 10,000. If the weight average molecular weight of the specific ether compound is 500 or more, the desired effect of the present invention is sufficiently obtained, and if it is 10,000 or less, preparation of the preparation becomes easy.
  • the weight average molecular weight of the specific ether compound is more preferably 600 or more, further preferably 650 or more, more preferably 5,000 or less, and further preferably 4,000 or less.
  • the weight average molecular weight can be measured by gel permeation chromatography.
  • the polymerization degree of the specific ether compound is preferably 3 to 200. If the polymerization degree of the specific ether compound is 3 or more, the desired effect of the present invention can be sufficiently obtained, and the specific ether compound having a polymerization degree of 200 or less is preferable because of its high versatility.
  • the degree of polymerization of the specific ether compound is more preferably 5 or more, further preferably 9 or more, more preferably 100 or less, and still more preferably 80 or less. In the case of a copolymer, the sum may be in the above range.
  • the carbon number of the specific ether compound is preferably 10 to 600. If the number of carbon atoms of the specific ether compound is 10 or more, the desired effect of the present invention is sufficiently obtained, and if it is 600 or less, compatibility with various components is increased when a pest repellent composition is obtained. 20 or more are more preferable, as for carbon number of a specific ether type compound, 30 or more are more preferable, 400 or less are more preferable, and 200 or less are still more preferable.
  • the average addition mole number of oxypropylene of the specific ether compound is preferably 3 to 100.
  • polyoxyethylene polyoxypropylene alkyl ether is 5 to 100.
  • the polyoxypropylene diglyceryl ether is 3 to 20, and the polyoxypropylene alkyl ether is 3 to 100.
  • polyoxyethylene polyoxypropylene alkyl ether examples include polyoxyethylene (9) polyoxypropylene (10) butyl ether, polyoxyethylene (17) polyoxypropylene (17) butyl ether, polyoxyethylene (30) polyoxypropylene (30) Butyl ether, polyoxyethylene (37) polyoxypropylene (38) butyl ether, polyoxyethylene (10) polyoxypropylene (8) cetyl ether, polyoxyethylene (20) polyoxypropylene (8) cetyl ether, etc.
  • the alkyl group preferably has 1 to 30 carbon atoms, more preferably 1 to 5 carbon atoms.
  • the desired effect of the present invention can be sufficiently obtained, and when it is used as a pest repellent composition, the compatibility with various components is high, and further the usability is good. Can do.
  • the average added mole number of oxyethylene is preferably 5 to 100, more preferably 5 to 50.
  • the average added mole number of oxypropylene is preferably 5 to 100, more preferably 5 to 50.
  • the desired effect of this invention can fully be acquired as the average addition mole number of oxypropylene is the said range.
  • polyoxyethylene polyoxypropylene alkyl ether commercially available products can be used.
  • polyoxypropylene diglyceryl ether examples include polyoxypropylene (9) diglyceryl ether and polyoxypropylene (14) diglyceryl ether.
  • the average added mole number of oxypropylene is preferably from 3 to 20, more preferably from 5 to 15. The desired effect of this invention can fully be acquired as the average addition mole number of oxypropylene is the said range.
  • polyoxypropylene diglyceryl ether commercially available products can be used.
  • Examples include “SY-DP14” and “SY-DP9” (both are trade names) manufactured by the company.
  • polyoxypropylene alkyl ether examples include polyoxypropylene (12) butyl ether, polyoxypropylene (52) butyl ether, polyoxypropylene (15) stearyl ether, and the like.
  • the alkyl group preferably has 1 to 30 carbon atoms, more preferably 1 to 5 carbon atoms.
  • the average number of moles of oxypropylene added is preferably 3 to 100, more preferably 3 to 60. The desired effect of this invention can fully be acquired as the average addition mole number of oxypropylene is the said range.
  • polyoxypropylene alkyl ether commercially available products can be used.
  • the polyoxyethylene polyoxypropylene alkyl ether includes polyoxyethylene (9) polyoxypropylene (10) butyl ether, polyoxyethylene, from the viewpoint of compatibility with various components when making a pest repellent composition.
