WO2020004203A1 - COMPOSITION CONTENANT DU D-chiro-INOSITOL - Google Patents

COMPOSITION CONTENANT DU D-chiro-INOSITOL Download PDF

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Publication number
WO2020004203A1
WO2020004203A1 PCT/JP2019/024384 JP2019024384W WO2020004203A1 WO 2020004203 A1 WO2020004203 A1 WO 2020004203A1 JP 2019024384 W JP2019024384 W JP 2019024384W WO 2020004203 A1 WO2020004203 A1 WO 2020004203A1
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WO
WIPO (PCT)
Prior art keywords
acid
composition
mass
salt
inositol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2019/024384
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English (en)
Japanese (ja)
Inventor
信哉 宅見
公輔 田中
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kobayashi Pharmaceutical Co Ltd
Original Assignee
Kobayashi Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kobayashi Pharmaceutical Co Ltd filed Critical Kobayashi Pharmaceutical Co Ltd
Publication of WO2020004203A1 publication Critical patent/WO2020004203A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • A61K8/34Alcohols
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362Polycarboxylic acids
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365Hydroxycarboxylic acids; Ketocarboxylic acids
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/14Drugs for dermatological disorders for baldness or alopecia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00Preparations for affecting hair growth

Definitions

  • the present invention relates to a composition comprising D-chiro-inositol.
  • the present invention also relates to an external preparation containing the composition.
  • Inositol (1,2,3,4,5,6-cyclohexanehexaol) has a structure in which one hydrogen atom on each carbon of cyclohexane is replaced by one hydroxy group, and is known as a vitamin-like active substance. I have. Inositol has nine types of stereoisomers depending on the combination of hydroxy group configurations.
  • Patent Document 1 discloses a hair restorer containing inositol as an active ingredient.
  • “inositol” used in the prior art refers to myo-inositol (cis-1,2,3,5-trans-4) as an additive for pharmaceuticals, quasi-drugs, cosmetics, and the like. , 6-cyclohexanehexaol) (see, for example, Non-Patent Documents 1 to 3).
  • the present inventors have found that among stereoisomers of inositol, chiro-inositol is a compound useful as a hair restorer (see Patent Document 2).
  • D-chiro-inositol is a water-soluble compound among the isomers of inositol.
  • D-chiro-inositol was used as a solution further containing a solvent other than water.
  • a problem in the feeling of use as a preparation Specifically, as a problem of such a feeling of use, a rough feeling and a burning feeling were confirmed.
  • an object of the present invention is to provide a composition capable of improving the feeling of use as a preparation even when the composition further contains a solvent other than water.
  • the present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, in an aqueous solution in which the proportion of water is equal to or less than a predetermined value, a composition containing D-chiro-inositol and an organic acid or a salt thereof is found. Even when the composition further contains a solvent other than water, the present inventors have found that the composition can improve the feeling of use as a preparation, and have completed the present invention.
  • the present invention provides the following inventions.
  • [1] comprising D-chiro-inositol, an organic acid and / or a salt thereof, and water; A composition having a water content of less than 40% by mass.
  • [2] The composition according to [1], wherein the content of D-chiro-inositol is 0.001 to 20% by mass.
  • [3] containing an organic acid, The composition according to [1] or [2], wherein the organic acid is a monocarboxylic acid or a polycarboxylic acid.
  • [4] containing a polycarboxylic acid The composition according to [3], wherein the polycarboxylic acid is citric acid or edetic acid.
  • An external preparation for scalp comprising the composition according to any one of [1] to [7].
  • composition of the present invention is a composition containing D-chiro-inositol, an organic acid or a salt thereof, and water.
  • D-chiro-inositol examples include, but are not particularly limited to, those extracted from naturally occurring buckwheat, beans, citrus, etc., those extracted and purified from legumes by fermentation, those chemically synthesized, and Commercial products can be mentioned.
  • the extraction method is not particularly limited, and a known extraction method can be used.
  • the content of D-chiro-inositol in the composition of the present invention is not particularly limited, but is preferably 0.001 to 20% by mass, more preferably 0.01 to 20% by mass, and still more preferably 0 to 20% by mass. 0.05 to 15% by mass, more preferably 1 to 10% by mass, still more preferably 3 to 7% by mass.
  • % by mass means the mass percentage of the components contained in the composition with respect to the mass of the entire composition.
  • X to Y means that it is X or more and Y or less.
  • the composition of the present invention can be used as an external preparation.
