RU99111498A - COMPOSITION FOR OXIDATIVE COLORING OF KERATIN FIBERS CONTAINING 2-CHLOR-6-METHYL-3-AMINOPHENOL AND OXIDABLE BASE, AND COLORING METHOD - Google Patents
COMPOSITION FOR OXIDATIVE COLORING OF KERATIN FIBERS CONTAINING 2-CHLOR-6-METHYL-3-AMINOPHENOL AND OXIDABLE BASE, AND COLORING METHODInfo
- Publication number
- RU99111498A RU99111498A RU99111498/14A RU99111498A RU99111498A RU 99111498 A RU99111498 A RU 99111498A RU 99111498/14 A RU99111498/14 A RU 99111498/14A RU 99111498 A RU99111498 A RU 99111498A RU 99111498 A RU99111498 A RU 99111498A
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- amino
- phenylenediamine
- radical
- acid
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims 29
- 238000004040 coloring Methods 0.000 title claims 8
- 239000000835 fiber Substances 0.000 title claims 7
- 102000011782 Keratins Human genes 0.000 title claims 6
- 108010076876 Keratins Proteins 0.000 title claims 6
- 230000001590 oxidative Effects 0.000 title claims 5
- XYRDGCCCBJITBH-UHFFFAOYSA-N 3-amino-2-chloro-6-methylphenol Chemical compound CC1=CC=C(N)C(Cl)=C1O XYRDGCCCBJITBH-UHFFFAOYSA-N 0.000 title claims 4
- 150000003839 salts Chemical class 0.000 claims 18
- 239000011780 sodium chloride Substances 0.000 claims 18
- 150000003254 radicals Chemical class 0.000 claims 16
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 15
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 14
- 239000002253 acid Substances 0.000 claims 13
- 239000002585 base Substances 0.000 claims 9
- -1 alkyl radical Chemical class 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 238000004043 dyeing Methods 0.000 claims 5
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-Aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- MJAVQHPPPBDYAN-UHFFFAOYSA-N 2,6-dimethylbenzene-1,4-diamine Chemical compound CC1=CC(N)=CC(C)=C1N MJAVQHPPPBDYAN-UHFFFAOYSA-N 0.000 claims 2
- KULOFVMDAJSPOK-UHFFFAOYSA-N 2-(2,5-diaminophenoxy)ethanol Chemical compound NC1=CC=C(N)C(OCCO)=C1 KULOFVMDAJSPOK-UHFFFAOYSA-N 0.000 claims 2
- YFHBPZJUEOCAMK-UHFFFAOYSA-N 2-propylbenzene-1,4-diamine Chemical compound CCCC1=CC(N)=CC=C1N YFHBPZJUEOCAMK-UHFFFAOYSA-N 0.000 claims 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N Methyl radical Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 2
- SNCZADBGCFYPPD-UHFFFAOYSA-N NNC1=CC=C(C=C1)NCCOC Chemical compound NNC1=CC=C(C=C1)NCCOC SNCZADBGCFYPPD-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 2
- 238000004177 carbon cycle Methods 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 239000007800 oxidant agent Substances 0.000 claims 2
- 150000004989 p-phenylenediamines Chemical class 0.000 claims 2
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical class NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- CBWPAXKVACVBLU-UHFFFAOYSA-N 1,3-bis[4-amino-N-(2-hydroxyethyl)anilino]propan-1-ol Chemical compound C1=CC(N)=CC=C1N(CCO)CCC(O)N(CCO)C1=CC=C(N)C=C1 CBWPAXKVACVBLU-UHFFFAOYSA-N 0.000 claims 1
