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US 2021/0000727 A1Published application
Dithiazocane compounds for the cosmetic use thereof
AssigneeL'oreal
InventorsXavier MARAT, Amélie PREVOT-GUEGUINIAT
Life of this patent
Estimating the term…
Abstract
The invention relates to the non-therapeutic cosmetic use of at least one compound of formula (I) as defined below, as an agent for bleaching, lightening and/or depigmenting keratin materials, especially the skin. The invention also relates to a non-therapeutic cosmetic process for depigmenting, lightening and/or bleaching keratin materials, especially the skin, using these compounds (I).
Claims20
-17. (canceled)
A method for bleaching, lightening, and/or depigmenting a keratin material, comprising applying to the keratin material a composition comprising at least one compound of formula (I),
- salts thereof, solvates thereof, optical and/or geometrical isomers thereof, including enantiomers and diastereoisomers thereof, racemates thereof, or mixtures thereof:
- wherein in formula (I):
- R is chosen from a radical OR′ or NRaRb;
- R1 is chosen from a hydrogen atom or a (C1-C18)alkyl group;
- R′ is chosen from:
- i) a hydrogen atom;
- ii) a (C1-C18)alkyl group, wherein:
- a) the (C1-C18)alkyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- (hetero)cycloalkyl, optionally substituted with at least one identical or different radical chosen from hydroxyl, C1-C4 alkyl, C1-C4 hydroxyalkyl, or C1-C4 alkoxy, and/or at least one of ring members of the (hetero)cycloalkyl denoting a ketone (—CO—);
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C1-C18)alkyl group is optionally interrupted with at least one heteroatom;
- iii) a (C2-C18)alkenyl group, wherein:
- a) the (C2-C18)alkenyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C2-C18)alkenyl group is optionally interrupted with at least one heteroatom;
- or
- iv) an optionally substituted aryl or heteroaryl radical;
- Ra and Rb are independently chosen from:
- i) a hydrogen atom;
- ii) a (C1-C18)alkyl group, wherein:
- a) the (C1-C18)alkyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- carboxy;
- (C1-C6)alkyloxycarbonyl;
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C1-C18)alkyl group is optionally interrupted with at least one heteroatom;
- iii) a (C2-C18)alkenyl group, wherein:
- a) the (C2-C18)alkenyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- carboxy;
- (C1-C6)alkyloxycarbonyl;
- or
- aryl;
- optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C2-C18)alkenyl group is optionally interrupted with at least one heteroatom;
- iv) an aryl or heteroaryl radical, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, hydroxyl, or C1-C4 alkoxy;
- or
- v) a heterocycloalkyl radical, optionally substituted with at least one identical or different radical chosen from hydroxyl, C1-C4 hydroxyalkyl, C1-C4 alkyl, or C1-C4 alkoxy, and/or at least one of ring members of the heterocycloalkyl radical denoting a ketone (—CO—);
- or
- Ra and Rb form, together with the nitrogen atom to which Ra and Rb are attached, an optionally substituted heterocycloalkyl.
46 more elements
A compound of formula (I), a salt thereof, a solvate thereof, an optical isomer thereof, a geometrical isomer thereof, including an enantiomer or diastereoisomer thereof, or a racemate thereof,
- wherein in formula (I):
- R is chosen from a radical OR′ or NRaRb;
- R1 is chosen from a hydrogen atom or a (C1-C18)alkyl group;
- R′ is chosen from:
- i) a hydrogen atom;
- ii) a (C1-C18)alkyl group, wherein:
- a) the (C1-C18)alkyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- (hetero)cycloalkyl, optionally substituted with at least one identical or different radical chosen from hydroxyl, C1-C4 alkyl, C1-C4 hydroxyalkyl, or C1-C4 alkoxy, and/or at least one of ring members of the (hetero)cycloalkyl denoting a ketone (—CO—);
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C1-C18)alkyl group is optionally interrupted with at least one heteroatom;
- iii) a (C2-C18)alkenyl group, wherein:
- a) the (C2-C18)alkenyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C2-C18)alkenyl group is optionally interrupted with at least one heteroatom;
- or
- iv) an optionally substituted aryl or heteroaryl radical;
- Ra and Rb are independently chosen from:
- i) a hydrogen atom;
- ii) a (C1-C18)alkyl group, wherein:
