WO2023106121A1 - 水中油型乳化化粧料 - Google Patents

水中油型乳化化粧料 Download PDF

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Publication number
WO2023106121A1
WO2023106121A1 PCT/JP2022/043473 JP2022043473W WO2023106121A1 WO 2023106121 A1 WO2023106121 A1 WO 2023106121A1 JP 2022043473 W JP2022043473 W JP 2022043473W WO 2023106121 A1 WO2023106121 A1 WO 2023106121A1
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WO
WIPO (PCT)
Prior art keywords
oil
cosmetic
component
acid
cosmetic according
Prior art date
Application number
PCT/JP2022/043473
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English (en)
French (fr)
Japanese (ja)
Inventor
桃香 鐺
育浩 鈴木
裕介 奥山
Original Assignee
株式会社 資生堂
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.)
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Publication date
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Priority to JP2023566228A priority Critical patent/JPWO2023106121A1/ja
Priority to CN202280074571.2A priority patent/CN118215462A/zh
Publication of WO2023106121A1 publication Critical patent/WO2023106121A1/ja

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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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • 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
    • A61K8/31—Hydrocarbons
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • 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
    • A61K8/55—Phosphorus compounds
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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
    • 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
    • A61Q19/10—Washing or bathing preparations

Definitions

  • the present invention relates to an oil-in-water emulsified cosmetic.
  • Phospholipids such as lecithin are obtained from animals or plants and are used in cosmetics as emulsifiers.
  • an oil-in-water emulsified composition with improved emulsification stability containing phospholipids, nicotinamide, specific surfactants, etc. has been proposed (eg, Patent Document 1). Users are demanding that such a composition have a better feeling during use, and there is room for further improvement in the feeling during use.
  • cyclic carboxamide derivatives tend to be sticky when used in cosmetics.
  • the present inventors have surprisingly found that using an oil-in-water cosmetic containing a phospholipid and a specific cyclic carboxamide derivative can achieve excellent feeling during use.
  • the present invention is based on these findings.
  • a cyclic carboxamide derivative represented by formula (1) or a salt thereof (In the formula, R 1 is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, X is —CH 2 — or —N(R 2 )—, wherein R 2 is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, and n is an integer from 1 to 3), (B) a phospholipid; An oil-in-water emulsified cosmetic comprising (C) oil and (D) water.
  • R 1 is a hydroxyalkyl group having 1 to 3 carbon atoms
  • component (B) is lecithin or a lecithin derivative.
  • an oil-in-water emulsified cosmetic with an excellent feeling of use.
  • freshness, fit, and smoothness are obtained during application, and the skin is moisturized after application, and stickiness is suppressed.
  • the present invention provides an oil-in-water emulsified cosmetic (hereinafter referred to as "cosmetic (sometimes referred to as fees).
  • the cosmetic according to the present invention includes (A) a cyclic carboxamide derivative represented by formula (1) or a salt thereof (hereinafter sometimes referred to as component (A). Other components) is the same.).
  • component (A) a cyclic carboxamide derivative represented by formula (1) or a salt thereof (hereinafter sometimes referred to as component (A).
  • component (A) is the same.
  • R 1 is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom
  • X is —CH 2 — or —N(R 2 )—
  • R 2 is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom
  • n is an integer of 1-3.
  • the above hydrocarbon group is not particularly limited, and may be, for example, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a cycloalkylalkyl group, a haloalkyl group, an alkoxyalkyl group, or an alkoxycarbonylalkyl group, preferably is an alkyl group.
  • R 1 is a hydroxyalkyl group having 1 to 3 carbon atoms
  • X is —CH 2 — or —NH—
  • n is 1.
  • Specific examples of the cyclic carboxamide derivative represented by formula (1) include the following.
  • Component (A) is most preferably 1-(2-hydroxyethyl)-2-imidazolidinone.
  • the (A) component may be a salt of the cyclic carboxamide derivative represented by formula (1).
  • the type of salt is not particularly limited as long as it is a pharmacologically acceptable salt, and may be an inorganic salt or an organic salt.
  • inorganic salts include hydrochlorides, sulfates, phosphates, hydrobromides, sodium salts, potassium salts, magnesium salts, calcium salts, magnesium salts, ammonium salts and the like.
  • organic salts include acetates, lactates, maleates, fumarates, tartrates, methanesulfonates, p-toluenesulfonates, triethanolamine salts, amino acid salts and the like.
  • component (A) component can be blended one or two or more.
  • the blending amount of component (A) is preferably 0.05 to 7% by mass, more preferably 0.3 to 5% by mass, and still more preferably 1 to 3.5% by mass, relative to the total amount of the cosmetic. % by mass.