- KQGOJGSMIRVVJL-UHFFFAOYSA-N 1-N-methyl-4-N-[4-[4-(methylamino)anilino]butyl]benzene-1,4-diamine Chemical compound C1=CC(NC)=CC=C1NCCCCNC1=CC=C(NC)C=C1 KQGOJGSMIRVVJL-UHFFFAOYSA-N 0.000 claims 1
- OWWAUBQOFLVUMS-UHFFFAOYSA-N 2,3-dihydro-1H-indol-4-ol Chemical compound OC1=CC=CC2=C1CCN2 OWWAUBQOFLVUMS-UHFFFAOYSA-N 0.000 claims 1
- JWLQULBRUJIEHY-UHFFFAOYSA-N 2,3-dihydro-1H-indol-6-ol Chemical compound OC1=CC=C2CCNC2=C1 JWLQULBRUJIEHY-UHFFFAOYSA-N 0.000 claims 1
- GZVVXXLYQIFVCA-UHFFFAOYSA-N 2,3-dimethylbenzene-1,4-diamine Chemical compound CC1=C(C)C(N)=CC=C1N GZVVXXLYQIFVCA-UHFFFAOYSA-N 0.000 claims 1
- BWAPJIHJXDYDPW-UHFFFAOYSA-N 2,5-dimethyl-p-phenylenediamine Chemical compound CC1=CC(N)=C(C)C=C1N BWAPJIHJXDYDPW-UHFFFAOYSA-N 0.000 claims 1
- KEEQZNSCYCPKOJ-UHFFFAOYSA-N 2,6-diethylbenzene-1,4-diamine Chemical compound CCC1=CC(N)=CC(CC)=C1N KEEQZNSCYCPKOJ-UHFFFAOYSA-N 0.000 claims 1
- GEDBTTQRNHWAQC-UHFFFAOYSA-N 2-(4-methoxyphenyl)pyridine-3,4-diamine Chemical compound C1=CC(OC)=CC=C1C1=NC=CC(N)=C1N GEDBTTQRNHWAQC-UHFFFAOYSA-N 0.000 claims 1
- BCQDCROHHKDXAT-UHFFFAOYSA-N 2-[4-amino-N-[4-[4-amino-N-(2-hydroxyethyl)anilino]butyl]anilino]ethanol Chemical compound C1=CC(N)=CC=C1N(CCO)CCCCN(CCO)C1=CC=C(N)C=C1 BCQDCROHHKDXAT-UHFFFAOYSA-N 0.000 claims 1
- HCPJEHJGFKWRFM-UHFFFAOYSA-N 2-amino-5-methylphenol Chemical compound CC1=CC=C(N)C(O)=C1 HCPJEHJGFKWRFM-UHFFFAOYSA-N 0.000 claims 1
- ALQKEYVDQYGZDN-UHFFFAOYSA-N 2-amino-6-methylphenol Chemical compound CC1=CC=CC(N)=C1O ALQKEYVDQYGZDN-UHFFFAOYSA-N 0.000 claims 1
- WNYJRJRHKRZXEO-UHFFFAOYSA-N 2-propan-2-ylbenzene-1,4-diamine Chemical compound CC(C)C1=CC(N)=CC=C1N WNYJRJRHKRZXEO-UHFFFAOYSA-N 0.000 claims 1
- OYTKINVCDFNREN-UHFFFAOYSA-N 3,4-Diaminopyridine Chemical compound NC1=CC=NC=C1N OYTKINVCDFNREN-UHFFFAOYSA-N 0.000 claims 1
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 claims 1
- POKISONDDBRXBK-UHFFFAOYSA-N 4-N,4-N,2-trimethylbenzene-1,4-diamine Chemical compound CN(C)C1=CC=C(N)C(C)=C1 POKISONDDBRXBK-UHFFFAOYSA-N 0.000 claims 1
- QNGVNLMMEQUVQK-UHFFFAOYSA-N 4-N,4-N-diethylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1 QNGVNLMMEQUVQK-UHFFFAOYSA-N 0.000 claims 1
- UOWYGPTYSRURDP-UHFFFAOYSA-N 4-N,4-N-dipropylbenzene-1,4-diamine Chemical compound CCCN(CCC)C1=CC=C(N)C=C1 UOWYGPTYSRURDP-UHFFFAOYSA-N 0.000 claims 1
- OAQDBKQAJRFJIY-UHFFFAOYSA-N 4-N-[2-(4-amino-N-ethyl-3-methylanilino)ethyl]-4-N-ethyl-2-methylbenzene-1,4-diamine Chemical compound C=1C=C(N)C(C)=CC=1N(CC)CCN(CC)C1=CC=C(N)C(C)=C1 OAQDBKQAJRFJIY-UHFFFAOYSA-N 0.000 claims 1
- OOPWJBCZQDTTNE-UHFFFAOYSA-N 4-N-[4-(4-aminoanilino)butyl]benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1NCCCCNC1=CC=C(N)C=C1 OOPWJBCZQDTTNE-UHFFFAOYSA-N 0.000 claims 1
- ATNZJTUJPNJYQS-UHFFFAOYSA-N 6-methoxy-2-(2-methoxyethyl)pyridine-3,4-diamine Chemical compound COCCC1=NC(OC)=CC(N)=C1N ATNZJTUJPNJYQS-UHFFFAOYSA-N 0.000 claims 1
- WEPOCTWSRWLQLL-UHFFFAOYSA-N 6-methoxypyridine-2,3-diamine Chemical compound COC1=CC=C(N)C(N)=N1 WEPOCTWSRWLQLL-UHFFFAOYSA-N 0.000 claims 1
