Cationic oxidation bases, their use for the oxidation dyeing of keratin fibres, dyeing compositions and dyeing methods
AssigneeL'oreal
InventorsEric Terranova, Aziz Fadli, Alain Lagrange
Life of this patent
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Abstract
The invention concerns novel pyrazolo[1,5-a]pyrimidines comprising at least a cationic group Z, Z being selected among quaternized aliphatic chains, aliphatic chains comprising at least a quaternized cycle, and their use as oxidation base for dyeing keratin fibers, the dyeing compositions containing them, and the oxidation dyeing methods using them.
Claims33
At least one chemical chosen from compounds of formula (I), and acid-addition salt thereof:
- in which:
- R1, R2 and R3, which may be identical or different, are each chosen from a hydrogen atom;
- a halogen atom;
- a group Z;
- a (C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- a carboxyl radical;
- a (C1-C6 alkyl)carboxyl radical;
- a (C1-C6 alkyl)sulphonyl radical;
- an aminosulphonyl radical;
- an N-Z-aminosulphonyl radical;
- an N-(C1-C6 alkyl)aminosulphonyl radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl radical;
- an aminosulphonyl(C1-C6 alkyl) radical;
- an N-Z-aminosulphonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- a carbamyl radical;
- an N-(C1-C6 alkyl)carbamyl radical;
- an N,N-di(C1-C6 alkylcarbamyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- a C1-C6 alkyl radical;
- a hydroxyl radical;
- a nitro radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a cyano radical;
- a group OR6;
- a group SR6;
- an amino radical;
- an N-(C1-C6 alkyl)amino radical;
- an N,N-di(C1-C6 alkyl)amino radical, wherein the two alkyl substituents may form a ring chosen from 5- and 6-membered rings;
- an N-hydroxy(C1-C6 alkyl)amino radical;
- an N,N-bis(hydroxy(C1-C6 alkyl))amino radical;
- an N-polyhydroxy(C2-C6 alkyl)amino radical;
- an N,N-bis(polyhydroxy(C2-C6 alkyl))amino radical;
- an amino(C1-C6 alkyl)amino radical, in which the terminal amino group is unsubstituted or substituted by one or two C1-C6 alkyl radicals, where the alkyl radicals may form a ring chosen from saturated and unsaturated 5- and 6-membered rings;
- an amino group protected by at least one group chosen from a (C1-C6 alkyl)carbonyl, a trifluoro(C1-C6 alkyl)carbonyl, an amino(C1-C6 alkyl)carbonyl, an N-Z-amino(C1-C6 alkyl)carbonyl, an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl) formyl radical, and a group Z;
- R6 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a group Z;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, monohydroxy(C1-C76 alkyl), polyhydroxy(C2-C6 alkyl), (C1-C6 alkyl)carbonyl, formyl, trifluoro(C1-C6 alkyl)carbonyl, and (C1-C6 alkyl)sulphonyl radicals, and a group Z;
- A is chosen from —NR4R5 and a hydroxyl radical;
- R4 and R5, are independently chosen from a hydrogen atom;
- a group Z;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 thiocarbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 sulphoalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)-aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, C1-C6 monohydroxyalkyl, C2-C6 polyhydroxyalkyl, (C1-C6 alkyl)carbonyl, (C1-alkyl)sulphonyl, formyl, and trifluoro(C1-C6 alkyl)carbonyl radicals, and a group Z;
- wherein one and only one of the radicals R4 and R5 may also be chosen from a (C1-C6 alkyl)carbonyl radical;
- a formyl radical;
- a trifluoro(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- and an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is chosen from linear and branched alkyl chains and may be interrupted by at least one heteroatom atom and may be substituted by at least one of a hydroxyl and a C1-C6 alkoxy radical, and may carry at least one ketone function;
- the ring members E, G, J, L and M, which are identical or different, are chosen from carbon, oxygen, sulphur and nitrogen atoms;
- n is an integer ranging from 0 to 4;
- m is an integer ranging from 0 to 5;
- the radicals R, which are identical or different, may be chosen from a group Z;
- a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 alkylcarbonyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl, carbamyl, and (C1-C6 alkyl)sulphonyl;