  • external preparations include, for example, agents for cracks and irrigations, agents for rashes and sores, agents for sea urchin and octopus, agents for dryness and irritations, agents for wrinkles and spots, humectants, hair dyes, hair restorers, shampoos, Rinse, conditioner, lotion, cream, milky lotion, hand cream, medicated soap, pack and the like can be mentioned.
  • the composition of the present invention contains D-chiro-inositol, a composition having a vitamin-like effect and a hair-growth activity can be obtained, and may be used as a hair-growth agent.
  • the hair growth activity is, specifically, an activity relating to hair shaft growth promotion, hair growth, prevention of hair loss, and the like, and preferably an activity relating to hair shaft growth promotion and hair growth.
  • the composition of the present invention contains an organic acid or a salt thereof, and preferably contains an organic acid and a salt of the organic acid.
  • an organic acid or a salt thereof even when the composition further contains a solvent other than water, for example, a monoalcohol having 1 to 3 carbon atoms, the feeling of use in a preparation containing the composition of the present invention can be improved. It becomes. It is presumed that such an effect is attributable to the fact that the organic acid or a salt thereof exerts a chelating effect and functions to reduce the stimulus contributed by a solvent other than water, for example, a monoalcohol having 1 to 3 carbon atoms. (However, the factor is not limited to this.)
  • the organic acid means an organic compound which is acidic alone in water.
  • the organic acid is not particularly limited as long as it is an organic compound exhibiting acidity, and examples thereof include monocarboxylic acids and polycarboxylic acids, and organic sulfonic acids. Among these, polyvalent carboxylic acids are preferable from the viewpoint that a good feeling in use can be obtained.
  • the monocarboxylic acid means an organic compound having one carboxylic acid in the molecule
  • the polyvalent carboxylic acid means an organic compound having two or more carboxylic acids in the molecule
  • the organic sulfonic acid means an organic compound having at least one sulfonic acid in a molecule.
  • a monocarboxylic acid For example, Formic acid, acetic acid, propionic acid, and valeric acid are mentioned.
  • polyvalent carboxylic acid examples include, but are not particularly limited to, dicarboxylic acid, tricarboxylic acid, and tetracarboxylic acid, and include, for example, citric acid, edetic acid, phthalic acid, isophthalic acid, terephthalic acid, succinic acid, fumaric acid, and maleic acid. Acids, malic acid, and tartaric acid. Among these, citric acid and edetic acid are preferred.
  • Organic sulfonic acids include, but are not limited to, methanesulfonic acid, benzenesulfonic acid, and taurine.
  • the salt in the organic acid salt is not particularly limited, and includes, for example, a sodium salt, a potassium salt, a calcium salt, and a magnesium salt. Of these, sodium salts are preferred.
  • the organic acids or salts thereof may be used alone or in combination of two or more. When two or more kinds are used in combination, a combination of two or more kinds of organic acids may be used, or a combination of two or more kinds of salts of organic acids may be used. These may be used in combination. When an organic acid and a salt of the organic acid are used, the organic acid and the organic acid of the salt of the organic acid may be the same or different, but the organic acid and the salt of the organic acid are used in combination. Is preferred.
  • the content of the organic acid or a salt thereof in the composition of the present invention is not particularly limited, but is usually 0.001 to 5% by mass, preferably 0.01 to 3% by mass, more preferably 0.03% by mass. To 1% by mass, more preferably 0.05 to 1% by mass.
  • the composition of the present invention may further include a surfactant.
  • a surfactant tends to make it possible to suppress the precipitation of D-chiro-inositol.
  • a surfactant in the composition of the present invention, it tends to be possible to improve the feeling of use in a preparation containing the composition of the present invention. It is presumed that the factor that exerts such effects is due to the fact that the surfactant improves the solubility of D-chiro-inositol in an aqueous solution (however, the factor is not limited to this).
  • the surfactant examples include, but are not particularly limited to, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and an amphoteric surfactant.
  • a nonionic surfactant is preferable from the viewpoint that a good feeling in use can be obtained.
  • One type of surfactant may be used alone, or two or more types may be used in combination.
  • the HLB value of the surfactant is not particularly limited, but is preferably 2 to 17, more preferably 6 to 17, and even more preferably 12 to 17.
  • HLB is an abbreviation for hydrophile-lipophile balance, and is one of the indices indicating the effect of a surfactant.
  • the HLB value when two or more surfactants are contained is a weighted average of the HLB values of each surfactant.