  • Polyoxypropylene (17) butyl ether, polyoxyethylene (30) polyoxypropylene (30) butyl ether, polyoxyethylene (37) polyoxypropylene (38) butyl ether are preferably used, and polyoxypropylene diglyceryl ether
  • polyoxypropylene (9) diglyceryl ether it is preferable to use polyoxypropylene (12) butyl ether, polyoxypropylene ( It is preferred to use 2) ether.
  • polyoxyethylene polyoxypropylene alkyl ether from the point that the penetration inhibitory effect of the pest repellent into the skin is high.
  • the specific ether compound of the present invention When the specific ether compound of the present invention is applied to the skin together with a pest repellent, it is preferable to use the specific ether compound in an amount of 1 to 300 parts by mass, more preferably 100 parts by mass of the pest repellent.
  • the amount is 3 to 200 parts by mass, more preferably 5 to 100 parts by mass.
  • both the pest repellent and the specific ether compound may be applied simultaneously or separately. From the viewpoint of easy spreading on the entire skin, the stimulation of pest repellents such as diet, etc. being alleviated, and from the viewpoint of simplicity, it is preferable to apply both to the skin at the same time.
  • pest repellents and specific ether compounds When applying pest repellents and specific ether compounds to the skin, for example, pumps, lotions, wet tissues, roll-on agents, coating agents, gels, creams, aerosols, etc. can do.
  • Solvents that can be used include, for example, tap water, purified water, ionic water, and the like, ethyl alcohol, isopropyl alcohol, lauryl alcohol, cetanol, 2-hexyldecanol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, lanolin alcohol, and the like.
  • Examples include alcohols, ethylene glycol, diethylene glycol monoethyl ether, triethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, 1,3-pentanediol, glycerol and other polyhydric alcohols, hydrocarbon solvents, and the like.
  • emulsifying / dispersing agent examples include sorbitan trioleate, polyoxyethylene monooleate, polyoxyethylene alkyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, decaglycerin mono Surfactant such as oleate, propylene glycol dioleate, polyoxyethylene stearamide, polyoxyethylene lauryl ether phosphate, glycerin fatty acid ester, stearyl alcohol, polyvinyl pyrrolidone, lanolin fatty acid, polyisoethylene stearate polyoxyethylene glyceryl, lower alcohol And polyhydric alcohols.
  • sorbitan trioleate polyoxyethylene monooleate
  • polyoxyethylene alkyl ether polyoxyethylene nonylphenyl ether
  • polyoxyethylene hydrogenated castor oil polyoxyethylene alkyl ether
  • decaglycerin mono Surfactant such as oleate, propylene glyco
  • the adherence amount of the diet to the skin is 1.5 mg / 100 cm 2 or more, more preferably 5.0 mg. / 100 cm 2 or more, and the specific ether compound is preferably applied so that the amount of the specific ether compound attached to the skin is 0.3 mg / 100 cm 2 or more.
  • a diet with an amount of 1.5 to 150 mg / 100 cm 2 and the specific ether compound of the present invention with an amount of 0.3 to 450 mg / 100 cm 2 .
  • a coating agent, a roll-on agent or a wet tissue agent for example, when an aerosol agent or a pump agent is used when applied to the skin, a nozzle, a valve, an injection pressure, etc. are adjusted, a coating agent, a roll-on agent or a wet tissue agent.
  • the adhesion amount of the pest repellent and the specific ether compound to the skin may be adjusted by adjusting the shape of the coated surface or the material property of the coated part.
  • the aerosol container may be pressurized and filled so that the propellant is 40 to 95 v / v% with respect to the whole preparation.
  • the propellant for example, liquefied petroleum gas, dimethyl ether, alternative chlorofluorocarbon, compressed gas (carbon dioxide, nitrogen), and a mixture thereof can be used.
  • the basis weight of the support is preferably 20 to 80 g / m 2 .
  • the basis weight of the support is 20 to 80 g / m 2, it is possible to incorporate, hold, apply and impregnate a desired pest repellent and a specific ether compound.
