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WO2025129540A1 - Combinaisons d'un ou plusieurs alkylamidothiazoles et de diéthylhexyl syringylidènemalonate et préparations cosmétiques contenant de telles combinaisons - Google Patents

Combinaisons d'un ou plusieurs alkylamidothiazoles et de diéthylhexyl syringylidènemalonate et préparations cosmétiques contenant de telles combinaisons Download PDF

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Publication number
WO2025129540A1
WO2025129540A1 PCT/CN2023/140488 CN2023140488W WO2025129540A1 WO 2025129540 A1 WO2025129540 A1 WO 2025129540A1 CN 2023140488 W CN2023140488 W CN 2023140488W WO 2025129540 A1 WO2025129540 A1 WO 2025129540A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
preparations
cosmetic preparations
alkylamidothiazoles
cosmetic
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.)
Pending
Application number
PCT/CN2023/140488
Other languages
English (en)
Inventor
Luan LUAN
Hanjun CHEN
Donglin XIE
Xiao Zhu
Jessica Schaefer
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.)
Nivea Shanghai Co Ltd
Beiersdorf AG
Original Assignee
Nivea Shanghai Co Ltd
Beiersdorf AG
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 Nivea Shanghai Co Ltd, Beiersdorf AG filed Critical Nivea Shanghai Co Ltd
Priority to PCT/CN2023/140488 priority Critical patent/WO2025129540A1/fr
Priority to PCT/EP2024/087344 priority patent/WO2025132749A1/fr
Priority to CN202411879445.1A priority patent/CN120189347A/zh
Publication of WO2025129540A1 publication Critical patent/WO2025129540A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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
    • A61K8/49—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
    • A61K8/33—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
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • A61K8/67—Vitamins
    • A61K8/673—Vitamin B group
    • A61K8/675—Vitamin B3 or vitamin B3 active, e.g. nicotinamide, nicotinic acid, nicotinyl aldehyde
    • 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
    • A61K8/67—Vitamins
    • A61K8/678—Tocopherol, i.e. vitamin E
    • 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
    • A61Q19/08—Anti-ageing preparations