  • the nonionic surfactant means a surfactant that does not exhibit ionicity in an aqueous solution.
  • Nonionic surfactants include, but are not particularly limited to, for example, polyoxyethylene hydrogenated castor oil, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene sorbitan oleate, monoesters of oleic acid and glycerin, and oleic acid. Esters of diglycerin.
  • polyoxyethylene hydrogenated castor oil and polyoxyethylene polyoxypropylene alkyl ether are preferred from the viewpoint of suppressing the precipitation of D-chiro-inositol and obtaining a good feeling in use.
  • the cationic surfactant and the anionic surfactant mean a surfactant that becomes a cation and an anion when dissociated in an aqueous solution, respectively, and the amphoteric surfactant has a pH of the aqueous solution in the aqueous solution.
  • Means a surfactant that becomes one of a cation, an anion, and a zwitterion depending on the Examples of the cationic surfactant include, but are not particularly limited to, alkyldimethylamine, alkyltrimethylammonium salt, and dialkyldimethylammonium salt.
  • the anionic surfactant include, but are not particularly limited to, fatty acid salts and alkyl sulfates.
  • Examples of the amphoteric surfactant include, but are not particularly limited to, alkylamino fatty acid salts, alkyl betaines, and alkylamine oxides.
  • the content of the surfactant in the composition of the present invention is not particularly limited, but is usually 0.1 to 10% by mass, preferably 0.5 to 7% by mass, and more preferably 1 to 5% by mass. It is.
  • the content of water in the composition of the present invention is not particularly limited as long as it contains water within a range of less than 40% by mass, but is preferably 5% by mass or more, more preferably 8% by mass or more, It is more preferably at least 10% by mass, and even more preferably at least 15% by mass. Further, the content of water in the composition of the present invention is preferably 35% by mass or less, more preferably 30% by mass or less, and further preferably 25% by mass or less.
  • the content of water in the composition of the present invention may be selected from the above preferable upper and lower limits within a range of less than 40% by mass and is not particularly limited, but is preferably 5 to 35% by mass. , More preferably 10 to 30% by mass. When the proportion of water is within the above range, it becomes possible to improve the feeling of use in a preparation containing the composition of the present invention, and particularly to suppress the feeling of roughness.
  • water examples include pure water such as ion-exchanged water, ultrafiltration water, reverse osmosis water, and distilled water, and water from which ionic impurities such as ultrapure water have been removed as much as possible.
  • composition of the present invention may further contain a mono- and / or polyhydric alcohol having 1 to 3 carbon atoms.
  • a monoalcohol having 1 to 3 carbon atoms and / or a polyhydric alcohol By containing a monoalcohol having 1 to 3 carbon atoms and / or a polyhydric alcohol, a composition having antibacterial properties and moisture retention tends to be obtained.
  • the monoalcohol having 1 to 3 carbon atoms is methanol, ethanol, n-propanol and isopropanol, preferably ethanol and isopropanol, and more preferably ethanol.
  • the polyhydric alcohol means an alcohol having two or more hydroxyl groups in a molecule.
  • glycerin ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol (1,2-propanediol), dipropylene glycol, trimethylolpropane, 1,3-propylene glycol ( 1,3-propanediol), isobutylene glycol (2-methyl-1,2-propanediol), 1,2-butanediol, 1,3-butyleneglycol (1,3-butanediol), 1,4-butane Diol, 2-butene-1,4-diol, 1,2-pentanediol, 1,5-pentanediol, 2-methyl-2,4-pentanediol, 1,2-hexanediol, 1,6-hexanediol , 2-ethyl-1,3-hexanediol, 1, - heptanediol
  • the content of the mono-alcohol having 1 to 3 carbon atoms in the composition of the present invention is not particularly limited, but the content of the mono-alcohol having 1 to 3 carbon atoms can be set high.
  • the content of the monoalcohol having 1 to 3 carbon atoms in the composition of the present invention is usually 80% by mass or less, may be 60% by mass or less, may be 30 to 60% by mass, and may be 30 to 50% by mass. Or 30 to 40% by mass.
  • the content of the polyhydric alcohol in the composition of the present invention is not particularly limited, but is usually 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 0.5 to 30% by mass. And more preferably 0.5 to 20% by mass, and still more preferably 0.5 to 15% by mass.
  • the composition of the present invention may further include a monoterpene.
  • a monoterpene By containing a monoterpene, there is a tendency that a refreshing feeling can be imparted and a composition excellent in suppressing the precipitation of D-chiro-inositol can be obtained.
  • monoterpene examples include, but are not particularly limited to, monoterpene hydrocarbons such as limonene, pinene, and camphor; monoterpene alcohols such as citronellol, geraniol, linalool, menthol, terpineol, and borneol; monoterpenes such as citronellal, citral, and safranal Aldehydes; monoterpene ketones such as menthone, carbomentone, and yonone; Preferably, it is a monoterpene alcohol, and more preferably, menthol. These monoterpenes may be d-, l-, or dl-form.