- BZORFPDSXLZWJF-UHFFFAOYSA-N Dimethyl-4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 claims 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N Hydrogen peroxide - urea Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims 1
- BKEFUBHXUTWQED-UHFFFAOYSA-N N-(4-amino-3-hydroxyphenyl)acetamide Chemical compound CC(=O)NC1=CC=C(N)C(O)=C1 BKEFUBHXUTWQED-UHFFFAOYSA-N 0.000 claims 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims 1
- 150000001242 acetic acid derivatives Chemical class 0.000 claims 1
- 230000002378 acidificating Effects 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 1
- 239000000908 ammonium hydroxide Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000006071 cream Substances 0.000 claims 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N ethanone Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 150000002334 glycols Chemical class 0.000 claims 1
- 125000005842 heteroatoms Chemical group 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl radical Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 claims 1
- 150000003893 lactate salts Chemical class 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 230000001264 neutralization Effects 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- 150000004965 peroxy acids Chemical class 0.000 claims 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- LDIJKUBTLZTFRG-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine Chemical class N1=CC=CN2N=CC=C21 LDIJKUBTLZTFRG-UHFFFAOYSA-N 0.000 claims 1
- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000542 sulfonic acid group Chemical group 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 150000003892 tartrate salts Chemical class 0.000 claims 1
Claims (18)
(а) п-фенилендиаминов следующей формулы I и их солей присоединения с кислотой:
в которой R1 обозначает атом водорода, (C1-C4)-алкил, (C1-C4)-моногидроксиалкил, (C2-C4)-полигидроксиалкил, (C1-C4)-алкокси (C1-C4)-алкил, (C1-C4)-алкил, замещенный азотсодержащей, фенильной или 4'-аминофенильной группой;
R2 обозначает атом водорода, (C1-C4)-алкил, (C1-C4)-моногидроксиалкил, (C2-C4)-полигидроксиалкил, (C1-C4)-алкокси (C1-C4)-алкил или (C1-C4)-алкил, замещенный азотсодержащей группой;
R3 обозначает атом водорода, (C1-C4)-алкил, (C1-C4)-моногидроксиалкоксильный радикал, (C1-C4)-мезиламиноалкоксильный радикал, (C1-C4)-ацетиламиноалкоксильный радикал, (C1-C4)-карбамиламиноалкоксильный радикал или (C1-C4)-алкил, замещенный азотсодержащей группой;
R4 обозначает атом водорода или (C1-C4)-алкил;
при условии, что по меньшей мере один из радикалов R1, R2, R3 и R4 не является атомом водорода, когда радикалы R1, R2 и R4 одновременно представляют собой атом водорода, тогда радикал R3 не является метильным радикалом, когда радикалы R1, R2 и R3 одновременно представляют собой атом водорода и радикал R4 занимает положение 6, тогда радикал R4 не является метильным радикалом, когда один из радикалов R1 и R2 обозначает (C1-C4)-алкил или (C1-C4)-моногидроксиалкил, а другой радикал R1 или R2 обозначает атом водорода, тогда, по меньшей мере один из радикалов R3 и R4 не является атомом водорода; когда R1 и R2 одновременно представляют собой (C1-C4)-моногидроксиалкильный радикал, тогда по меньшей мере один из радикалов R3 и R4 не является атомом водорода;
