FR3045039B1 - RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE - Google Patents

RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE

Info

Publication number
FR3045039B1
FR3045039B1 FR1562427A FR1562427A FR3045039B1 FR 3045039 B1 FR3045039 B1 FR 3045039B1 FR 1562427 A FR1562427 A FR 1562427A FR 1562427 A FR1562427 A FR 1562427A FR 3045039 B1 FR3045039 B1 FR 3045039B1
Authority
FR
France
Prior art keywords
radical
alkyl group
alkyl
saturated
unsaturated
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.)
Expired - Fee Related
Application number
FR1562427A
Other languages
French (fr)
Other versions
FR3045039A1 (en
Inventor
Xavier Marat
Chunyu Ma
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.)
LOreal SA
Original Assignee
LOreal SA
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 LOreal SA filed Critical LOreal SA
Priority to FR1562427A priority Critical patent/FR3045039B1/en
Priority to PCT/EP2016/080911 priority patent/WO2017102802A1/en
Publication of FR3045039A1 publication Critical patent/FR3045039A1/en
Application granted granted Critical
Publication of FR3045039B1 publication Critical patent/FR3045039B1/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • 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
    • A61K8/42—Amides
    • 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
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/602—Glycosides, e.g. rutin
    • 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
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/36—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention est relative à un composé de formule (I) pour son utilisation pour dépigmenter, éclaircir et/ou blanchir la peau dans laquelle R1, R2 désignent indépendamment H, un radical alkyle, un radical S* désignant un radical sucre monosaccharide ou un radical sucre polysaccharide, un radical COR6 ; R3 désigne un radical alkyle C1-C20 ; R4, R5 désignent indépendamment H, un radical alkyle C1-C20 saturé ou insaturé en C2-C20 ou ramifié en C3-C20, ou cyclique en C3-C8, éventuellement interrompu et/ou éventuellement substitué ; R7, R8 identiques ou différents, étant choisis parmi H, un groupe alkyle en C1-C10 saturé linéaire, un groupe alkyle en C2-C10 insaturé linéaire, un groupe alkyle en C3-C10 ramifié saturé ou insaturé, ou un groupe cycloalkyle en C3-C8 ; un groupe alkyle(C1-C4) (hétéro)aryle en C6 contenant éventuellement un atome d'azote, notamment un groupe benzyle ; un radical acétyle ainsi que leurs sels, leurs solvates et leurs isomères optiques et/ou géométriques, leurs racémiques, seuls ou en mélange. La présente invention concerne également des composés nouveaux (II) ainsi que leur procédé de préparation et un procédé cosmétique de dépigmentation de la peau mettant en œuvre de tels composés (I) ou (II).The present invention relates to a compound of formula (I) for its use for depigmenting, lightening and / or whitening the skin in which R1, R2 independently denote H, an alkyl radical, an S * radical denoting a monosaccharide sugar radical or a polysaccharide sugar radical, a COR6 radical; R3 denotes a C1-C20 alkyl radical; R4, R5 independently denote H, an alkyl radical C1-C20 saturated or unsaturated C2-C20 or branched C3-C20, or cyclic C3-C8, optionally interrupted and / or optionally substituted; R7, R8 identical or different, being chosen from H, a linear saturated C1-C10 alkyl group, a linear unsaturated C2-C10 alkyl group, a saturated or unsaturated branched C3-C10 alkyl group, or a C3 cycloalkyl group -C8; a (C1-C4) (hetero) C6 alkyl group optionally containing a nitrogen atom, in particular a benzyl group; an acetyl radical as well as their salts, their solvates and their optical and / or geometric isomers, their racemates, alone or as a mixture. The present invention also relates to new compounds (II) as well as their preparation process and a cosmetic skin depigmentation process using such compounds (I) or (II).

FR1562427A 2015-12-15 2015-12-15 RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE Expired - Fee Related FR3045039B1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
FR1562427A FR3045039B1 (en) 2015-12-15 2015-12-15 RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE
PCT/EP2016/080911 WO2017102802A1 (en) 2015-12-15 2016-12-14 Resorcinol derivatives for their cosmetic use

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1562427A FR3045039B1 (en) 2015-12-15 2015-12-15 RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE

Publications (2)

Publication Number Publication Date
FR3045039A1 FR3045039A1 (en) 2017-06-16
FR3045039B1 true FR3045039B1 (en) 2017-12-22

Family

ID=55236784

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1562427A Expired - Fee Related FR3045039B1 (en) 2015-12-15 2015-12-15 RESORCINOL DERIVATIVES FOR THEIR COSMETIC USE

Country Status (2)

Country Link
FR (1) FR3045039B1 (en)
WO (1) WO2017102802A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3073145B1 (en) * 2017-11-06 2020-05-22 L'oreal PROCESS FOR THE TREATMENT OF KERATINIC MATERIALS FROM DERIVATIVES OF ACIDIC C-GLYCOSIDES, ESTERS OR AMIDES, AND THE COSMETIC COMPOSITION CONTAINING THEM
FR3085375B1 (en) * 2018-08-28 2021-01-29 Greentech NEW ALKYLRESORCINOLS DERIVATIVES AND THEIR USE IN COSMETICS
CN111153947B (en) * 2019-08-21 2021-03-09 云南巅青生物科技有限公司 Aromatic ring compound
FR3143312A1 (en) 2022-12-16 2024-06-21 L'oréal Process using light and a cosmetic composition

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6852310B2 (en) * 2002-08-23 2005-02-08 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Skin lightening agents, compositions and methods
US7300646B2 (en) * 2004-02-27 2007-11-27 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Skin lightening agents, compositions and methods
FR2991985B1 (en) * 2012-06-19 2019-11-08 L'oreal PROCESS FOR DEPIGMENTING KERATINIC MATERIALS USING NOVEL RESORCINOL DERIVED COMPOUNDS

Also Published As

Publication number Publication date
WO2017102802A1 (en) 2017-06-22
FR3045039A1 (en) 2017-06-16

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