Patent FR-2980706-A1 (FR)
Title: Composition, useful for coloring human keratin fibers, comprises iridoid compounds and nucleophilic compounds optionally comprising anion(s) to ensure electrical neutrality of composition, and polyallylimidazolium oligomers or polymers
Inventor: DAVID HERVE
IPC: A61K8/49
Filed: 2011-09-29
Abstract: Composition comprises, in a medium, iridoid compounds (I) or their plant extracts, and at least one nucleophilic compound or its optical or geometrical isomer, organic or mineral acid salt or solvate, where the nucleophilic compounds optionally comprise an anion or its mixture to ensure electrical neutrality of the composition. Composition comprises, in a medium, iridoid compounds of formula (I) or their plant extracts, where (I) optionally undergo a step comprising replacing the radical R with a hydrogen atom produced by an enzyme, prior to or simultaneously during the coloring of hair, and at least one nucleophilic compound of formula (a)-(h) or its optical or geometrical isomer, organic or mineral acid salt or solvate, where the nucleophilic compounds optionally comprise an anion or its mixture to ensure electrical neutrality of the composition, and polyallylimidazolium oligomers or polymers. R1 : hydroxymethyl, -CO 2R4 or a sugar radical; R4 : H or 1-2C alkyl; R2 : H, hydroxy or a sugar radical; R3 : H, hydroxy or 1-4C-alkyloxy, where the number of hydroxy groups is = 2; R : a sugar radical, where the sugar radical is derived from an aldose or its derivative; n : 1-5; n1 : 0-4; n2 : 0-2, where the unsubstituted carbon atoms bear a hydrogen atom; A : -CR-10-, -N- or -N +>R11; R11 : 1-4C alkyl; X : N or CR7a; R7a : H or R7; R7 : 1-4C alkyl, OH, 1-4C alkoxy, amino, 1-4C alkylamino, where two radicals R7 located ortho to each other may form a 5- or 6-membered heterocycle comprising 1 or 2 heteroatoms containing O and/or N; either R8, R10 : 1-4C alkyl (optionally substituted with at least one group of -COOR12 or -OCOR12), H, OH, amino, -COR13, -COOR14, -OCOR14 or -OSO 3 ->; and R9 : H, 1-4C alkyl, 1-4C alkylcarbonyl or acetyl; or R8R9 : 5- or 6-membered heterocycle optionally comprising another heteroatom containing O, N or S, where the heterocycle is optionally interrupted with CO group; R12, R13 : 1-4C alkyl; R14 : H, 1-4C alkyl (optionally substituted with at least one 1-4C alkoxy); A1 : S, -(CR18) 2- or -C(R19)=C(R19a)-; R18 : H or 1-4C alkyl; B1 : S; R19, R19a : H or 1-4C alkyl; R15 : 1-4C alkyl, halo, preferably Cl, or 1-4C alkoxy; R15a : 1-2C alkyl; either R16 : H or 1-4C alkyl; and R17 : 1-4C alkyl optionally bearing a hydroxyl group; or R16R17 : 5- or 6-membered fused heterocycle optionally containing one or more unsaturations (optionally substituted with at least one 1-4C alkyl radical); R16a : H or 1-4C alkyl; R17a : H or 1-4C alkyl, where the alkyl group is optionally bearing a hydroxyl or phenyl radical and optionally interrupted with a CO group; R20 : 1-4C alkyl, halo (preferably Cl, Br or I), -COOR21 or -OCOR21; R21 : H, 1-4C alkyl, amino or 6C aryl (optionally substituted with at least one hydroxyl radical); X : N, -CR22 or -CR22a-CO-, where CR22a is linked to Y1 or X; Y1 : N or -CR22aa; either R22, R22a, R22aa : H or linear or branched 1-4C alkyl (optionally substituted with amino, benzyl, phenyl, -COOR23 or -OCOR23); R23 : 1-4C alkyl or -SOR24; or R22, R22aa : fused 6-membered aryl ring; R24 : 1-4C alkyl; Y2 : CH, CR27 or N; Z : N; Z1 : N or NR27a; q : 0-3; r, s : 1 or 2; t : 0-4; u : 0 or 1, where the unsubstituted carbon atoms of the heterocycles contain a hydrogen atom; R27 : linear 1-4C alkyl, halo, preferably Cl, Br or F; R28 : H or linear 1-4C alkyl radical, where the radicals R27 located ortho to the radical NHR28 and R28 is together to form a 5- or 6-membered heterocycle comprising 1 or 2 heteroatoms of O or N; R29 : linear 1-4C alkyl, where the two radicals R29 together optionally forming a saturated 5-membered heterocycle; either R27a : H, 1-4C alkyl or phenyl radicals; and R31 : 1-4C alkyl, 1-4C alkoxy (optionally substituted with OH) or amino (optionally substituted with -COCH 3); or R27aR31 : 5- or 6-membered (non)aromatic heterocycle (optionally substituted with 1-4C alkyl); or R31R31 : aromatic ring (optionally substituted with an amino radical); and R30 : OH, amino or pyrrolidyl group. Provided that: when A is N, n is 0, X is CH and R8 is NH 2, then R9 is not H or CH 3; if Y2 is CR27, then q is preferably other than 0; and at least one of the radicals R31 is other than hydrogen and/or at least u is 1. Independent claims are included for: (1) coloring human keratin fibers, preferably hair comprising applying the composition on the fibers; and (2) a multicompartment device comprising a first compartment containing (I) or their plant extracts, and a second compartment containing (a)-(h), carbonyl oligomers or polymers, and optionally containing an enzyme for replacing the radical R of (I) with a hydrogen atom or a third compartment containing the enzyme. [Image].