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US 2017/0360668 A1Published application
Use of ester derivative of tryptophan as deodorant and/or perfume agent
AssigneeL'oreal
InventorsMaude BROSSAT, Philippe MARRUEDO
Life of this patent
Estimating the term…
Abstract
This invention relates to the use of at least one following compound having formula (I),as ell as the salts thereof,the optical and geometric isomers thereof, and the solvates thereof, as deodorant agent for treating body odor, preferably underarm odor:
Claims20
A method for treating body odor which comprises applying to human keratin material at least one compound having formula (I), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a solvate thereof, or mixture thereof, as a deodorant agent:
- wherein R represents:
- a radical —C(R2)(R3)(R4) wherein:
- R2 represents an atom of hydrogen, a (C1-C4) alkyl radical, linear or branched, or a (C1-C4) alkenyl radical, linear or branched;
- R3 represents an atom of hydrogen, a (C1-C6) alkyl radical, linear or branched, or a (C1-C6) alkenyl radical, linear or branched;
- R4 represents:
- a (C1-C17) alkyl radical, linear or branched, said alkyl radical optionally substituted with at least one radical chosen in the group from:
- OH, (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (C1-C17) alkenyl radical, linear or branched, said alkenyl radical optionally substituted with at least one radical chosen in the group from:
- OH, (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkyl comprising from 3 to 20 atoms, said (hetero)cycloalkyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)aryl comprising from 5 to 20 atoms, said (hetero)aryl optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a —C(O)Ra radical, with Ra representing a (C1-C6) alkyl radical, linear or branched;
- R3 and R4 can form with the carbon atom that carries them a cycle chosen from among (hetero)cycloakyl or (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloakyl and (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C4) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C4) alkyl radical;
- a radical A chosen in the group from:
- a (hetero)aryl comprising from 5 to 20 atoms, optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C6) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C6) alkyl radical;
- and
- a polycyclic radical comprising from 9 to 30 atoms, said polycyclic radical optionally substituted with at least one radical chosen from among (C1-C6) alkyl radicals, linear or branched, and (C1-C6) alkenyl radicals, linear or branched.
19 more elements
A compound having the following formula (VIII):
- wherein R″ represents:
- a radical —C(R″2)(R″3)(R″4) wherein:
- R″2 represents a (C1-C4) alkyl radical, linear or branched, or a (C1-C4) alkenyl radical, linear or branched;
- R″3 represents a hydrogen atom, a (C1-C6) alkyl radical, linear or branched, or a (C1-C6) alkenyl radical, linear or branched;
- R″4 represents:
- a (C1-C17) alkyl radical, linear or branched, said alkyl radical optionally substituted with at least one radical chosen in the group from:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl possibly substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (C3-C17) alkenyl radical, linear or branched, said alkenyl radical optionally substituted with at least one radical chosen in the group from:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkyl comprising from 3 to 20 atoms, said (hetero)cycloalkyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)aryl comprising from 5 to 20 atoms, said (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- R″3 and R″4 can form with the carbon atom that carries them a cycle chosen from among (hetero)cycloakyl or (hetero)cycloalkenyl comprising from 3 to 20 atoms, said cycle optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C4) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C4) alkyl radical;
- a radical —CH2—R″5 wherein R″5 represents:
- a (C2-C17) alkenyl radical, linear or branched, said alkenyl radical optionally substituted with at least one radical chosen in the group comprising:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched or (C1-C4) alkoxy, linear or branched;
- a (C2-C17) alkyl radical, linear or branched, substituted with at least one radical chosen in the group comprising:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl possibly substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched or (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkyl comprising from 3 to 20 atoms, said (hetero)cycloalkyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a radical A″ chosen in the group from:
- a (hetero)aryl comprising from 5 to 20 atoms, optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C6) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C6) alkyl radical;
- and
- a polycyclic radical comprising from 9 to 30 atoms, said polycyclic radical optionally y substituted with at least one radical chosen from among the group comprising:
- (C1-C6) alkyl radicals, linear or branched, and (C1-C6) alkenyl radicals, linear or branched;
- and provided that R″ does not represent —CH(CH3)—C2H5 or —(CH2)7—CH═CH—(CH2)7—CH3;
- a salt thereof, an optical isomer thereof, a geometric isomer thereof, a solvate thereof, or mixture thereof, except for the following compounds:
26 more elements
The compound of formula (AD):
A composition comprising, in a physiologically acceptable medium:
- at least one compound having formula (I), a salt thereof, an optical isomer thereof, a geometric isomer thereof, a solvate thereof, or mixture thereof:
- wherein R represents:
- a radical —C(R2)(R3)(R4) wherein:
- R2 represents an atom of hydrogen, a (C1-C4) alkyl radical, linear or branched, or a (C1-C4) alkenyl radical, linear or branched;
- R3 represents an atom of hydrogen, a (C1-C6) alkyl radical, linear or branched, or a (C1-C6) alkenyl radical, linear or branched;
- R4 represents:
- a (C1-C17) alkyl radical, linear or branched, said alkyl radical optionally substituted with at least one radical chosen in the group from:
- OH, (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (C1-C17) alkenyl radical, linear or branched, said alkenyl radical optionally substituted with at least one radical chosen in the group from:
- OH, (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkyl comprising from 3 to 20 atoms, said (hetero)cycloalkyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)aryl comprising from 5 to 20 atoms, said (hetero)aryl optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a —C(O)Ra radical, with Ra representing a (C1-C6) alkyl radical, linear or branched;
- R3 and R4 can form with the carbon atom that carries them a cycle chosen from among (hetero)cycloakyl or (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloakyl and (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C4) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C4) alkyl radical;
- a radical A chosen in the group from:
- a (hetero)aryl comprising from 5 to 20 atoms, optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C6) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C6) alkyl radical;
- and
- a polycyclic radical comprising from 9 to 30 atoms, said polycyclic radical optionally substituted with at least one radical chosen from among (C1-C6) alkyl radicals, linear or branched, and (C1-C6) alkenyl radicals, linear or branched, and
- one or more additional antiperspirant and/or deodorant agents other than those of formula (I).