  • phospholipids refer to lipids having a phosphate ester structure in the molecule, preferably glycerol or sphingosine as a central skeleton in which fatty acids and phospholipids are bound, and alcohols are esterified to phosphoric acid. It has a combined structure.
  • component (B) examples include phosphatidic acid, bisphosphatidic acid, lecithin (phosphatidylcholine), phosphatidylethanolamine, phosphatidylmethylethanolamine, phosphatidylserine, phosphatidylinositol, phosphatidylglycerol, diphosphatidylglycerol, and sphingomyelin.
  • Lecithin or lecithin derivatives are preferred.
  • the origin of lecithin is not particularly limited, and for example, lecithin derived from plants such as soybean oil or animal-derived lecithin such as egg yolk can be used.
  • lecithin derivatives include hydrogenated lecithin (hydrogenated lecithin), lysolecithin having one fatty acid residue in one molecule, and hydrogenated lysolecithin. Hydrogenated lecithin is more preferred because hydrogenation improves oxidation stability.
  • Commercially available products include NIKKOL Resinol S10 (manufactured by Nikko Chemical Co., Ltd.).
  • the component (B) can be blended either alone or in combination of two or more.
  • the blending amount of component (B) is preferably 0.05 to 3% by mass, more preferably 0.1 to 1.5% by mass, and still more preferably 0.3%, based on the total amount of the cosmetic. ⁇ 0.7% by mass.
  • composition (C) Oil The cosmetic according to the present invention comprises (C) oil.
  • Component (C) includes, for example, hydrocarbon oils, silicone oils, ester oils, higher fatty acids, liquid oils, solid oils, and semi-solid oils, preferably hydrocarbon oils, silicone oils, and ester oils. selected from the group.
  • hydrocarbon oils examples include isododecane, isohexadecane, isoparaffin, mineral oil (liquid paraffin), ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and hydrogenated polydecene.
  • silicone oils include linear polysiloxanes (e.g., dimethicone, diphenylsiloxyphenyl trimethicone, diphenylpolysiloxane, etc.), cyclic polysiloxanes (e.g., octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, siloxane, etc.), silicone resins that form a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicones etc., preferably chain polysiloxane.
  • linear polysiloxanes e.g., dimethicone, diphenylsiloxyphenyl trimethicone, diphen
  • ester oils include octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, and oleic acid.
  • higher fatty acids examples include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toric acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.
  • Liquid oils include, for example, avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, persic oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, and eno oil. , soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, sinagiri oil, Japanese pear oil, jojoba oil, germ oil, triglycerin and the like.
  • solid oils include cacao butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, Japanese wax kernel oil, hydrogenated oil, Japanese wax, and hydrogenated castor oil.
  • Semi-solid oils include, for example, shea butter, partially hydrogenated coconut oil, partially hydrogenated jojoba oil, and the like.
  • component (C) component can be blended one or two or more.
  • the blending amount of component (C) is preferably 0.5 to 15% by mass, more preferably 1 to 10% by mass, based on the total amount of the cosmetic.
  • the cosmetic according to the present invention contains (D) water.
  • water water used in cosmetics, quasi-drugs, etc. can be used, and for example, purified water, ion-exchanged water, tap water, etc. can be used.
  • the amount of water to be blended is preferably 20-95% by mass, more preferably 60-90% by mass, based on the total amount of the cosmetic composition according to the present invention.
  • the cosmetic according to the present invention can further contain (E) a nonionic surfactant.
  • Component (E) is not particularly limited as long as it is a nonionic surfactant that is commonly used in cosmetics, quasi-drugs, and the like. Preferably 12-18.
  • the HLB Hydrophile Balance
  • Component (E) is preferably selected from the group consisting of polyoxyethylene phytosterol, polyoxyethylene hydrogenated castor oil, and polyglycerin fatty acid ester, for example, PEG-10 phytosterol, PEG-30 phytosterol, PEG-40 hydrogenated Castor oil, PEG-60 hydrogenated castor oil, PEG-100 hydrogenated castor oil, polyglyceryl-2 triisostearate and the like.
  • component (E) component can be blended one or two or more.
  • the blending amount of component (E) is preferably 0.05 to 2% by mass, more preferably 0.1 to 1% by mass, based on the total amount of the cosmetic.
  • the cosmetic according to the present invention may further contain (F) a polyhydric alcohol.
  • Component (F) includes, for example, dihydric alcohols (e.g., ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol (BG), tetramethylene glycol, 2,3 -butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trihydric alcohols (eg, glycerin, trimethylolpropane, etc.); tetrahydric alcohols (eg, 1 , pentaerythritol such as 2,6-hexanetriol, etc.); pentahydric alcohols (eg, xylitol, etc.); hexahydric alcohols (eg, sorbitol, mannitol, etc.); poly
  • component (F) component can be blended one or two or more.