Definitions

  • cosmetic products not only serve to look beautiful and attractive, but with their effect they make a decisive contribution to increased self-esteem and the well-being of people. Accordingly, a wide variety of cosmetic products are used for the daily cleaning and care of human skin.
  • cosmetic preparations for the care of human skin are known from DE 102011083259 A1, which contain alkylamidothiazoles.
  • the alkylamidothiazoles used are used in the cosmetic preparations to combat and prevent undesired pigmentation of the skin. In this way, the user's complexion can be decisively improved.
  • alkylamidothiazoles can be used in cosmetic or dermatological preparations for the prophylaxis and treatment of sensitive skin, itching, dry skin and inflammatory symptoms of human skin.
  • the document discloses various cosmetic O/W emulsions for application to human skin.
  • DE 102013204110 A1 discloses a large number of cosmetic preparations for the care of human skin containing alkylamidothiazoles.
  • a particularly effective lightening of human skin is achieved by the combined use of alkylamidothiazoles with one or more cyclodextrins.
  • a disadvantage for example, is the fact that the color of newly produced cosmetic or dermatological preparations changes during storage. This occurs more intensely when the preparation is exposed to light.
  • Products are often selected based on their optical appearance or their skin. However, if the white appearance of a product deteriorates over the storage period, the consumer is usually annoyed because the decisive purchase criterion is no longer met.
  • the color stability of cosmetic or dermatological preparations can in principle be assessed by specially trained personnel who compare the color of a freshly prepared preparation (within 24 hours of preparation) and after a corresponding storage time.
  • the color change of the products are always very difficult to judge. It is, therefore, advantageous using a special instrument called Digi-Eye on the color change.
  • Another embodiment of the present invention are and cosmetic preparations containing such combinations.
  • Dimethyl methoxy dimethyl methoxy chromanol is a well known antioxidant. It is characterised by the chemical structure as follows:
  • Niacinamide or nicotinamide is a form of vitamin B 3 found in food and used as a dietary supplement and medication. [2] [3] [4] As a supplement, it is used by mouth to prevent and treat pellagra (niacin deficiency) Niacinamide is characterized by the structural formula as follows:
  • the preparation may comprise less than about 1.5%by weight of the one or more hydrocolloids, e.g., not more than about 1.0%by weight of the one or more hydrocolloids and/or at least about 0.1%by weight of the one or more hydrocolloids, based on the total weight of the preparation.
  • the one or more hydrocolloids may comprise one or more of
  • the one or more hydrocolloids may comprise one or more polyacrylates selected from carbopols of types 980, 981, 1382, 2984 and 5984 and carbomer ULTREZ.
  • the one or more hydrocolloids may comprise one or more of a polymethacrylate, an acrylate copolymer, an alkylacrylate copolymer, a polyacrylamide, an alkylacrylate crosspolymer, an acrylonitrogen copolymer and a polyacryloyldimethyltauramide.
  • the one or more hydrocolloids may compris one or more of agar agar, alginic acid, carrageen, gelatin, gum arabic, pectin and tragacanth and/or one or more of guar gum, locust bean flour, xanthan gum, polyvinyl alcohol, polyvinylpyrrolidone, propyleneglycol alginate and starch.
  • the one or more hydrocolloids may comprise an alkyl-modified cellulose derivative and/or an alkylhydroxycellulose, for example, at least one of methylcellulose, hydroxypropylmethylcellulose and hydroxyethylcellulose.
  • the preparation may comprise at least about 0.1%and/or not more than about 1.0%by weight of the one or more hydrocolloids.
  • Advantageous alkylamidothiazoles in the context of the present invention are substances of the general formula in which R1, R2, X and Y can be different, partly identical or completely identical and, independently of one another, can mean:
  • R1 -C1-C24-alkyl (linear and branched) , -C1-C24-alkenyl (linear and branched) , -C1-C8-cycloalkyl, -C1-C8-cycloalkyl-alkylhydroxy, -C1-C24-alkylhydroxy (linear and branched) , -C1-C24 alkylamine (linear and branched) , -C1-C24-alkylaryl (linear and branched) , -C1-C24-alkylaryl-alkyl-hydroxy (linear and branched) , -C1-C24-alkylheteroaryl (linear and branched) , -C1-C24-alkyl-O-C1-C24-alkyl (linear and branched) , -C1-C24 alky-morpholino, -C1-C24 alky-pipe
  • R2 H, -C1-C24-alkyl (linear and branched) , -C1-C24-alkenyl (linear and branched) , -C1-C8-cycloalkyl, -C1-C24-hydroxyalkyl (linear and branched) , -C1-C24-alkylaryl (linear and branched) , -C1-C24-alkylheteroaryl (linear and branched) ,
  • X -H, -C1-C24-alkyl (linear and branched) , -C1-C24-alkenyl (linear and branched) , -C1-C8-cycloalkyl, -C1-C24-aryl (optionally mono-or polysubstituted with -OH, -F, -Cl, -Br, -I, -OMe, -NH2, -CN) , -C1-C24-heteroaryl (optionally mono-or polysubstituted with -OH, -F, -Cl, -Br, -I, -OMe, -NH2, -CN) , -C1-C24-alkylaryl (linear and branched) , -C1-C24-alkylheteroaryl (linear and branched) , -aryl (optionally mono-or polysubstituted with -OH,
  • Said thiazoles can either be in the form of the free base or the salt: e.g. fluoride, chloride, bromide, iodide, sulfate, carbonate, ascorbate, acetate or phosphate.
  • halogen salts such as e.g. chloride and bromide.
  • treatment and/or prophylaxis of undesired skin pigmentation can be both in the cosmetic sphere and in the pharmaceutical sphere.
  • the pharmaceutical (or dermatological) treatment is primarily understood for diseased skin conditions, whereas the cosmetic treatment and/or prophylaxis of undesired skin pigmentation primarily relates to healthy skin.
  • X is selected from the group of substituted phenyls, in which case the substituents (Z) can be selected from the group -H, -OH, -F, -Cl, -Br, -I, -OMe, -NH2, -CN, acetyl and can be identical or different.
  • X is selected from the group of phenyl groups substituted with one or more hydroxy groups, in which case the substituent (Z) can be selected from the group -H, -OH, -F, -Cl, -Br, -I, -OMe, -NH2, -CN, acetyl, and preference is given to the following generic structure in which Y, R1 and R ⁇ 2 >can have the properties defined above.
  • R1 -C1-C24-alkyl (linear and branched) , -C1-C24-alkenyl (linear and branched) , -C1-C8-cycloalkyl, -C1-C8-cycloalkyl-alkylhydroxy, -C1-C24 alkylhydroxy (linear and branched) , -C1-C24 alkylamine (linear and branched) , -C1-C24-alkylaryl (linear and branched) , -C1-C24- alkylaryl-alkyl-hydroxy (linear and branched) , -C1-C24-alkylheteroaryl (linear and branched) , -C1-C24-alkyl-O-C1-C24-alkyl (linear and branched) , -C1-C24-alky-morpholino, -C1-C24 alky-pipe
  • R1 -C1-C24-alkyl (linear and branched) , -C1-C24-alkenyl (linear and branched) , -C1-C8-cycloalkyl, -C1-C8-cycloalkyl-alkylhydroxy, -C1-C24-alkylhydroxy (linear and branched) , -C1-C24 alkylamine (linear and branched) , -C1-C24-alkylaryl (linear and branched) , -C1-C24-alkyl-aryl-alkyl-hydroxy (linear and branched) , -C1-C24-alkylheteroaryl (linear and branched) , -C1-C24-alkyl-O-C1-C24-alkyl (linear and branched) , -C1-C24 alkyl-morpholino, -C1-C24 al