б) двойных оснований следующей формулы II и их солей присоединения с кислотой:
в которой Z1 и Z2, одинаковые или разные, обозначают гидроксильный радикал или группу -NH2, которые могут быть замещены C1-C4-алкильным радикалом или мостиковой группой Y;
мостиковая группа Y обозначает алкиленовую цепочку, содержащую 1-14 атомов углерода, линейную или разветвленную, которая может быть прервана одной или несколькими азотсодержащими группами и/или одним или несколькими гетероатомами, такими, как атомы кислорода, серы или азота, и, в ряде случаев, замещенную одним или несколькими гидроксильными или (C1-C6)-алкоксильными радикалами;
R5 и R6 обозначают атом водорода или галогена, (C1-C4)-алкил, (C1-C4)-моногидроксиалкил, (C2-C4)-полигидроксиалкил или (C1-C4)-аминоалкил,
или мостиковую группу Y;
R7, R8, R9, R10, R11 и R12, одинаковые или разные, обозначают атом водорода, мостиковую группу Y или (C1-C4)-алкил; при условии, что соединения формулы (II) содержат только одну мостиковую группу Y в молекуле;
в) пиразоло-[1,5-а] -пиримидинов следующей формулы III, их солей присоединения с кислотой или с основанием, и их таутомерных форм, когда существует таутомерное равновесие:
в которой R13, R14, R15 и R16, одинаковые или разные, обозначают атом водорода, (C1-C4)-алкил, арил, (C1-C4)-гидроксиалкил, (C2-C4)-полигидроксиалкил, (C1-C4)-алкокси(C1-C4)-алкил, (C1-C4)-аминоалкил (амин может быть защищен ацетильным радикалом, уреидной или сульфонильной группой), (C1-C4)-алкиламино(C1-C4)-алкил, ди-[(C1-C4)алкил]амино(C1-C4)-алкил (диалкильные радикалы могут образовывать углеродный цикл или 5-ти или 6-ти членный гетероцикл), гидрокси(C1-C4)алкил-амино(C1-C4)алкил или ди-[гидрокси(C1-C4)алкил]-амино(C1-C4)алкил;
радикалы X, одинаковые или разные, обозначают атом водорода, (C1-C4)-алкил, арил, (C1-C4)-гидроксиалкил, (C2-C4)-полигидроксиалкил, амино (C1-C4)-алкил, (C1-C4)алкил-амино(C1-C4) алкил, ди-[(C1-C4)алкил] амино(C1-C4)алкил (диалкильные радикалы могут образовывать углеродный цикл или 5-ти или 6-тичленный гетероцикл), гидрокси(C1-C4)алкил, или ди-[гидрокси(C1-C4)алкил]амино(C1-C4) алкил, аминогруппу, (C1-C4)алкиламиногруппу или ди-[(C1-C4)алкил] аминогруппу; атом галогена, остаток карбоновой кислоты, остаток сульфокислоты;
i принимает значения 0, 1, 2 или 3;
p принимает значения 0 или 1;
q принимает значения 0 или 1;
n принимает значения 0 или 1;
при условии, что сумма р + q отлична от 0: когда р + q равно 2, тогда n принимает значение 0 и группы NR13R14 и NR15R16 занимают положения (2, 3); (5, 6); (6, 7), (3, 5) или (3, 7); когда р + q равно 1, тогда n принимает значение 1 и группы NR13R14 (или NR15R16) и группа ОН занимают положения (2, 3); (5, 6); (6, 7), (3, 5) или (3, 7);
г) о-аминофенолов;
д) диаминопиридинов;