  • the blending amount of component (F) is preferably 5 to 40% by mass, more preferably 10 to 30% by mass, based on the total amount of the cosmetic.
  • the cosmetics according to the present invention can contain optional ingredients that are usually used in cosmetics and pharmaceuticals.
  • optional ingredients include thickeners, lower alcohols, sequestering agents, neutralizers, pH adjusters, antioxidants, preservatives, drugs, etc., and as long as the effects of the present invention are exhibited, one or two More than one species can be blended.
  • Thickeners include, for example, gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium araginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropyl Cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer (carbomer), (dimethylacrylamide/acryloyldimethyltaurate Na) crosspolymer, (acryloyldimethyltaurate ammonium/VP) copolymer, (acryloyldimethyltaurate ammonium methacrylate) Henneth-25) Crosspolymer, (Na acrylate/Na acryloyldimethyltaurate) copolymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate
  • lower alcohols examples include ethanol, 1-propanol, 2-propanol, isobutyl alcohol, t-butyl alcohol and the like.
  • sequestering agents include 1-hydroxyethane-1,1-diphosphonic acid, tetrasodium 1-hydroxyethane-1,1-diphosphonic acid, disodium edetate (EDTA-2Na), and trisodium edetate.
  • EDTA-2Na disodium edetate
  • trisodium edetate tetrasodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyl triacetate, and the like.
  • neutralizing agents examples include 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, potassium hydroxide, sodium hydroxide, triethanolamine, sodium carbonate, and the like. are mentioned.
  • pH adjusters include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate.
  • antioxidants include dibutylhydroxytoluene, butylhydroxyanisole, sodium pyrosulfite, and gallic acid esters.
  • antiseptics include paraoxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben, benzoic acid, salicylic acid, sorbic acid, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, and trichlorocarbanilide. , a photosensitive element, phenoxyethanol, and the like.
  • drugs include ascorbic acid (vitamin C), tranexamic acid, kojic acid, ellagic acid, arbutin, alkoxysalicylic acid, glycyrrhizic acid, tocopherol, retinol, and salts or derivatives thereof (e.g., sodium L-ascorbate, L -ascorbic acid ester magnesium salt, L-ascorbic acid glucoside, 2-O-ethyl-L-ascorbic acid, 3-O-ethyl-L-ascorbic acid, 4-methoxysalicylic acid sodium salt, 4-methoxysalicylic acid potassium salt, glycyrrhizin dipotassium acid, stearyl glycyrrhizinate, tocopherol acetate, retinol acetate, retinol palmitate, etc.), nicotinic acid and its derivatives (e.g.
  • nicotinamide caffeine, tannins, verapamil and its derivatives, licorice extract, glabridin, fire thorns fruit hot water extract, various crude drugs, hydrolyzed silk, hydrolyzed conchiolin, tea extract, tormentilla root extract, Angelica keiskei leaf/stem extract, aloe vera leaf extract, cherry leaf extract, angelica root extract, shiikuwasha pericarp extract, iris root extract , Soaring giraffe / Hijirimen / Honey kelp / Ugly laver / Wakame extract, Cattail extract, Hikiokoshi leaf / stem extract, Camellia seed extract, Honey kelp / Wakame extract, Mishima rhizome root extract, Dutch mustard leaf / stem extract, Cassia bark extract, Rosemary Leaf oil, lavender oil, glutamic acid, trimethylglycine, chlorphenesin, menthoxypropanediol and the like.
  • UV absorbers powder ingredients, fragrances, etc. can be added as appropriate.
  • Cosmetics according to the present invention include, for example, skin care cosmetics (e.g. lotions, milky lotions, creams, serums, packs, masks, etc.), makeup cosmetics (e.g., foundations, makeup bases, etc.), skin cleansers (e.g. , face wash, makeup remover, etc.), sunscreen cosmetics, ointments, and the like.
  • skin care cosmetics e.g. lotions, milky lotions, creams, serums, packs, masks, etc.
  • makeup cosmetics e.g., foundations, makeup bases, etc.
  • skin cleansers e.g. , face wash, makeup remover, etc.
  • sunscreen cosmetics ointments, and the like.
  • the cosmetic of the present invention is not particularly limited in emulsification method, and can be produced according to a conventional method.
  • Examples 1 to 10 and Comparative Examples 1 and 2 Using the formulations shown in Table 1, cosmetics of Examples 1 to 10 and Comparative Examples 1 and 2 were prepared by the following manufacturing method. The numerical value of each component in the table indicates % by mass. * 1: "NIKKOL Resinol S-10", manufactured by Nikko Chemicals Co., Ltd.
  • “Moistness after application” AA: All 10 panelists answered that there was moistness. A: 7 or more and 9 or less out of 10 panelists answered that it was moist. B: 4 or more and 6 or less out of 10 panelists answered that there was moistness. C: 1 or more and 3 or less of the 10 panelists answered that the skin was moist. D: All of panel 10 answered that it lacked moistness.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
PCT/JP2022/043473 2021-12-09 2022-11-25 水中油型乳化化粧料 WO2023106121A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2023566228A JPWO2023106121A1 (enrdf_load_stackoverflow) 2021-12-09 2022-11-25
CN202280074571.2A CN118215462A (zh) 2021-12-09 2022-11-25 水包油型乳化化妆品

