Patent FR-2991983-A1 (FR)
Title: New resorcinol compound, useful in a non-therapeutic cosmetic agent for depigmenting, lightening and/or whitening keratin materials such as skin
Inventor: MARAT XAVIER
IPC: A61K8/33
Filed: 2012-06-19
Abstract: Resorcinol-derivative compound (I) and its salts solvates, optical isomers or racemates is new. Resorcinol-derivative compound of formula (I) and its salts solvates, optical isomers or racemates is new. R : H or acetyl; X : -CH 2- or -C(O)-; Y1, Y2 : OR1a or NAR1b; R1a : H, (1-4C)alkylcarbonyl, preferably an acetyl, saturated linear (1-20C)alkyl, unsaturated (2-20C)alkyl, branched (3-20C)alkyl or (3-8C)cycloalkyl, which is optionally interrupted by one or three hetero atoms comprising N, O,-C(O)-, -NHC(O)- or -NHC(O)NH-, which is optionally substituted with one or three identical or different groups comprising -OR5, -SR5, -NR6R7, -C(O)NHR6, -C(O)NR6R7, -C(O)OR6, -NHC(O)NHR6, -C(O)(1-4C)alkyl, aryl or heteroaryl optionally substituted with one or three groups comprising hydroxyl or (1-8C)alkoxy or heterocycle, optionally saturated non-aryl, which is optionally substituted by one or three groups comprising hydroxyl, (1-8C)alkoxy or (1-4C)alkyl), or aryl or heteroaryl optionally substituted with one or three groups comprising hydroxyl, (1-8C)alkoxy or (1-8C)alkyl; R5 : H, saturated linear (1-10C)alkyl, unsaturated (2-10C)alkyl, branched (3-10C)alkyl or (3-8C)cycloalkyl; either R6, R7 : H, saturated linear (1-10C)alkyl, unsaturated (2-10C)alkyl, branched (3-10C)alkyl, (3-8C)cycloalkyl, or phenyl(1-4C)alkyl such as a benzyl or pyridyl(1-4C)alkyl; or R6R7N : optionally saturated, non-aryl heterocycle optionally substituted by (1-10C)alkyl; A : H, saturated linear (1-20C)alkyl, unsaturated (2-20C)alkyl, branched (3-20C)alkyl, (3-8C)cycloalkyl (which is optionally interrupted by one or three hetero atoms comprising N, O,-C(O)-, -NHC(O)- or -NHC(O)NH-, which is optionally substituted with one or three identical or different groups comprising -OR15, -SR15, -NR16R17, -C(O)NHR16, -C(O)NR16R17, -C(O)OR16, -NHC(O)NHR16, -C(O)(1-4C)alkyl, aryl or heteroaryl optionally substituted with one or three groups comprising OH or (1-8C)alkoxy, or non-aryl optionally substituted by one or three groups comprising hydroxyl, (1-8C)alkoxy or (1-4C)alkyl, heterocycle, optionally saturated non-aryl (which is optionally substituted with one or three groups comprising OH, (1-8C)alkoxy or (1-8C)alkyl), or -NH-C=NH(NH 2) (guanidine group), aryl or heteroaryl (both optionally substituted with one or three groups comprising OH, (1-8C) alkoxy or (1-8C)alkyl), -NR12R13, -OR14, -C(O)NHR14, or -C(O)(1-10C)alkyl; either R12, R13 : H, saturated linear (1-10C)alkyl, unsaturated (2-20C)alkyl, branched (3-20C)alkyl, (3-8C) cycloalkyl, which is optionally interrupted by hetero atoms comprising N, O,-C(O)-, -NHC(O)- or -NHC(O)NH-, which is optionally substituted with one or three OR15 groups, aryl or heteroaryl optionally substituted with one or three groups comprising OH or (1-8C)alkoxy; or R12, R13 : N, which carries heterocycle, optionally saturated non-aryl, where the heterocycle is optionally substituted with (1-10C)alkyl, which is optionally substituted with one or three groups comprising OH or (1-4C)alkoxy; R14 : H, saturated linear (1-10C)alkyl, branched (3-10C)alkyl, (3-8C) cycloalkyl, -C(O)OR16, or aryl or heteroaryl group (which is optionally substituted with OH or (1-8C)alkoxy); R15 : H, saturated linear (1-10C)alkyl, unsaturated (2-10C)alkyl, branched (3-10C) alkyl, or (3-8C)cycloalkyl; either R16, R17 : H, saturated linear (1-10C)alkyl, unsaturated (2-10C)alkyl, branched (3-10C) alkyl, (3-8C)cycloalkyl, phenyl(1-4C)alkyl such as benzyl or pyridyl(1-4C)alkyl, or acetyl; or R16, R17 : N, which carries heterocycle, optionally saturated non-aryl, where the heterocycle is optionally substituted with (1-10C)alkyl; R1b : H, acetyl (if X = only CH 2), saturated linear (1-20C)alkyl, unsaturated (2-20C)alkyl, branched (3-20C)alkyl or (3-8C) cycloalkyl, which is optionally interrupted by hetero atoms comprising N, O,-C(O)-, -NHC(O)- or -NHC(O)NH-, which is optionally substituted with one or three groups comprising -OR25, -SR25, -NR26R27, -C(O)NHR26, -C(O)NR26R27, -C(O)OR26, -NHC(O)NHR26, -C(O)(1-4C)alkyl, aryl or heteroaryl optionally substituted with OH or (1-8C)alkoxy or heterocycle, optionally saturated non-aryl, which is optionally substituted by OH, (1-8C)alkoxy or (1-4C)alkyl, or aryl or heteroaryl group optionally substituted with OH, (1-8C)alkoxy or (1-8C)alkyl; R25 : H, saturated linear (1-10C)alkyl, unsaturated (2-10C)alkyl, branched (3-10C)alkyl or (3-8C)cycloalkyl; and either R26, R27 : H, saturated linear (1-10C)alkyl, unsaturated (2-10C)alkyl, branched (3-10C)alkyl, (3-8C)cycloalkyl, phenyl(1-4C)alkyl such as benzyl or pyridyl(1-4C)alkyl; or R26, R27 : N, which carries heterocycle, optionally saturated non-aryl, where the heterocycle is optionally substituted with (1-10C)alkyl, provided that A and R1b form nitrogen that carries heterocycle, optionally saturated non-aryl, where the heterocycle is optionally substituted with OH, (1-10C)alkyl, hydroxy(1-10C)alkyl or C(O)OT, and T consists of H, saturated linear (1-10C)alkyl or branched (3-10C) alkyl. Independent claims are included for: (1) a composition comprising (I) in a medium; and (2) the preparation of (I). [Image].