при этом указанная композиция не содержит дополнительного краскообразующего вещества, которое было бы выбрано из 4-гидроксииндолина, 6-гидроксииндолина и их солей присоединения с кислотой.1. Composition for oxidative dyeing of keratin fibers and, in particular, human keratin fibers, such as hair, characterized in that it contains in an environment adapted for dyeing 2-chloro-6-methyl-3-aminophenol and / or at least at least one of its addition salts with an acid, as a paint-forming agent, and at least one oxidizable base selected from
(a) p-phenylenediamines of the following formula I and their addition salts with an acid:
in which R 1 denotes a hydrogen atom, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -monohydroxyalkyl, (C 2 -C 4 ) -polyhydroxyalkyl, (C 1 -C 4 ) -alkoxy (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -alkyl, substituted with a nitrogen-containing, phenyl or 4'-aminophenyl group;
R 2 denotes a hydrogen atom, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) -monohydroxyalkyl, (C 2 -C 4 ) -polyhydroxyalkyl, (C 1 -C 4 ) -alkoxy (C 1 -C 4 ) -alkyl or (C 1 -C 4 ) -alkyl substituted with a nitrogen-containing group;
R 3 denotes a hydrogen atom, (C 1 -C 4 ) -alkyl, (C 1 -C 4 ) mono-hydroxyalkoxy radical, (C 1 -C 4 ) -mesylaminoalkoxy radical, (C 1 -C 4 ) -acetylaminoalkoxy radical, ( C 1 -C 4 ) -carbamylaminoalkoxy radical or (C 1 -C 4 ) alkyl substituted by a nitrogen-containing group;
R 4 denotes a hydrogen atom or (C 1 -C 4 ) -alkyl;
provided that at least one of the radicals R 1 , R 2 , R 3 and R 4 is not a hydrogen atom, when the radicals R 1 , R 2 and R 4 simultaneously represent a hydrogen atom, then the radical R 3 is not a methyl radical when the radicals R 1 , R 2 and R 3 simultaneously represent a hydrogen atom and the radical R 4 occupies position 6, then the radical R 4 is not a methyl radical when one of the radicals R 1 and R 2 means (C 1 -C 4 ) -alkyl or (C 1 -C 4 ) -monohydroxyalkyl, and the other radical R 1 or R 2 denotes a hydrogen atom, then at least one of the radicals R 3 and R 4 is not a hydrogen atom; when R 1 and R 2 are simultaneously a (C 1 -C 4 ) mono-hydroxyalkyl radical, then at least one of the radicals R 3 and R 4 is not a hydrogen atom;
b) double bases of the following formula II and their addition salts with an acid:
in which Z 1 and Z 2 , which are the same or different, denote a hydroxyl radical or a group —NH 2 , which may be substituted with a C 1 -C 4 alkyl radical or a bridging group Y;
the bridging group Y denotes an alkylene chain containing 1-14 carbon atoms, linear or branched, which can be interrupted by one or more nitrogen-containing groups and / or one or several heteroatoms, such as oxygen, sulfur or nitrogen, and, in some cases substituted by one or more hydroxyl or (C 1 -C 6 ) alkoxy radicals;
R 5 and R 6 represent a hydrogen or halogen atom, (C 1 -C 4 ) alkyl, (C 1 -C 4 ) monohydroxyalkyl, (C 2 -C 4 ) polyhydroxyalkyl or (C 1 -C 4 ) amino alkyl ,
or bridge group Y;