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JP2021-200025 2021-12-09
JP2021200025 2021-12-09

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WO2023106121A1 true WO2023106121A1 (ja) 2023-06-15

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002020274A (ja) * 2000-06-12 2002-01-23 San-A Seiyaku Kk 非ステロイド性消炎鎮痛剤の外用貼付剤および外用貼付薬
JP2004123583A (ja) * 2002-10-01 2004-04-22 Kose Corp 化粧料
WO2011040496A1 (ja) * 2009-09-30 2011-04-07 株式会社資生堂 ヘパラナーゼ活性阻害剤
JP2018168105A (ja) * 2017-03-30 2018-11-01 株式会社コーセー 水中油型乳化組成物
JP2019014709A (ja) * 2017-07-07 2019-01-31 ポーラ化成工業株式会社 皮膚外用組成物

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002020274A (ja) * 2000-06-12 2002-01-23 San-A Seiyaku Kk 非ステロイド性消炎鎮痛剤の外用貼付剤および外用貼付薬
JP2004123583A (ja) * 2002-10-01 2004-04-22 Kose Corp 化粧料
WO2011040496A1 (ja) * 2009-09-30 2011-04-07 株式会社資生堂 ヘパラナーゼ活性阻害剤
JP2018168105A (ja) * 2017-03-30 2018-11-01 株式会社コーセー 水中油型乳化組成物
JP2019014709A (ja) * 2017-07-07 2019-01-31 ポーラ化成工業株式会社 皮膚外用組成物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE GNPD 16 May 2018 (2018-05-16), "Water Beam Toning Cream", XP093055094, retrieved from MINTEL Database accession no. 5679353 *

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CN118215462A (zh) 2024-06-18

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