A compound azo methine type [including the cationic pyrazolo pyridine unit for dyeing of a keratin fiber]

Japanese Patent JP5916986

B2

Compounds (A) comprising leuco type compound having pyrazolo[1,5-a]pyridine structure (I), azomethine type dyes having pyrazolopyridine structure (II) and their mesomeric forms, isomers, tautomers, addition salts with an acid or solvates, are new. Compounds (A) comprising leuco type compound having pyrazolo[1,5-a]pyridine structure of formula (I), azomethine type dyes having pyrazolopyridine structure of formula (II) and their mesomeric forms, isomers, tautomers, addition salts with an acid or solvates, are new. R 1> : H, 1-10C alkyl (optionally substituted and optionally interrupted by heteroatom or a group comprising O, N, Si, S, SO or SO 2), 1-10C alkyl (substituted and interrupted by cationic group), halo, SO 3H, 5-8 membered aryl ring (optionally substituted and saturated and containing one or more heteroatom or groups comprising N, O, S, SO 2and/or CO), where the ring can be cationic and/or substituted by cationic group; Z 1> : single covalent bond, divalent group, O or -NR 6>(R 7>) p-, when Z 1>is covalent bond, then R 1>is 1-6C alkylcarbonyl (optionally substituted), -O-CO-R, -CO-O-R, -NR-CO-R1a, or -CO-NRR1a; p : 0 or 1; R 6>, R 7> : alkyl; R, R1a : H or optionally substituted 1-6C alkyl; R 2>, R 3>, R 4>, R 5> : H, OH, 1-6C alkoxy, 1-6C alkylthio, amino, monoalkylamino, 1-6C dialkylamino (in which alkyl groups may form with the nitrogen atom to which they are attached a 5-8 membered heterocycle (optionally saturated, aromatic or non-aromatic, and containing one or more heteroatoms or groups comprising N, O, S, SO 2, or CO, and the heterocycle is optionally cationic and/or substituted by cationic group)), optionally substituted 1-6C alkylcarbonyl, -O-CO-R, -CO-O-R, -NR-CO-R1a, -CO-NRR1a, halo, -NHSO 3H, optionally substituted 1-4C alkyl, or carbonated aryl ring (optionally saturated and substituted); R 2>, R 3>, R 4>, R 5>together form : two to two optionally saturated 5-6 membered ring, provided that at least one of Z 1>and R 1>is cationic group; An : anion or anion group to ensure the electronegativity of (I) and (II); U 1> : CR or N; R : 1-4C alkyl or 1-4C alkoxy (both optionally substituted by OH), H or (di)1-4C alkyl-amino (in which alkyl is optionally substituted by OH); X : OH or NR1aR2a, when X is NHR1a and U 1>is CR, then the X and U 1>together forms 6 membered ring of type morpholine (optionally substituted by one or more 1-4C alkyl); R : alkoxy; V 1> : O or NR1a; R1a, R2a : H or 1-6C alkyl (optionally substituted by one or more OH, 1-2C alkoxy, amino, (di)1-2C alkyl-amino or phenyl (optionally substituted by one or more OH, 1-2C alkoxy or amino)); either Y 1> : OH, 1-4C alkyl, 1-4C hydroxyalkyl, halo (preferably Cl, I, F or Br), O (substituted by 1-4C alkyl, aryl or heteroaryl (all optionally substituted by one or more OH) or NR2aR3a); or two Y 1>radicals carried by two adjacent carbon atoms can together with the carbon atoms to which they are attached : optionally saturated, aromatic or non-aromatic, 5-6 membered cyclic group or heterocyclic group, preferably benzene ring, pyrrole ring, pyrrolidine ring, pyrazole ring, furan ring, pyrrolidine ring, morpholine ring or imidazole ring, optionally substituted by one or more 1-4C alkyl; either R2a, R3a : H, 1-4C alkylcarbonyl (optionally substituted by a quaternary ammonium group such as trialkylammonium group, or by cationic or non-cationic nitrogen containing heterocycle such as imidazole group, thiazole group, pyridine group, piperidine group, pyrrolidine group, pyrimidine group, pyrazine group, imidazolium group, pyridinium group, thiazolium group, pyrrolidinium group, piperidinium group, or pyrimidinium group (all optionally substituted by one or more 1-4C alkyl), aminocarbonyl, 1-6C alkyl (optionally substituted by one or more OH, 1-2C alkoxy, amino or (di)alkyl1-2C amino), or phenyl (optionally substituted by one or more OH, 1-2C alkoxy or amino)); or NR2aR3a : optionally saturated 5-7 membered heterocycle, which carbon atoms are replaced by O or N, where the heterocycle is optionally substituted by halo, amino, (di)alkyl-1-4C amino, OH, carboxy, (di)carboxamido, 1-2C alkoxy, 1-4C alkyl (optionally substituted by one or more groups comprising OH, amino, (di)alkylamino, alkoxy, carboxy or sulfonyl); and n : 0-3. Provided that: when p is 0 then R 6>is H or 1-6C alkyl, or R 6>and R 1>together with R 1>form 5-8 membered heterocycle (optionally substituted and saturated and containing one or more heteroatoms or groups comprising N, O, S, SO 2, CO), where the heterocycle is cationic and/or substituted by cationic group or non-cationic group; when p is 1 then NR 6>R 7>is cationic group; and Z 1>is divalent group such as S, SO or SO 2when R 1>is methyl; when R1a and R2a is different from H, R1a and R2a together with N to form optionally saturated 5-7 membered heterocycle, which carbon atoms are replaced by O or N, where the heterocycle is optionally substituted by halo, amino, dialkyl1-4C amino, OH, carboxy, carboxamido, 1-2C alkoxy, 1-4C alkyl (optionally substituted by one or more groups comprising OH, amino, (di)alkylamino, alkoxy, carboxy or sulfonyl); and when V 1>is NR1a and U 1>is CR, then V 1>and U 1>together form 6 membered ring of type morpholine (optionally substituted by one or more 1-4C alkyl). Independent claims are included for: (1) a composition comprising at least one compound (A) in a medium; and (2) a multi-compartment device or kit with several compartments, comprising a first compartment containing (I); and a second compartment containing an oxidizing agent, and optionally (II) and an alkaline agent. [Image].

Aziz Fadri
Stefan Bure

JP2010103656A

May 11, 2016

April 28, 2010

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LOREAL

C09B55/00; A61K8/49; A61Q5/10; C07D471/04; D06P1/13; D06P3/08

JP2010261036A
JP2009067772A

FR2920090A1
FR2920091A1
US20080289122
US20080289121

Yasuhiko Murayama
Masatake Shiga
Takashi Watanabe
Shinya Mitsuhiro

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