R 7 , R 8 , R 9 , R 10 , R 11 and R 12 , which are the same or different, represent a hydrogen atom, a bridging group Y or (C 1 -C 4 ) -alkyl; provided that the compounds of formula (II) contain only one bridging group Y in the molecule;
c) pyrazolo- [1,5-a] pyrimidines of the following formula III, their addition salts with an acid or base, and their tautomeric forms, when there is a tautomeric equilibrium:
in which R 13 , R 14 , R 15 and R 16 are the same or different, represent a hydrogen atom, (C 1 -C 4 ) -alkyl, aryl, (C 1 -C 4 ) -hydroxyalkyl, (C 2 -C 4 a) poly-hydroxyalkyl, (C 1 -C 4 ) alkoxy (C 1 -C 4 ) alkyl, (C 1 -C 4 ) amino alkyl (the amine can be protected by an acetyl radical, a ureid or a sulfonyl group), (C 1 - C 4 ) -alkylamino (C 1 -C 4 ) -alkyl, di - [(C 1 -C 4 ) alkyl] amino (C 1 -C 4 ) -alkyl (dialkyl radicals can form a carbon cycle or 5 or 6 β-membered heterocycle), hydroxy (C 1 -C 4 ) alkyl-amino (C 1 -C 4 ) alkyl or di- [hydroxy (C 1 -C 4 ) alkyl] amino (C 1 -C 4 ) alkyl;
radicals X, identical or different, denote a hydrogen atom, (C 1 -C 4 ) -alkyl, aryl, (C 1 -C 4 ) -hydroxyalkyl, (C 2 -C 4 ) -polyhydroxyalkyl, amino (C 1 -C 4 a) alkyl, (C 1 -C 4 ) alkyl-amino (C 1 -C 4 ) alkyl, di - [(C 1 -C 4 ) alkyl] amino (C 1 -C 4 ) alkyl (dialkyl radicals can form carbon cycle or 5 or 6-membered heterocycle), hydroxy (C 1 -C 4 ) alkyl, or di- [hydroxy (C 1 -C 4 ) alkyl] amino (C 1 -C 4 ) alkyl, amino group, (C 1 -C 4 ) alkylamino or di - [(C 1 -C 4 ) alkyl] amino group; halogen atom, carboxylic acid residue, sulfonic acid residue;
i is 0, 1, 2, or 3;
p is 0 or 1;
q is 0 or 1;
n is 0 or 1;
provided that the sum of p + q is different from 0: when p + q is 2, then n takes the value 0 and the groups NR 13 R 14 and NR 15 R 16 occupy positions (2, 3); (5, 6); (6, 7), (3, 5) or (3, 7); when p + q is 1, then n is 1 and the groups NR 13 R 14 (or NR 15 R 16 ) and the OH group occupy the positions (2, 3); (5, 6); (6, 7), (3, 5) or (3, 7);
d) o-aminophenols;
e) diaminopyridines;
however, this composition does not contain additional kraskoobrazuyuschego substances, which would be selected from 4-hydroxyindoline, 6-hydroxyindoline and their addition salts with acid.
-пиразоло-[1,5-а]-пиримидин-3,7-диамина;
-2,5-диметилпиразоло-[1,5-а1-пиримидин-3,7-диамина;
-пиразоло-[1,5-а]-пиримидин-3,5-диамина;
-2,7-диметилпиразоло-[1,5-а]-пиримидин-3,5-диамина;
-3-аминопиразоло-[1,5-а]-пиримидин-7-ола;
-3-аминопиразоло-[1,5-а]-пиримидин-5-ола;
-2-(3-аминопиразоло-[1,5-а]-пиримидин-7-иламино)-этанола;
-2-(7-аминопиразоло-[1,5-а]-пиримидин-3-иламино)-этанола;
-2-[(3-аминопиразоло-[1,5-а] -пиримидин-7-ил)-(2-гидрокси-этил)-амино]-этанола;
-2-[(7-аминопиразоло-[1,5-а] -пиримидин-3-ил)-(2-гидрокси-этил)-амино]-этанола;
-5,6-диметилпиразоло-[1,5-а]-пиримидин-3,7-диамина;
-2,6-диметилпиразоло-[1,5-а]-пиримидин-3,7-диамина;
-2,5,N7,N7-тетраметилпиразоло-[1,5-а]-пиримидин-3,7-диамина
и их солей присоединения и их таутомерных форм, когда существует таутомерное равновесие.5. Composition according to one of claims 1 to 4, characterized in that
