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WO2012133408A1 - Composition de médicament à usage externe en forme de film - Google Patents

Composition de médicament à usage externe en forme de film Download PDF

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Publication number
WO2012133408A1
WO2012133408A1 PCT/JP2012/057935 JP2012057935W WO2012133408A1 WO 2012133408 A1 WO2012133408 A1 WO 2012133408A1 JP 2012057935 W JP2012057935 W JP 2012057935W WO 2012133408 A1 WO2012133408 A1 WO 2012133408A1
Authority
WO
WIPO (PCT)
Prior art keywords
film
external preparation
form external
preparation composition
composition
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/JP2012/057935
Other languages
English (en)
Japanese (ja)
Inventor
聡子 岸本
千里 ▲高▼清水
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.)
Shiseido Co Ltd
Original Assignee
Shiseido 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 Shiseido Co Ltd filed Critical Shiseido Co Ltd
Publication of WO2012133408A1 publication Critical patent/WO2012133408A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0204—Specific forms not provided for by any of groups A61K8/0208 - A61K8/14
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • the present invention relates to a film-form external preparation composition, and more particularly to improvement of its usability.
  • an active ingredient is added to an aqueous solution of a film forming agent such as cellulose derivative, agar, gelatin, sugar, etc., and the film is applied to a substrate and dried.
  • a film forming agent such as cellulose derivative, agar, gelatin, sugar, etc.
  • a topical preparation in the form of a powder is known.
  • this type of external preparation is used by adding moisture at an application site, dissolving the film, and packing or coating.
  • Such a film-form external preparation has an advantage that the component can be efficiently and surely supplied to the application part as compared with a sheet-type external preparation impregnated with an active ingredient in a nonwoven fabric or the like.
  • a film-form external preparation using a cellulose derivative such as hydroxypropylethylcellulose or methylcellulose as a film-forming agent has been reported to have excellent solubility, hygroscopicity, drying resistance, blocking resistance and the like (for example, Patent Document 1).
  • glycylglycine is an amino acid-based medicinal component having an effect of concealing pores and imparting elasticity to the skin, and its use in cosmetics such as a cosmetic liquid is known (Patent Document 2).
  • cosmetic liquids containing such amino acid-based medicinal ingredients are liable to discolor, change odor, and crystallize due to high temperature conditions and long-term aging, and it is difficult to maintain stability.
  • glycylglycine there is a limit to glycylglycine that can be blended into a cosmetic liquid, and it has not been possible to produce a cosmetic liquid in which the ingredients are blended at a higher concentration and the effects that the glycylglycine exhibits efficiently. .
  • Patent Document 3 describes that a cosmetic liquid containing glycylglycine can be impregnated into a nonwoven fabric containing a specific component to prevent discoloration, and Patent Document 4 contains glycylglycine in a peel-off pack. Examples have been described. However, even in such a form of cosmetic, due to problems such as crystallization over time, it must be a product containing glycylglycine in an amount limited to a large amount of moisture, and this component is applied to the skin at a high concentration. It has not been applied and fully effective.
  • the present invention has been made in view of the above problems, and provides a film-form external preparation composition that contains an amino acid-based medicinal ingredient as an active ingredient in a stable and high concentration and efficiently supplies the active ingredient to the skin. The purpose is to do.
  • amino acid-based medicinal ingredients can be stably blended by using as a component of a dried water-soluble film, and with a small amount of water, It discovered that the said medicinal component could be supplied to skin with high density
  • the amino acid-based medicinal component is preferably glycylglycine and / or d-glutamic acid.
  • the film-form external preparation composition preferably contains 0.01 to 10% by mass of glycylglycine and / or d-glutamic acid.
  • the film-form external preparation composition preferably contains 40 to 70% by mass of a cellulose derivative as a film forming agent. Moreover, it is suitable for the said film-form external preparation composition to add water. Moreover, the usage method of the film-form external preparation composition which concerns on this invention is piled up a gel sheet from the top so that the said film-form external preparation composition may be covered.
  • the film-form external preparation in which an amino acid medicinal component is stably blended. Furthermore, since the film-like outer solvent composition becomes a high-concentration high-concentration amino acid-based medicinal component-containing cosmetic liquid when dissolved in water on the skin, the effect of the medicinal component can be efficiently given to the skin. It becomes. Therefore, the film-form external preparation concerning this invention is excellent in usability, such as the effect with respect to a pore, and the non-stickiness at the time of use.