- and groups NHR″ and NR″R′″ in which R′ and R′″, which are identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R7 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a benzyl radical;
- and a group Z;
- R8, R9 and R10, which are identical or different, are chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 cyanoalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 amidoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, amido, carboxyl and (C1-C6 alkyl)sulphonyl radical;
- two of the radicals R8, R9 and R10 may form, together with the nitrogen to which they are attached, a ring chosen from saturated 5- and 6-membered carbon-containing rings which may contain at least one heteroatom, wherein said rings may contain a substituent chosen from a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 ketoalkyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- and an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl;
- carbamyl and (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R8, R9 and R10 may be chosen from a second group Z, identical to or different from the first group Z;
- R11 may be chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, a carbamyl, and a (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- a C1-C6(C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6(C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)ketoalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- and a C1-C6 N-(C1-C6 alkyl)sulphonamidoalkyl radical;
- a and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is chosen from a nitrogen atom to which the radical R7 is attached;
- in the unsaturated cationic groups of formula (III):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only
- 1) when at least one of the ring members E, G, J, L and M is chosen from a divalent atom and
- 2) when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- in the saturated cationic groups of formula (IV):
- when a=0, then the linker D is attached to the nitrogen atom which carries the radicals R8 to R10,
- when a=1, then two of the radicals R8 to R10, together with the nitrogen atom to which they are attached, form a ring chosen from 5- and 6-membered saturated rings, and the linker D is carried by a carbon atom of the said ring;
- X− is chosen from monovalent and divalent anions;
- with the proviso that at least one of R1, R2 and R3 is a group Z.
A composition for the oxidation dyeing of keratinous fibers, comprising, in a medium suitable for dyeing, at least one oxidation base chosen from compounds of formula (I) and acid addition salts thereof:
- in which:
- R1, R2 and R3, which may be identical or different, are each chosen from a hydrogen atom;
- a halogen atom;
- a group Z;
- a (C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- a carboxyl radical;
- a (C1-C6 alkyl)carboxyl radical;
- a (C1-C6 alkyl)sulphonyl radical;
- an aminosulphonyl radical;
- an N-Z-aminosulphonyl radical;
- an N-(C1-C6 alkyl)aminosulphonyl radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl radical;
- an aminosulphonyl(C1-C6 alkyl) radical;
- an N-Z-aminosulphonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- a carbamyl radical;
- an N-(C1-C6 alkyl)carbamyl radical;
- an N,N-di(C1-C6 alkyl)carbamyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- a C1-C6 alkyl radical;
- a hydroxyl radical;
- a nitro radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a cyano radical;
- a group OR6;
- a group SR6;
- an amino radical;
- an N-(C1-C6 alkyl)amino radical;
- an N,N-di(C1-C6 alkyl)amino radical, wherein the two alkyl substituents may form a ring chosen from 5-and 6-membered rings;
- an N-hydroxy(C1-C6 alkyl)amino radical;
- an N,N-bis(hydroxy(C1-C6 alkyl))amino radical;
- an N-polyhydroxy(C2-C6 alkyl)amino radical;
- an bis(polyhydroxy(C2-C6 alkyl))amino radical;
- an amino(C1-C6 alkyl)amino radical, in which the terminal amino group is unsubstituted or substituted by one or two C1-C6 alkyl radicals, where the alkyl radicals may form a ring chosen from saturated and unsaturated 5- and 6-membered rings;