-pyrazolo- [1,5-a] -pyrimidine-3,7-diamine;
-2,5-dimethylpyrazolo- [1,5-a1-pyrimidine-3,7-diamine;
-pyrazolo- [1,5-a] -pyrimidine-3,5-diamine;
-2,7-dimethylpyrazolo- [1,5-a] pyrimidine-3,5-diamine;
-3-aminopyrazolo- [1,5-a] -pyrimidine-7-ol;
-3-aminopyrazolo- [1,5-a] -pyrimidine-5-ol;
-2- (3-aminopyrazolo- [1,5-a] pyrimidin-7-ylamino) ethanol;
-2- (7-aminopyrazolo- [1,5-a] pyrimidin-3-ylamino) ethanol;
-2 - [(3-aminopyrazolo- [1,5-a] pyrimidin-7-yl) - (2-hydroxy-ethyl) amino] ethanol;
-2 - [(7-aminopyrazolo- [1,5-a] pyrimidin-3-yl) - (2-hydroxy-ethyl) amino] ethanol;
-5,6-dimethylpyrazolo- [1,5-a] pyrimidine-3,7-diamine;
-2,6-dimethylpyrazolo- [1,5-a] pyrimidine-3,7-diamine;
-2,5, N7, N7-tetramethylpyrazolo- [1,5-a] -pyrimidine-3,7-diamine
and their addition salts and their tautomeric forms when there is tautomeric equilibrium.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9710854 | 1997-09-01 | ||
FR9710854A FR2767685B1 (en) | 1997-09-01 | 1997-09-01 | COMPOSITION FOR OXIDATION DYEING OF KERATINIC FIBERS COMPRISING 2-CHLORO 6-METHYL 3-AMINOPHENOL AND AN OXIDATION BASE, AND DYEING METHOD |
Publications (2)
Publication Number | Publication Date |
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RU2158584C1 RU2158584C1 (en) | 2000-11-10 |
RU99111498A true RU99111498A (en) | 2001-04-27 |
Family
ID=9510645
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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RU99111498/14A RU2158584C1 (en) | 1997-09-01 | 1998-07-16 | Composition for oxidative coloration of keratin fibers, method of coloration thereof, and packing of set for coloring keratin fibers |
Country Status (13)
Country | Link |
---|---|
US (1) | US6277156B1 (en) |
EP (3) | EP1348422B1 (en) |
JP (1) | JP2000508354A (en) |
AT (3) | ATE429271T1 (en) |
AU (1) | AU8811798A (en) |
BR (1) | BR9806133A (en) |
CA (1) | CA2270933A1 (en) |
DE (3) | DE69840799D1 (en) |
ES (2) | ES2325830T3 (en) |
FR (1) | FR2767685B1 (en) |
PL (2) | PL198643B1 (en) |
RU (1) | RU2158584C1 (en) |
WO (1) | WO1999011230A1 (en) |
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FR2785183B1 (en) * | 1998-11-04 | 2002-04-05 | Oreal | TINCTORIAL COMPOSITION CONTAINING CATIONIC DIRECT DYE AND PYRAZOLO- [1,5-a] - PYRIMIDINE AS OXIDATION BASE, AND DYEING METHODS |
FR2805737B1 (en) | 2000-03-06 | 2003-01-03 | Oreal | KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME |
US7276087B2 (en) * | 2003-04-29 | 2007-10-02 | L'oreal S.A. | Dye composition comprising 2-chloro-6-methyl-3-aminophenol as coupler, para-aminophenol and 3-methyl-4-aminophenol as oxidation bases and at least one associative thickening polymer |
US7300470B2 (en) * | 2003-04-29 | 2007-11-27 | L'oreal S.A. | Dye composition comprising 2-chloro-6-methyl-3-aminophenol, at least two oxidation bases chosen from para-phenylenediamine derivatives and at least one associative thickening polymer |