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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)
  • Dermatology (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

Combinaisons d'ingrédients actifs a) un ou plusieurs alkylamidothiazoles et b) diéthylhexyl syringylidènemalonate c) dans un excipient cosmétique.
PCT/CN2023/140488 2023-12-21 2023-12-21 Combinaisons d'un ou plusieurs alkylamidothiazoles et de diéthylhexyl syringylidènemalonate et préparations cosmétiques contenant de telles combinaisons Pending WO2025129540A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
PCT/CN2023/140488 WO2025129540A1 (fr) 2023-12-21 2023-12-21 Combinaisons d'un ou plusieurs alkylamidothiazoles et de diéthylhexyl syringylidènemalonate et préparations cosmétiques contenant de telles combinaisons
PCT/EP2024/087344 WO2025132749A1 (fr) 2023-12-21 2024-12-19 Combinaisons d'un ou plusieurs alkylamidothiazoles et de syringylidène-malonate de diéthylhexyle et préparations cosmétiques contenant de telles combinaisons
CN202411879445.1A CN120189347A (zh) 2023-12-21 2024-12-19 一种或多种烷基酰胺基噻唑和亚丁香基丙二酸二乙基己基酯的组合以及含有此类组合的美容制剂

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2023/140488 WO2025129540A1 (fr) 2023-12-21 2023-12-21 Combinaisons d'un ou plusieurs alkylamidothiazoles et de diéthylhexyl syringylidènemalonate et préparations cosmétiques contenant de telles combinaisons

Publications (1)

Publication Number Publication Date
WO2025129540A1 true WO2025129540A1 (fr) 2025-06-26

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Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/CN2023/140488 Pending WO2025129540A1 (fr) 2023-12-21 2023-12-21 Combinaisons d'un ou plusieurs alkylamidothiazoles et de diéthylhexyl syringylidènemalonate et préparations cosmétiques contenant de telles combinaisons
PCT/EP2024/087344 Pending WO2025132749A1 (fr) 2023-12-21 2024-12-19 Combinaisons d'un ou plusieurs alkylamidothiazoles et de syringylidène-malonate de diéthylhexyle et préparations cosmétiques contenant de telles combinaisons