- an amino group protected by at least one group chosen from a (C1-C6 alkyl)carbonyl, a trifluoro(C1-C6 alkyl)carbonyl, an amino(C1-C6 alkyl)carbonyl, an N-Z-amino(C1-C6 alkyl)carbonyl, an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl) formyl radical, and a group Z;
- R6 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a group Z;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, monohydroxy(C1-C6 alkyl), polyhydroxy(C2-C6 alkyl), (C1-C6 alkyl)carbonyl, formyl, trifluoro(C1-C6 alkyl)carbonyl, and (C1-C6 alkyl)sulphonyl radicals, and a group Z;
- A is chosen from —NR4R5 and a hydroxyl radical;
- R4 and R5, are independently chosen from a hydrogen atom;
- a group Z;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 thiocarbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 sulphoalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkylyaminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, C1-C6 monohydroxyalkyl, C2-C6 polyhydroxyalkyl, (C1-C6 alkyl)carbonyl, (C1-alkyl)sulphonyl, formyl, and trifluoro(C1-C6 alkyl)carbonyl radicals, and a group Z;
- wherein one and only one of the radicals R4 and R5 may also be chosen from a (C1-C6 alkyl)carbonyl radical;
- a formyl radical;
- a trifluoro(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- and an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is chosen from linear and branched alkyl chains and may be interrupted by at least one heteroatom atom and may be substituted by at least one of a hydroxyl and a C1-C6 alkoxy radical, and may carry at least one ketone function;
- the ring members E, G, J, L and M, which are identical or different, are chosen from carbon, oxygen, sulphur and nitrogen atoms;
- n is an integer ranging from 0 to 4;
- m is an integer ranging from 0 to 5;
- the radicals R, which are identical or different, may be chosen from a group Z;
- a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 alkylcarbonyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl, carbamyl, and (C1-C6 alkyl)sulphonyl;
- and groups NHR″ and NR″R′″ in which R″ and R′″, which are identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R7 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a benzyl radical;
- and a group Z;
- R8, R9 and R10, which are identical or different, are chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 cyanoalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 amidoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, amido, carboxyl and (C1-C6 alkyl)sulphonyl radical;
- two of the radicals R8, R9 and R10 may form, together with the nitrogen to which they are attached, a ring chosen from saturated 5- and 6-membered carbon-containing rings which may contain at least one heteroatom, wherein said rings may contain a substituent chosen from a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 ketoalkyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- and an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl;
- carbamyl and (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R8, R9 and R10 may be chosen from a second group Z, identical to or different from the first group Z;
- R11 may be chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, a carbamyl, and a (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)ketoalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- and a C1-C6 N-(C1-C6 alkyl)sulphonamidoalkyl radical;
- a and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is chosen from a nitrogen atom to which the radical R7 is attached;
- in the unsaturated cationic groups of formula (III):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only
- 1) when at least one of the ring members E, G, J, L and M is chosen from a divalent atom and
- 2) when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- in the saturated cationic groups of formula (IV):
- when a=0, then the linker D is attached to the nitrogen atom which carries the radicals R8 to R10,
- when a=1, then two of the radicals R8 to R10, together with the nitrogen atom to which they are attached, form a ring chosen from 5- and 6-membered saturated rings, and the linker D is carried by a carbon atom of the said ring;
- X− is chosen from monovalent and divalent anions;
- with the proviso that at least one of R1, R2 and R3 is a group Z.