  • menthol for example, l-menthol and d-menthol are preferred, and l-menthol is more preferred. It may be used as a mixture of 1-menthol and d-menthol. Monoterpenes may be used alone or in combination of two or more.
  • the content of the monoterpene in the composition of the present invention is not particularly limited, but in addition to imparting a refreshing feeling, suppressing precipitation of D-chiro-inositol, suppressing dripping and irritating feeling (crisp feeling) of the obtained composition. And 0.01 to 10% by mass, more preferably 0.05 to 2% by mass, and still more preferably 0.1 to 1.0% by mass because of excellent suppression of separation of the monoterpene itself. %, And still more preferably 0.7 to 1.0% by mass.
  • composition of the present invention may further contain additives that are generally acceptable in pharmaceuticals, quasi-drugs, cosmetics, and the like.
  • additives include, but are not limited to, excipients, stabilizers, odor correctors, bases, dispersants, diluents, emulsifiers, transdermal absorption enhancers, preservatives, coloring agents, oils (oils, fats, minerals, Oil, etc.), thickeners, polymers, film-forming agents, ultraviolet absorbers, cell activators, antioxidants, preservatives, fresheners, deodorants, pigments, dyes, fragrances, sugars, amino acids, vitamins, Organic acids, organic amines, plant extracts and the like can be mentioned.
  • the composition of the present invention is not particularly limited, and can be produced by mixing components contained in the present invention.
  • the order of mixing the components is not particularly limited.
  • the conditions for mixing are not particularly limited, and the composition of the present invention can be obtained according to a conventionally known method.
  • the composition of the present invention when used as an external preparation, it can be used as a drug, a quasi-drug, a cosmetic or the like.
  • it can be used as an external preparation for skin, an external preparation for hair, and an external preparation for scalp, and more specifically, a dermatological drug, a hair drug and a scalp drug, a quasi-drug for skin, and a hair
  • It can be used for quasi-drugs and quasi-drugs, as well as skin cosmetics, hair cosmetics and scalp cosmetics. More specifically, it can be in the form of an ointment, cataplasm, liniment, lotion, topical solution, dusting agent, cream, gel, emulsion, hair tonic, hair spray.
  • the “external preparation for hair” and the “external preparation for scalp” may be the same or different in the form and usage as the external preparation. Or scalp.
  • “external preparation for skin” is a concept including “external preparation for scalp” and means an external preparation that acts directly on the skin without being limited to the scalp.
  • the method of the invention comprises the step of administering a composition of the invention to a subject.
  • the dose of D-chiro-inositol per administration to a subject is not particularly limited, but is preferably 0.005 to 200 mg, more preferably 0.05 to 100 mg, and still more preferably 0.5 to 100 mg. 10 mg.
  • the frequency of administration of the composition of the present invention to a subject is not particularly limited, but is preferably 1 to 6 times per day, more preferably 1 to 3 times per day, and still more preferably 1 to 3 times per day. ⁇ 2 times.
  • composition of the present invention is administered is not particularly limited, and includes, for example, humans, animals such as domestic animals and pets.
  • D-chiro-inositol D-chiro-inositol (manufactured by Wako Pure Chemical Industries, Ltd .; hereinafter abbreviated as "DCI”) [Organic acid or salt thereof] Citric acid (Showa Kako) Sodium citrate (hereinafter abbreviated as “Na citrate”) (Showa Kako Co., Ltd.) Sodium edetate (hereinafter abbreviated as "Na edetate”) (manufactured by Junsei Chemical Co., Ltd.) Acetic acid (Wako Pure Chemical Industries, Ltd.) Isophthalic acid (Wako Pure Chemical Industries, Ltd.) Taurine (Mitsui Chemicals) [Monoalcohol with 1 to 3 carbon atoms] Ethanol (Wako Pure Chemical Industries, Ltd .; hereinafter abbreviated as "EtOH”) [water] purified water
  • Example 1 DCI and an organic acid and / or a salt thereof were dissolved in purified water so that each component had the composition shown in Table 1 below, and the remaining volumes were diluted and mixed with ethanol to prepare each composition as a preparation.
  • Degree of improvement (%) 100 ⁇ (average of questionnaire results in preparations not using organic acid or salt thereof in Table 1 ⁇ average of questionnaire results in preparations containing organic acid or salt thereof) / organic acid or its preparation in Table 1 Average questionnaire results for salt-free formulations
  • formulations having the same DCI content and water content were selected. Specifically, the DCI content of either “5% by mass” or “0.1% by mass” and “35% by mass”, “30% by mass”, or “25% by mass” is calculated.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Cosmetics (AREA)