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Application Number Title Priority Date Filing Date
PCT/EP2024/087344 Pending WO2025132749A1 (fr) 2023-12-21 2024-12-19 Combinaisons d'un ou plusieurs alkylamidothiazoles et de syringylidène-malonate de diéthylhexyle et préparations cosmétiques contenant de telles combinaisons

Country Status (2)

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CN (1) CN120189347A (fr)
WO (2) WO2025129540A1 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103889965A (zh) * 2011-09-23 2014-06-25 拜尔斯道夫股份公司 杂环羰基氨基噻唑、包含其的化妆或皮肤学制剂及其用于克服和预防不期望的皮肤色素沉着的用途
WO2014139741A1 (fr) * 2013-03-11 2014-09-18 Beiersdorf Ag Associations d'alkylamidothiazoles et de cyclodextrines
WO2015090850A1 (fr) * 2013-12-19 2015-06-25 Beiersdorf Ag Utilisation d'alkylamidothiazoles en tant qu'antioxydants ou capteurs de radicaux libres dans des préparations cosmétiques ou dermatologigues
US20160015615A1 (en) * 2013-03-11 2016-01-21 Beiersdorf Ag Combinations of alkylamidothiazoles and preservatives
US20160324832A1 (en) * 2013-12-19 2016-11-10 Beiersdorf Ag Use of alkylamidothiazoles in cosmetic or dermatological preparations for the prophylaxis or treatment of sensitive skin
DE202018004125U1 (de) * 2018-09-05 2018-10-11 Beiersdorf Ag Alkylamidothiazole in Polypropylen-haltigen Packmitteln

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1591099A3 (fr) * 2004-04-28 2005-11-09 MERCK PATENT GmbH Procéde pour stabiliser des constituants de produits cosmétiques , d'hygiène personnelle et d'entretien ménager.
US20080131381A1 (en) * 2006-09-29 2008-06-05 Chaudhuri Ratan K Methods for photostabilizing ingredients within cosmetics, personal care and household products and compositions obtained therefrom
DE102011083259A1 (de) 2011-09-23 2013-03-28 Beiersdorf Ag Alkylamidothiazole, deren kosmetische oder dermatologische Verwendung sowie kosmetische oder dermatologische Zubereitungen mit einem Gehalt an solchen Alkylamidothiazolen
FR3019038B1 (fr) * 2014-03-28 2017-08-11 Sensient Cosmetic Tech Composition pour la stabilisation de composes photosensibles

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103889965A (zh) * 2011-09-23 2014-06-25 拜尔斯道夫股份公司 杂环羰基氨基噻唑、包含其的化妆或皮肤学制剂及其用于克服和预防不期望的皮肤色素沉着的用途
WO2014139741A1 (fr) * 2013-03-11 2014-09-18 Beiersdorf Ag Associations d'alkylamidothiazoles et de cyclodextrines
US20160015615A1 (en) * 2013-03-11 2016-01-21 Beiersdorf Ag Combinations of alkylamidothiazoles and preservatives
WO2015090850A1 (fr) * 2013-12-19 2015-06-25 Beiersdorf Ag Utilisation d'alkylamidothiazoles en tant qu'antioxydants ou capteurs de radicaux libres dans des préparations cosmétiques ou dermatologigues
US20160324832A1 (en) * 2013-12-19 2016-11-10 Beiersdorf Ag Use of alkylamidothiazoles in cosmetic or dermatological preparations for the prophylaxis or treatment of sensitive skin
DE202018004125U1 (de) * 2018-09-05 2018-10-11 Beiersdorf Ag Alkylamidothiazole in Polypropylen-haltigen Packmitteln

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WO2025132749A1 (fr) 2025-06-26
CN120189347A (zh) 2025-06-24

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