- a) the (C1-C18)alkyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- carboxy;
- (C1-C6)alkyloxycarbonyl;
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C1-C18)alkyl group is optionally interrupted with at least one heteroatom;
- iii) a (C2-C18)alkenyl group, wherein:
- a) the (C2-C18)alkenyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- carboxy;
- (C1-C6)alkyloxycarbonyl;
- or
- aryl;
- optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C2-C18)alkenyl group is optionally interrupted with at least one heteroatom;
- iv) an aryl or heteroaryl radical, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, hydroxyl, or C1-C4 alkoxy;
- or
- v) a heterocycloalkyl radical, optionally substituted with at least one identical or different radical chosen from hydroxyl, C1-C4 hydroxyalkyl, C1-C4 alkyl, or C1-C4 alkoxy, and/or at least one of ring members of the heterocycloalkyl radical denoting a ketone (—CO—);
- or
- Ra and Rb form, together with the nitrogen atom to which Ra and Rb are attached, an optionally substituted heterocycloalkyl;
- wherein the compound is not chosen from compounds Cp1 to Cp5 below:
- 1,2,5-Dithiazocine-4-carboxamide, hexahydro-7,7-dimethyl-6-oxo-, (4R)-(Cp1),
- 1,2,5-Dithiazocine-4-carboxamide, hexahydro-N,N,7,7-tetramethyl-6-oxo-, (4R)-Rotation (−) (Cp2),
- 1,2,5-Dithiazocine-4-carboxylic acid, hexahydro-7,7-dimethyl-6-oxo-, methyl ester, (R)-(9Cl) (Cp3),
- 7,7-dimethyl-6-oxo-1,2,5-dithiazocane-4-carboxylic acid (Cp4),
- Structure
- Compound
- Cp1
- Cp2
- Cp3
- Cp4
- or salts thereof, solvates thereof, optical isomers thereof, geometrical isomers thereof, including enantiomers and diastereoisomers, and racemates thereof, or mixtures thereof.
57 more elements
A composition comprising, in a physiologically acceptable medium, at least one compound of formula (I),
- a salt thereof, a solvate thereof, an optical isomer thereof, a geometrical isomer thereof, including an enantiomer and a diastereoisomer thereof, a racemate thereof, or a mixture thereof;
- wherein in formula (I):
- R is chosen from a radical OR′ or NRaRb;
- R1 is chosen from a hydrogen atom or a (C1-C18)alkyl group;
- R′ is chosen from:
- i) a hydrogen atom;
- ii) a (C1-C18)alkyl group, wherein:
- a) the (C1-C18)alkyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- (hetero)cycloalkyl, optionally substituted with at least one identical or different radical chosen from hydroxyl, C1-C4 alkyl, C1-C4 hydroxyalkyl, or C1-C4 alkoxy, and/or at least one of ring members of the (hetero)cycloalkyl denoting a ketone (—CO—);
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C1-C18)alkyl group is optionally interrupted with at least one heteroatom;
- iii) a (C2-C18)alkenyl group, wherein:
- a) the (C2-C18)alkenyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C2-C18)alkenyl group is optionally interrupted with at least one heteroatom;
- or
- iv) an optionally substituted aryl or heteroaryl radical;
- Ra and Rb are independently chosen from:
- i) a hydrogen atom;
- ii) a (C1-C18)alkyl group, wherein:
- a) the (C1-C18)alkyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- carboxy;
- (C1-C6)alkyloxycarbonyl;
- or
- aryl, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C1-C18)alkyl group is optionally interrupted with at least one heteroatom;
- iii) a (C2-C18)alkenyl group, wherein:
- a) the (C2-C18)alkenyl group is optionally substituted with at least one identical or different radical chosen from:
- hydroxyl;
- carboxy;
- (C1-C6)alkyloxycarbonyl;
- or
- aryl;
- optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, C1-C4 alkoxy, or hydroxyl;
- and/or
- b) the (C2-C18)alkenyl group is optionally interrupted with at least one heteroatom;
- iv) an aryl or heteroaryl radical, optionally substituted with at least one identical or different radical chosen from C1-C4 alkyl, hydroxyl, or C1-C4 alkoxy;
- or
- v) a heterocycloalkyl radical, optionally substituted with at least one identical or different radical chosen from hydroxyl, C1-C4 hydroxyalkyl, C1-C4 alkyl, or C1-C4 alkoxy, and/or at least one of ring members of the heterocycloalkyl radical denoting a ketone (—CO—);
- or
- Ra and Rb form, together with the nitrogen atom to which Ra and Rb are attached, an optionally substituted heterocycloalkyl.
46 more elements
Dependencies are inferred from the claim text.