  • the pest repellent at 70 to 300 ml / m 2 on a support having a thickness of about 0.1 to 5 mm.
  • a support having a thickness of about 0.1 to 5 mm By holding the pest repellent on the support at 70 to 300 ml / m 2 , it is possible to incorporate, hold, apply and impregnate the desired pest repellent and the ether compound of the present invention.
  • woven fabric such as flannel, cotton, silk, polyester, nylon, or the like made from these materials
  • non-woven fabric such as polyester, polyolefin, nylon, cotton, rayon, vinylon, cellulose, or the like made from these materials
  • a sheet-like resin foam obtained by foaming polyethylene, polypropylene, ethylene-vinyl acetate copolymer, polyvinyl chloride, or the like can be used.
  • an arbitrary amount of powder for example, an arbitrary amount of powder, a fragrance component, a sterilizing / preserving component, a moisturizing component, an increasing amount, for the purpose of improving the feeling of use, increasing the repellent effect of pests, or imparting a bactericidal effect.
  • a viscosity agent, a lubricant, a solubilizer, a pH adjuster, a stabilizer and the like can be contained.
  • inorganic powder such as hydrophobic silica, calcium silicate, diatomaceous earth, high purity silica, anhydrous silicic acid, talc, calcium carbonate, magnesium stearate, acid clay, white carbon, pearlite; octenyl succinic acid corn starch ester aluminum, etc.
  • alkenyl succinate starch Natural powders such as silk powder; powders such as resins such as nylon and polypropylene; fragrance ingredients such as menthol, mint oil, mint oil; phenol, paraoxybenzoic acid ester, salicylic acid and salts thereof
  • Bactericidal and antiseptic ingredients such as benzalkonium chloride, cetylpyridinium chloride, chlorhexidine gluconate, phenoxyethanol; sodium hyaluronate, ceramide, collagen, placenta extract, milk protein, soy Moisturizing ingredients (wetting agents) such as bit, glycerin, ascorbic acid (vitamin C derivative), N-stearoyl phytosphingodine, dipotassium glycyrrhizinate, meadowfoam oil, natural vitamin E; carboxyvinyl polymer, 3-octadecyloxy-2- Thickeners such as hydroxypropyl 2-hydroxypropylmethylcellulose, acrylic acid / alky
  • Pigment components such as safflower; octamethyltrisiloxane, decamethyltetrasiloxane, methylpolysiloxane, polyoxyethylene / methylpolysiloxane copolymer Lubricants; citric acid, sodium citrate, arginine, pH adjusting agents such as triisopropanolamine; glycerin mono-2-ethylhexyl ether, stabilizing agents such as diethylenetriaminepentaacetic acid pentasodium solution and the like.
  • higher fatty acid esters such as isopropyl myristate and hexyl laurate; aloe, peach, touki, cordyceps, tomato, carrot, boucle, red grape, ashitaba, artea, arnica, diatom, cucumber, tea, burdock, shiitake, jiou, taiso,
  • plant extracts such as strawberry tea, phan, loofah, button, lily, apple, litchi; silicone, etc.
  • Examples of the pests that can be repelled in the present invention include various biting pests such as mosquitoes, flyfish, house dust mites, fleas, sand flies, bed bugs, mountain bills, ticks, bees, ants, abs, and tsutsugamushi.
  • biting pests such as mosquitoes, flyfish, house dust mites, fleas, sand flies, bed bugs, mountain bills, ticks, bees, ants, abs, and tsutsugamushi.
  • the present invention relates to at least one ether system selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether in order to suppress penetration of the pest repellent into the skin.
  • the compound is applied to the skin together with a pest repellent, and relates to the use of the specific ether compound.
  • the persistence of the pest repellent effect is improved and the irritation to the skin is suppressed.
  • a pest repellent composition is provided.
  • the insect repellent examples include various compounds as described above.
  • the content of the pest repellent is usually 0.1 to 99.5 w / v%, more preferably 0.1 to 50 w / v%, still more preferably 0.5 to 50 w / v based on the pest repellent composition. It is v%, particularly preferably 1 to 30 w / v%.