21 more elements
A composition comprising, in a physiologically acceptable medium:
- at least one compound having formula (III):
- wherein R″ represents:
- a radical —C(R″2)(R″3)(R″4) wherein:
- R″2 represents a (C1-C4) alkyl radical, linear or branched, or a (C1-C4) alkenyl radical, linear or branched;
- R″3 represents a hydrogen atom, a (C1-C6) alkyl radical, linear or branched, or a (C1-C6) alkenyl radical, linear or branched;
- R″4 represents:
- a (C1-C17) alkyl radical, linear or branched, said alkyl radical optionally substituted with at least one radical chosen in the group from:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl possibly substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (C3-C17) alkenyl radical, linear or branched, said alkenyl radical optionally substituted with at least one radical chosen in the group from:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkyl comprising from 3 to 20 atoms, said (hetero)cycloalkyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)aryl comprising from 5 to 20 atoms, said (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- R″3 and R″4 can form with the carbon atom that carries them a cycle chosen from among (hetero)cycloakyl or (hetero)cycloalkenyl comprising from 3 to 20 atoms, said cycle optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C4) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C4) alkyl radical;
- a radical —CH2—R″5 wherein R″5 represents:
- a (C2-C17) alkenyl radical, linear or branched, said alkenyl radical optionally substituted with at least one radical chosen in the group comprising:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched or (C1-C4) alkoxy, linear or branched;
- a (C2-C17) alkyl radical, linear or branched, substituted with at least one radical chosen in the group comprising:
- (hetero)cycloalkyl comprising from 3 to 20 atoms, (hetero)cycloalkenyl comprising from 3 to 20 atoms, and (hetero)aryl comprising from 5 to 20 atoms, said (hetero)cycloalkyl, (hetero)cycloalkenyl and (hetero)aryl possibly substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched or (C1-C4) alkoxy, linear or branched:
- a (hetero)cycloalkyl comprising from 3 to 20 atoms, said (hetero)cycloalkyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a (hetero)cycloalkenyl comprising from 3 to 20 atoms, said (hetero)cycloalkenyl optionally substituted with at least one radical chosen from among (C1-C4) alkyls, linear or branched, and (C1-C4) alkoxy, linear or branched;
- a radical A″ chosen in the group from:
- a (hetero)aryl comprising from 5 to 20 atoms, optionally substituted with at least one radical chosen from among:
- (C1-C4) alkyls, linear or branched, (C1-C4) alkenyls, linear or branched, (C1-C6) alkoxy, linear or branched, and (hetero)cycloalkyls comprising from 3 to 20 atoms optionally substituted with at least one (C1-C6) alkyl radical;
- and
- a polycyclic radical comprising from 9 to 30 atoms, said polycyclic radical optionally substituted with at least one radical chosen from among the group comprising:
- (C1-C6) alkyl radicals, linear or branched, and (C1-C6) alkenyl radicals, linear or branched;
- and provided that R″ does not represent —CH(CH3)—C2H5 or —(CH2)7—CH═CH—(CH2)7—CH3;
- a salt thereof, an optical isomer thereof, a geometric isomer thereof, a solvate thereof, or mixture thereof,
- except for the following compounds:
- and optionally one or more additional antiperspirant and/or deodorant agents other than those of formula (I).
29 more elements
Dependencies are inferred from the claim text.