  • the film-form external preparation composition according to the present invention contains an effective amount of an amino acid-based medicinal component in a dry state.
  • the amino acid-based medicinal component means an amino acid, an amino acid derivative, a peptide and / or a salt thereof that can be blended in cosmetics or quasi drugs.
  • amino acid-based medicinal ingredients include amino acids and derivatives thereof such as tranexamic acid, d-glutamic acid, glycine, alanine, serine, arginine, lysine, hydroxyproline, and salts thereof or derivatives thereof.
  • glycylglycine and / or its salt are mentioned as a peptide and / or those salts.
  • glycylglycine and d-glutamic acid are likely to cause discoloration, odor change, and crystallization under high temperature conditions and long-term aging when blended at high concentrations in liquid cosmetics such as cosmetic liquids, and stable blending is difficult.
  • it is suitable for use in the film-like outer solvent composition of the present invention.
  • the compounding amount of the amino acid-based medicinal component in the film-form external preparation composition of the present invention is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass with respect to the film-form external preparation composition. is there. If the compounding amount of the amino acid-based medicinal component is less than 0.01% by mass, the effect of the medicinal component may not be sufficiently obtained. If the compounding amount exceeds 10% by mass, the component is completely dissolved in water when the film is used. May not dissolve in water or may become sticky during use.
  • a film-form external preparation in which amino acid-based medicinal ingredients are blended in the above-mentioned blending amount range is blended with conventional beauty essence or lotion by adding water to such an extent that the film dissolves during use.
  • the film formation agent for making an active ingredient into a film form can be mix
  • the kind of film forming agent to be used is not limited, it is particularly preferable to use a cellulose derivative in the present invention.
  • Cellulose derivatives are generally compounds obtained by chemically modifying some or all of the hydroxy groups of cellulose.
  • cellulose derivatives include water-soluble cellulose ethers such as methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, hydroxypropyl hydroxyethyl cellulose, hydroxyethyl methyl cellulose, ethyl cellulose, and carboxymethyl cellulose. In the present invention, it is particularly preferable to use hydroxypropylmethylcellulose.
  • film forming agents examples include polyvinyl alcohol, collagen, starch, gelatin, agar, and sugar.
  • starch in addition to natural starch, etherification (eg, hydroxypropylation, hydroxyethylation, hydroxymethylation, hydroxyalkylation such as hydroxypropylmethylation), esterification (eg, acetylation), organic ester, etc.
  • modified starches such as cross-linked, oxidized, enzyme-converted and acid hydrolysates thereof.
  • sugar examples include water-soluble polysaccharides such as pullulan, erucinane, sodium alginate, pectin, tamarind gum, xanthan gum, guar gum, tara gum, locust bean gum, arabinogalactan, gum arabic, chitosan, amylose, amylopectin, dextran and mannan. Is mentioned.
  • water-soluble polysaccharides such as pullulan, erucinane, sodium alginate, pectin, tamarind gum, xanthan gum, guar gum, tara gum, locust bean gum, arabinogalactan, gum arabic, chitosan, amylose, amylopectin, dextran and mannan.
  • the film-forming agent may be used alone or in combination of two or more, and the total blending amount is preferably 40 to 70% by mass, more preferably with respect to the film-form external preparation composition of the present invention. Is 50 to 70% by mass, more preferably 55 to 65% by mass. If the blending amount of the film-forming agent with respect to all components used for production is less than 40% by mass, the blocking resistance of the film may be insufficient.
  • the film-form external preparation composition according to the present invention can be produced by applying an aqueous solution of the above components onto a substrate and drying it, and forming it into a flat sheet. That is, the film-form external preparation composition is preferably formed by drying an aqueous solution containing 0.01 to 10% by mass of an amino acid-based medicinal ingredient and 40 to 70% by mass of a film forming agent.
  • the thickness of the dried film is preferably 10 to 60 ⁇ m, more preferably 10 to 40 ⁇ m. If the thickness of the water-soluble sheet exceeds 60 ⁇ m, the film may not be sufficiently dissolved at the time of use, and if it is less than 10 ⁇ m, the effect on the skin by the blended components may be insufficient.
  • the component normally used for cosmetics, a pharmaceutical, and a quasi-drug other than the said component can be mix
  • the components include 1,3-butylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, hexylene glycol, glycerin, diglycerin, xylitol, maltitol, maltose, D-mannitol, hyaluronic acid and the like.