US7306630B2 (en) * | 2003-04-29 | 2007-12-11 | L'oreal S.A. | Composition comprising at least one coupler chosen from 2-chloro-6-methyl-3-aminophenol and addition salts thereof, at least one oxidation base, and at least one associative polymer comprising at least one C8-C30 fatty chain |
FR2870725B1 (en) * | 2004-05-28 | 2007-01-19 | Oreal | COMPOSITION FOR TREATING KERATINIC FIBERS COMPRISING A PARTICULAR POLYCARBOXYLIC COMPOUND AND A PARTICULAR COUPLER, METHOD AND DEVICE IMPLEMENTING THE SAME |
US7413580B2 (en) | 2005-06-29 | 2008-08-19 | L'oreal S.A. | Double para-phenylenediamines joined by a linker arm substituted with one or more carboxylic radicals and/or derivatives and use in dyeing |
FR2887880B1 (en) * | 2005-06-29 | 2009-10-16 | Oreal | NEW DOUBLE PARA-PHENYLENEDIAMINES CONNECTED BY AN AROMATIC GROUP AND USE IN COLORING |
US20070011828A1 (en) * | 2005-06-29 | 2007-01-18 | Stephane Sabelle | Novel double para-phenylenediamines joined by a branched aliphatic group and method of dyeing keratin fibers |
US7422609B2 (en) | 2005-06-29 | 2008-09-09 | Oreal | Double para-phenylenediamines joined by an aromatic group for dyeing keratin fibers |
MA46092A (en) | 2016-08-31 | 2021-04-21 | Agios Pharmaceuticals Inc | CELLULAR METABOLIC PROCESS INHIBITORS |
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-
1997
- 1997-09-01 FR FR9710854A patent/FR2767685B1/en not_active Expired - Lifetime
-
1998
- 1998-07-16 ES ES03291368T patent/ES2325830T3/en not_active Expired - Lifetime
- 1998-07-16 RU RU99111498/14A patent/RU2158584C1/en not_active IP Right Cessation
- 1998-07-16 AT AT03291367T patent/ATE429271T1/en not_active IP Right Cessation
- 1998-07-16 EP EP03291368A patent/EP1348422B1/en not_active Expired - Lifetime
- 1998-07-16 CA CA002270933A patent/CA2270933A1/en not_active Abandoned
- 1998-07-16 DE DE69840799T patent/DE69840799D1/en not_active Expired - Lifetime
- 1998-07-16 DE DE69840781T patent/DE69840781D1/en not_active Expired - Lifetime
- 1998-07-16 WO PCT/FR1998/001562 patent/WO1999011230A1/en active IP Right Grant
- 1998-07-16 ES ES98939696T patent/ES2232958T5/en not_active Expired - Lifetime
- 1998-07-16 AU AU88117/98A patent/AU8811798A/en not_active Abandoned
- 1998-07-16 EP EP98939696A patent/EP0966252B2/en not_active Expired - Lifetime
- 1998-07-16 PL PL381480A patent/PL198643B1/en not_active IP Right Cessation
- 1998-07-16 AT AT98939696T patent/ATE281145T1/en not_active IP Right Cessation
- 1998-07-16 AT AT03291368T patent/ATE429957T1/en not_active IP Right Cessation
- 1998-07-16 BR BR9806133-0A patent/BR9806133A/en not_active Application Discontinuation
- 1998-07-16 JP JP11516365A patent/JP2000508354A/en not_active Ceased
- 1998-07-16 DE DE69827371T patent/DE69827371T3/en not_active Expired - Lifetime
- 1998-07-16 PL PL98333231A patent/PL333231A1/en not_active IP Right Cessation
- 1998-07-16 US US09/297,498 patent/US6277156B1/en not_active Expired - Lifetime
- 1998-07-16 EP EP03291367A patent/EP1352636B1/en not_active Expired - Lifetime
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