  • the content of the pest repellent is 1 w / v% or more, the sustained effect is remarkable, and when it is 30 w / v% or less, the stickiness is small.
  • the effective amount of the specific ether compound is preferably 0.1 to 99.5 w / v%, more preferably 0.1 to 50 w / v%, still more preferably 0.5 to 30 w / v with respect to the pest repellent composition. It is v%, particularly preferably 0.5 to 10 w / v%.
  • the content of the specific ether compound is 0.5 w / v% or more, the sustained effect is remarkable, and when it is 10 w / v% or less, the stickiness is small.
  • the content of the specific ether compound is preferably 1 to 300 parts by mass when the content of the pest repellent is 100 parts by mass, and preferably 5 to 100 parts by mass. More preferred. By being the said range, the effect which suppresses the penetration
  • the pest repellent composition can be used as various preparations such as a pump agent, a lotion agent, a wet tissue agent, a roll-on agent, a coating agent, a gel agent, a cream agent and an aerosol agent as described above.
  • the preparation is performed using a known solvent, an emulsifying / dispersing agent, a propellant, etc. as described above, and if necessary, a nonwoven fabric, an actuator, What is necessary is just to combine with an applicator, a pump apparatus, an aerosol apparatus, etc., and to make it a desired formulation form.
  • the present invention also relates to penetration of a pest repellent into the skin, comprising at least one ether compound selected from the group consisting of polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether and polyoxypropylene alkyl ether.
  • An inhibitor is provided. Since this penetration inhibitor contains the specific ether compound of the present invention, the penetration of the pest repellent into the skin can be suppressed, and the pest repellent can be retained in the epidermis for a longer time.
  • Example 1 Skin absorption inhibition test> (Examples 1 to 7, Comparative Examples 1 to 3, Reference Example 1) According to the formulation shown in Table 1, each component was mixed with stirring to prepare a pest repellent composition. Using the obtained pest repellent composition, the amount of diet (log P: 2) remaining on the skin was measured according to the following test method.
  • the horizontal diffusion cell 10 is a device in which a receptor cell 2 and a donor cell 11 covered with a water jacket 4 are arranged in a horizontal state through a sample film (skin 1), and the receptor cell 2 and the donor cell 11 are joined to each other. Can be separated. In this test, the donor cell 11 side is used for fixing the sample film.
  • Mouse skin 1 (lab skin, obtained from Hoshino Experimental Animal Breeding Co., Ltd.) was attached to the horizontal diffusion cell 10 so that the dermis side of the skin 1 was positioned on the receptor cell 2 side. 2. About 45 ⁇ L of the prepared insect repellent composition was treated on the horny layer side (4.9 cm 2 ) of the skin 1, covered with aluminum foil 8, and the skin 1 was fixed with the tightening knob 6. 3. Receptor cell 2 was filled with 50 mL of physiological saline 9 and the cell was filled with physiological saline 9. 4). During the test, the receptor cell 2 stirs the physiological saline in the cell with a stirrer 3, and hot water at 37 ° C.
  • the temperature in the receptor cell 2 was kept constant at 37 ° C. 5). From the time when the temperature in the receptor cell 2 reached 37 ° C., 3 mL of physiological saline 9 was sampled from the sampling port 7 of the receptor cell 2 every hour. Thereafter, the same amount of physiological saline was returned to the receptor cell 2 to keep the liquid volume constant. 6). The amount of diet in the sampling solution was measured by high performance liquid chromatography (HPLC).
  • HPLC high performance liquid chromatography
  • Table 2 shows the results obtained by the above test. If the residual amount on the skin is 0.05 mg / cm 2 or more, it can be determined that it has a repellent effect.
  • Example 2 Blood absorption prevention test> (Examples 8 to 9, Comparative Examples 4 to 5) According to the formulation shown in Table 3, each component was mixed under stirring to prepare a pest repellent composition. Using the obtained pest repellent composition, the repellent rate was measured according to the following test method.