Abstract

L'objectif de l'invention est d'obtenir une composition permettant d'améliorer la sensation lors de l'utilisation en tant que préparation pharmaceutique, même lorsque ladite composition contient également un solvant autre que de l'eau. Plus spécifiquement, l'invention concerne une composition contenant: du D-chiro-inositol, un acide organique ou un sel de celui-ci, et de l'eau, la teneur en eau étant inférieure à 40% en poids.
PCT/JP2019/024384 2018-06-29 2019-06-19 COMPOSITION CONTENANT DU D-chiro-INOSITOL Ceased WO2020004203A1 (fr)

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JP2018-125147 2018-06-29
JP2018125147A JP7203521B2 (ja) 2018-06-29 2018-06-29 D-chiro-イノシトールを含む組成物

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WO2020004203A1 true WO2020004203A1 (fr) 2020-01-02

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7350498B2 (ja) 2019-03-14 2023-09-26 小林製薬株式会社 外用組成物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008169185A (ja) * 2007-01-15 2008-07-24 Hoyu Co Ltd 毛髪処理剤組成物及び毛髪処理方法
WO2014135956A1 (fr) * 2013-03-07 2014-09-12 Laborest Italia S.P.A. Composition destinée à être utilisée dans le traitement du syndrome des ovaires polykystiques
WO2017188393A1 (fr) * 2016-04-27 2017-11-02 小林製薬株式会社 Agent de croissance capillaire
JP2019085342A (ja) * 2017-11-01 2019-06-06 小林製薬株式会社 D−chiro−イノシトールを含む組成物
JP2019085339A (ja) * 2017-11-01 2019-06-06 小林製薬株式会社 D−chiro−イノシトールを含む組成物

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008169185A (ja) * 2007-01-15 2008-07-24 Hoyu Co Ltd 毛髪処理剤組成物及び毛髪処理方法
WO2014135956A1 (fr) * 2013-03-07 2014-09-12 Laborest Italia S.P.A. Composition destinée à être utilisée dans le traitement du syndrome des ovaires polykystiques
WO2017188393A1 (fr) * 2016-04-27 2017-11-02 小林製薬株式会社 Agent de croissance capillaire
JP2019085342A (ja) * 2017-11-01 2019-06-06 小林製薬株式会社 D−chiro−イノシトールを含む組成物
JP2019085339A (ja) * 2017-11-01 2019-06-06 小林製薬株式会社 D−chiro−イノシトールを含む組成物

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