  • lower alcohols such as ethanol and propanol
  • benzoic acid UV absorbers such as paraaminobenzoic acid
  • anthranilic acid UV absorbers such as methyl anthramylate
  • salicylic acid UV absorbers such as octyl salicylate and phenyl salicylate
  • Cinnamic acid UV absorbers such as isopropyl cinnamate, octyl paramethoxycinnamate, di-2-methoxycinnamate mono-2-ethylhexanoate, 2,4-dihydroxybenzophenone, 2-hydroxy- Benzophenone ultraviolet absorbers such as methoxybenzophenone and 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, urocanic acid, 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, 4-tert-butyl UV absorbers such as -4'-methoxybenzoylmethane; sequestering agents such as sodium e
  • the moisturizing agent can give the composition a smooth feeling after use.
  • the blending amount of the humectant is preferably 30% by mass or less with respect to the film-form external preparation composition in consideration of the film forming property of the cellulose derivative.
  • hydrocarbon oils such as petrolatum, squalane and microcrystalline wax
  • ester oils such as jojoba oil, gee wax and carnauba wax
  • triglycerides such as olive oil and beef tallow
  • higher alcohols such as cetanol, oleyl alcohol and stearyl alcohol
  • stearic acid Higher fatty acids such as oleic acid
  • oils such as silicone oils such as dimethylpolysiloxane, decamethylcyclopentasiloxane, polyether-modified silicone, and other oil-soluble components are added by emulsifying and solubilizing them with a surfactant. Also good.
  • Surfactants include nonionic surfactants such as fatty acid monoglyceride and polyoxyethylene hydrogenated castor oil; anionic surfactants such as sodium lauryl sulfate and alkylsulfosuccinate; cationic interfaces such as quaternary ammonium salts Activators; amphoteric surfactants such as alkylbetaines; polymer surfactants such as alkyl-modified carboxyvinyl polymers.
  • the film-form external preparation composition can be provided with medicinal effects by blending various drugs depending on the purpose.
  • the drug include vitamin A oil, retinol, retinol palmitate, inosit, pyridoxine hydrochloride, benzyl nicotinate, nicotinamide, nicotinic acid dl- ⁇ -tocopherol, ascorbic acid magnesium phosphate, ascorbic acid 2-glucoside, vitamin Vitamins such as D2 (ergocaciferol), 2-L ascorbic acid phosphate diester potassium salt, dl- ⁇ -tocopherol, dl- ⁇ -tocopherol acetate, pantothenic acid, biotin, pyridoxine hydrochloride, CoQ10; tranexamic acid, allantoin, Anti-inflammatory agents such as glycyrrhizinate, azulene and lysozyme chloride
  • the film-form external preparation composition according to the present invention is particularly preferably applied to the skin immediately after washing.
  • Skin immediately after washing refers to bare skin that has not been applied immediately after washing.
  • the film-form external preparation composition is applied after washing the face and before applying a basic cosmetic such as a lotion or emulsion or a makeup cosmetic such as a foundation.
  • the film-form external preparation composition of this invention can be used by adding water to a composition on skin.
  • the method for adding water is not particularly limited, and water may be added to the film-form external preparation composition applied to the skin, or the film-form external preparation composition may be applied to the skin moistened with water. Further, water may be added to the film on the palm or the like and then applied to the application part.
  • the liquid or gel composition contains an amino acid-based medicinal ingredient in a concentrated manner, and can effectively bring the effect of the medicinal ingredient to the skin rather than using a liquid cosmetic such as a cosmetic liquid.
  • the liquid or gel composition is applied to the application part as needed, covered with a sheet-like base material, packed, or left as it is to supply the components to the skin. Can do.
  • the water to be added to the film may be a liquid composition containing components other than water, such as lotion or cosmetic liquid, as long as it contains water enough to dissolve the film-form external preparation composition. Good.
  • the means for adding and dissolving water in the film-form external preparation composition of the present invention is not limited, but the use of a gel sheet with a thickening polysaccharide is particularly preferable.
  • the gel sheet refers to a composition in which moisture is gelled with a thickening polysaccharide, which is formed into a sheet shape, and is usually used by layering from above so as to cover the film-form external preparation composition of the present invention attached to the skin. To do.
