Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives

U.S. Cl. 8-405

14 Claims

US 6,500,213 B1 Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives Hans-Juergen Braun, Ueberstorf (Switzerland); and Laurent Chassot, Praroman (Switzerland) Assigned to Wella Aktiengesellschaft, Darmstadt (Germany) Appl. No. 9/446,726PCT Filed Feb. 19, 1999, PCT No. PCT/EP99/01084PCT Pub. No. WO99/59527, PCT Pub. Date Nov. 25, 1999. Claims priority of application No. 198 22 041 (DE), filed on May 16, 1998. Int. Cl.7A61K 7/13 U.S. Cl. 88212;405 14 Claims 1. Coloring agent for the oxidative coloring of keratinic fibers based on a developer/coupler comibination, characterized in that it contains as the developer a 2,5-diamino-1-phenylbenzene derivative of general formula (I) wherein R1, R2, R3 and R4 independently of each other denote hydrogen, a C1-C6 alkyl, C1-C4 hyroxyalkyl, C2-C4 dihydroxyalkyl or C1-C4 alkoxy-(C1-C4) alkyl group, or R1 and R2 or R3 and R4 form a four-membered to eight-membered aliphatic ring, with at least two of the R1 to R4 groups denoting hydrogen; R5 denotes hydrogen, a hydroxyl group, a halogen atom or a C1-C4 alkyl, C1-C4 hyroxyalkyl or C1-C4 alkoxy group; R6, R7, R8, R9 and R10 independently of each other denote hydrogen, a halogen atom or a cyano, hydroxyl, C1-C4 alkoxy, C1-C6 alkyl, C1-C4 alkyl thioether, mercapto, nitro, amino, alkylamino, dialkylamino, trifluoromethane, 8212;C(OH), 8212;C(O)CH3, 8212;C(O)CF3, 8212;Si(CH)3, C1-C4 hydroxyalkyl, C3-C4 dihydroxyalkyl, 8212;CH9552;CHR11 or 8212;(CH2)p-CO2R12 group or a 8212;(CH2)p8212;R13 group, where p=1, 2, 3 or 4, or a 8212;C(R14)9552;NR15 group or a C(R17)H8212;NR18R19 group, or two adjacent R6 to R10 groups form a 8212;O8212;CH28212;O bridge; with the proviso that at least one of R6 and R9 is not an amino group if R1, R2, R3 and R4 are hydrogen; R11 denotes hydrogen, a hydroxyl, nitro, amino, CO2R12 or 8212;C(O)CH3 group; R12, R14 and R17 independently of each other denote hydrogen or a C1-C4 alky group; R13 denotes an amino or nitrile group; R15, R18 and R19 independently of each other denote hydrogen, a hydroxyl, C1-C4 alkyl, C1-C6 hydroxyalkyl or C3-C4 dihydroxyalkyl group or a radical of formula and R16 denotes hydrogen, an amino group or a hydroxyl group or a physiologically acceptable, water-soluble salt thereof.