  • the test was conducted according to the following procedure. 1. About 50 female Aedes albopictus were released in a metal cage (length 25 cm ⁇ width 25 cm ⁇ height 25 cm) equipped with an openable and closable arm insertion window (about 113 cm 2 ). 2. The prepared pest repellent composition was applied to the back of the subject's hand, and after application, a rubber glove with the back of the hand cut into a substantially square shape of 5 cm ⁇ 5 cm was worn. The coating amount was 1.34 ⁇ L / cm 2 . 3.
  • the repellent rate was calculated by the following formula from the number of landings of Aedes albopictus in the case of treating the pest repellent composition (treated group) and the number of Aedes albopictus in the untreated group.
  • Repellent rate (%) (No treatment area landing number-Treatment area landing number) / No treatment area landing number x 100
  • Example 3 Blood absorption prevention test> (Example 10, Comparative Examples 6-7) According to the formulation shown in Table 5, each component was mixed with stirring to prepare a pest repellent composition. Comparative Example 6 has the same formulation as Comparative Example 5 in Test Example 2. Using the obtained pest repellent composition, the repellent rate was measured according to the following test method.
  • ⁇ Test method The test was conducted according to the following procedure. 1. About 50 female Aedes albopictus were released in a metal cage (length 25 cm ⁇ width 25 cm ⁇ height 25 cm) equipped with an openable and closable arm insertion window (about 113 cm 2 ). 2. The prepared pest repellent composition was applied to the back of the subject's hand, and after application, a rubber glove with the back of the hand cut into a substantially square shape of 5 cm ⁇ 5 cm was worn. The coating amount was 0.80 ⁇ L / cm 2 . 3.
  • the repellent rate was calculated by the following formula from the number of landings of Aedes albopictus in the case of treating the pest repellent composition (treated group) and the number of Aedes albopictus in the untreated group.
  • Repellent rate (%) (No treatment area landing number-Treatment area landing number) / No treatment area landing number x 100
  • Example 10 has a duration of 9 hours for which the repelling rate is 80% or more, 7 hours than Comparative Example 6 having the same diet content, and a repelling rate of 80% or more. Was able to continue. Further, in Example 10, the duration time in which the repelling rate was 80% or more was equal to or more than that in Comparative Example 7 in which the diet content was tripled. From these results, it was found that according to the present invention, the pest repellent effect can be maintained for a long time even when the pest repellent is used at a low concentration.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
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Abstract

L'invention a pour objet de fournir un procédé qui inhibe la pénétration dans la partie interne de la peau de produit repoussant les animaux nuisibles, afin de réduire l'irritation due aux produits chimiques, et d'améliorer la persistance d'un effet répulsif d'animaux nuisibles au niveau de la peau sur une longue période. Selon le procédé inhibant la pénétration dans la peau de produit repoussant les animaux nuisibles de l'invention, au moins un composé éther choisi dans un groupe constitué d'un polyoxyéthylène polyoxypropylène alkyl éther, d'un polyoxypropylène diglycéryl éther et d'un polyoxypropylène alkyl éther, est appliqué sur la peau avec un produit repoussant les animaux nuisibles.
PCT/JP2017/029186 2016-08-10 2017-08-10 Procédé inhibant la pénétration dans la peau de produit repoussant les animaux nuisibles, et agent inhibiteur de pénétration dans la peau de produit repoussant les animaux nuisibles WO2018030532A1 (fr)

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JP2021147334A (ja) * 2020-03-17 2021-09-27 日油株式会社 経皮吸収抑制剤および害虫忌避剤組成物
CN115530178A (zh) * 2022-10-31 2022-12-30 原上科技(河南)有限公司 一种驱避触杀蜱虫的组合物及其制备方法和应用

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JPH11171703A (ja) * 1997-12-08 1999-06-29 Fumakilla Ltd 害虫忌避エアゾール
JPH11255606A (ja) * 1998-03-09 1999-09-21 Sekisui Chem Co Ltd 防虫剤
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CN115530178A (zh) * 2022-10-31 2022-12-30 原上科技(河南)有限公司 一种驱避触杀蜱虫的组合物及其制备方法和应用

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