  • a film-form external preparation composition can be dissolved with the water
  • membrane can be dissolved easily and efficiently by hold
  • the gel sheet for example, a composition comprising 10 to 80% by mass of carrageenan, 5 to 50% by mass of locust bean gum, 5 to 50% by mass of xanthan gum, and 5 to 50% by mass of mannan in an aqueous solution of 1 to 6% by mass.
  • a concentration of% can be suitably used, but its composition and shape are not limited as long as it can give sufficient moisture to the film-form external preparation composition.
  • a translucent to transparent gel sheet is used, the dissolved state of the film-form external preparation composition can be easily confirmed.
  • the film-form external preparation composition which concerns on this invention can be used with product forms, such as a pore shrink film and a moisture retention film, according to the effect of the amino acid type medicinal ingredient to mix
  • blend unless the effect of this invention is impaired, the said composition mix
  • Such product forms of the present invention include, for example, a rough skin improving film, a wrinkle-stretching film, an exfoliating film, a film for preventing pores, a moisturizing agent for body, a whitening agent for body, a sunburn treatment agent, a wound / burn protection film, Itching medicine, acne / suppuration medicine, etc. are listed.
  • the present invention can be used for the purpose of transdermally administering a drug or the like targeting a site away from the application site, in addition to directly acting the active ingredient on the skin surface to which the film is applied and its periphery. It is included.
  • the blending amount is expressed in mass% with respect to the system in which the component is blended.
  • the film-form external preparation composition (film for pore prevention) of each test example manufactured from the composition shown in Table 1 below, an actual use test was conducted by a panel of 5 persons, and the effect on pores and the non-stickiness during use were observed. ⁇ Scoring and evaluation were performed according to the following criteria for usability based on the smooth feeling of the skin after use. The results are shown in Table 1.
  • the usage method of the film-form external preparation composition of each test example was as follows. ⁇ Use method A of film-form external preparation composition> Immediately after washing the face, a film (3 cm square) was affixed to the face, and a small amount of water was added to the film to dissolve it. The dissolved ingredients were spread on the skin and blended.
  • Evaluation criteria for usability (Effects on pores, non-stickiness during use, and smoothness of skin after use) 5 points: Excellent 4 points: Excellent 3 points: Normal 2 points: Inferior 1 point: Very inferior [Evaluation criteria] A: Total score of 21 or more by 5 panels ⁇ : Total score of 16 to 20 by 5 panels ⁇ : Total of 6 to 15 scores by 5 panels ⁇ : Total score of 5 panelists is 5 or less
  • the appearance of the composition after the aging stability sample was stored at 45 ° C. for 1 month was evaluated according to the following criteria.
  • saved in the state of the dry film ⁇ : No discoloration, odor change or crystallization was observed in the composition.
  • Hydroxypropyl methylcellulose was added to water and mixed to obtain an aqueous solution. Further, the remaining components were added to the aqueous solution and mixed to obtain a uniform solution. The solution was applied to a substrate and dried to obtain a film-like composition having a thickness of 10 ⁇ m.
  • a film-form external preparation composition (Test Examples 1-2 to 1-6) containing 0.01 to 10% by mass of glycylglycine is dissolved in a small amount of water to dissolve a thick glycerin. They can be used as sylglycine solutions, and all showed excellent feeling of use (effect on pores, non-stickiness during use, and smooth feeling after use). Further, after the storage test, no discoloration, odor change, or crystallization occurred in the film, and the stability over time was good. In particular, in Test Examples 1-3 to 1-5 in which the blending amount of glycylglycine was 0.05 to 5% by mass, both the effect on pores and the non-stickiness during use were improved.
  • Test Example 1-1 in which the blending amount of glycylglycine was 0.001% by mass, the effect on pores was insufficient, and in Test Example 1-7 in which 15% by mass was blended, stickiness was generated and stable over time. The properties also decreased significantly.
  • Test Example 1-8 in which the blending amount of dipropylene glycol as a humectant was increased, the smooth feeling after use was improved.
  • the film-form external material composition according to the present invention has a high concentration of amino acid-based medicinal ingredients without deteriorating the temporal stability of the composition by forming a composition containing an amino acid-based formulation into a film-like shape. It is clear that a cosmetic liquid (film solution) can be produced.
  • Gel sheet composition (Gel sheet manufacturing method) Add the mixture of (8) and (10) to the aqueous solution in which (5) to (7) and (9) are dissolved in (11) and stir, then add and mix (1) to (4) This was formed into a sheet and cooled.
  • the method of use B that can dissolve the film simply by covering the gel sheet from above is simpler than the method of use A in which water is directly added to the film and dissolved in the application part or on the palm. There was no sagging, and the operability was very high. Moreover, the moist feeling after use and the improvement of the persistence were recognized by using the gel sheet containing a lot of moisture. From these things, it is preferable to use the film-form external preparation composition concerning this invention, dissolving a film with the gel sheet which gelatinized the water
  • ⁇ Formulation Example 2 Rough skin improvement film> (Production method) Hydroxypropyl methyl cellulose was added to water and mixed to obtain an aqueous solution. Further, the remaining components were added to the aqueous solution and mixed to obtain a uniform solution. The solution was applied to a substrate and dried to obtain a rough skin improvement film.
  • Pore Care Film> (Production method) Methyl cellulose was added to water and mixed to obtain an aqueous solution. Further, the remaining components were added to the aqueous solution and mixed to obtain a uniform solution. The solution was applied to a substrate and dried to obtain a pore care film.
  • Moisturizing film> (Production method) Methyl cellulose was added to water and mixed to obtain an aqueous solution. Further, the remaining components were added to the aqueous solution and mixed to obtain a uniform solution. The solution was applied to a substrate and dried to obtain a moisture retaining film.
  • ⁇ Formulation Example 6 Rough skin improvement film> (Production method) Pullulan was added to water and mixed to obtain an aqueous solution. Further, the remaining components were added to the aqueous solution and mixed to obtain a uniform solution. The solution was applied to a substrate and dried to obtain a rough skin improvement film.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition de médicament à usage externe en forme de film qui contient de façon stable et à haute concentration un composant médical à base d'acides aminés comme ingrédient actif, et qui fournit avec efficacité l'ingrédient actif à la peau. La composition de médicament à usage externe en forme de film se caractérise en ce qu'elle contient une quantité efficace du composant médical à base d'acides aminés et un agent filmogène. En outre, dans la composition de médicament à usage externe en forme de film, le composant médical à base d'acides aminés est de préférence la glycylglycine et/ou l'acide d-glutamique. De plus, le médicament à usage externe en forme de film contient de préférence 0,01-10 % en masse de glycylglycine et/ou d'acide d-glutamique.
PCT/JP2012/057935 2011-03-28 2012-03-27 Composition de médicament à usage externe en forme de film Ceased WO2012133408A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011-070530 2011-03-28
JP2011070530 2011-03-28

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Publication Number Publication Date
WO2012133408A1 true WO2012133408A1 (fr) 2012-10-04

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TW (1) TW201244760A (fr)
WO (1) WO2012133408A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7778509B2 (ja) * 2021-09-24 2025-12-02 株式会社 資生堂 化粧料

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003342195A (ja) * 2002-05-28 2003-12-03 Shiseido Co Ltd 不全角化抑制剤、毛穴縮小剤及び皮膚外用剤
JP2005097191A (ja) * 2003-09-25 2005-04-14 Ken Products Kk パック化粧料
JP2005179342A (ja) * 2003-11-27 2005-07-07 Shiseido Co Ltd 不全角化抑制剤及び毛穴縮小剤
JP2006056804A (ja) * 2004-08-18 2006-03-02 Kanae Technos:Kk パック用シート
JP2010532377A (ja) * 2007-06-29 2010-10-07 ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー パーソナルケア溶解性フィルム
JP2010532375A (ja) * 2007-06-29 2010-10-07 ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー パーソナルケア溶解性フィルム

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003342195A (ja) * 2002-05-28 2003-12-03 Shiseido Co Ltd 不全角化抑制剤、毛穴縮小剤及び皮膚外用剤
JP2005097191A (ja) * 2003-09-25 2005-04-14 Ken Products Kk パック化粧料
JP2005179342A (ja) * 2003-11-27 2005-07-07 Shiseido Co Ltd 不全角化抑制剤及び毛穴縮小剤
JP2006056804A (ja) * 2004-08-18 2006-03-02 Kanae Technos:Kk パック用シート
JP2010532377A (ja) * 2007-06-29 2010-10-07 ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー パーソナルケア溶解性フィルム
JP2010532375A (ja) * 2007-06-29 2010-10-07 ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー パーソナルケア溶解性フィルム

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JP2012214456A (ja) 2012-11-08
TW201244760A (en) 2012-11-16

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