A method for dyeing keratinous fibers comprising
- applying a dyeing composition to said keratinous fibers, and
- developing color with the aid of at least one oxidizing agent,
- wherein said at least one oxidizing agent is added to the dyeing composition at the time of application or which is present in an oxidizing composition which is applied simultaneously with said dyeing composition, either sequentially or separately,
- wherein said dyeing composition comprises, in a medium suitable for dyeing,
- at least one oxidation base chosen from compounds of formula (I) and acid addition salts thereof:
- in which:
- R1, R2 and R3, which may be identical or different, are each chosen from a hydrogen atom;
- a halogen atom;
- a group Z;
- a (C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- a carboxyl radical;
- a (C1-C6 alkyl)carboxyl radical;
- a (C1-C6 alkyl)sulphonyl radical;
- an aminosulphonyl radical;
- an N-Z-aminosulphonyl radical;
- an N-(C1-C6 alkyl)aminosulphonyl radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl radical;
- an aminosulphonyl(C1-C6 alkyl) radical;
- an N-Z-aminosulphonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- a carbamyl radical;
- an N-(C1-C6 alkyl)carbamyl radical;
- an N,N-di(C1-C6 alkyl)carbamyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- a C1-C6 alkyl radical;
- a hydroxyl radical;
- a nitro radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a cyano radical;
- a group OR6;
- a group SR6;
- an amino radical;
- an N-(C1-C6 alkyl)amino radical;
- an N,N-di(C1-C6 alkyl)amino radical, wherein the two alkyl substituents may form a ring chosen from 5- and 6-membered rings;
- an N-hydroxy(C1-C6 alkyl)amino radical;
- an N,N-bis(hydroxy(C1-C6 alkyl))amino radical;
- an N-polyhydroxy(C2-C6 alkyl)amino radical;
- an N,N-bis(polyhydroxy(C2-C6 alkyl))amino radical;
- an amino(C1-C6 alkyl)amino radical, in which the terminal amino group is unsubstituted or substituted by one or two C1-C6 alkyl radicals, where the alkyl radicals may form a ring chosen from saturated and unsaturated 5- and 6-membered rings;
- an amino group protected by at least one group chosen from a (C1-C6 alkyl)carbonyl, a trifluoro(C1-C6 alkyl)carbonyl, an amino(C1-C6 alkyl)carbonyl, an N-Z-amino(C1-C6 alkyl)carbonyl, an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl) formyl radical, and a group Z;
- R6 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a group Z;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, monohydroxy(C1-C6 alkyl), polyhydroxy(C2-C6 alkyl), (C1-C6 alkyl)carbonyl, formyl, trifluoro(C1-C6 alkyl)carbonyl, and (C1-C6 alkyl)sulphonyl radicals, and a group Z;
- A is chosen from —NR4R5 and a hydroxyl radical;
- R4 and R5, are independently chosen from a hydrogen atom;
- a group Z;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 thiocarbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 sulphoalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)-aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, C1-C6 monohydroxyalkyl, C2-C6 polyhydroxyalkyl, (C1-C6 alkyl)carbonyl, (C1-alkyl)sulphonyl, formyl, and trifluoro(C1-C6 alkyl)carbonyl radicals, and a group Z;
- wherein one and only one of the radicals R4 and R5 may also be chosen from a (C1-C6 alkyl)carbonyl radical;
- a formyl radical;
- a trifluoro(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- and an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is chosen from linear and branched alkyl chains and may be interrupted by at least one heteroatom atom and may be substituted by at least one of a hydroxyl and a C1-C6 alkoxy radical, and may carry at least one ketone function;
- the ring members E, G, J, L and M, which are identical or different, are chosen from carbon, oxygen, sulphur and nitrogen atoms;
- n is an integer ranging from 0 to 4;
- m is an integer ranging from 0 to 5;
- the radicals R, which are identical or different, may be chosen from a group Z;
- a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 alkylcarbonyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl, carbamyl, and (C1-C6 alkyl)sulphonyl;
- and groups NHR″ and NR″R′″ in which R″ and R′″, which are identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R7 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a benzyl radical;
- and a group Z;
- R8, R9 and R10, which are identical or different, are chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 cyanoalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 amidoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, amido, carboxyl and (C1-C6 alkyl)sulphonyl radical;
- two of the radicals R8, R9 and R10 may form, together with the nitrogen to which they are attached, a ring chosen from saturated 5- and 6-membered carbon-containing rings which may contain at least one heteroatom, wherein said rings may contain a substituent chosen from a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 ketoalkyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- and an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl;
- carbamyl and (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R8, R9 and R10 may be chosen from a second group Z, identical to or different from the first group Z;
- R11 may be chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, a carbamyl, and a (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)ketoalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- and a C1-C6 N-(C1-C6 alkyl)sulphonamidoalkyl radical;
- a and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is chosen from a nitrogen atom to which the radical R7 is attached;
- in the unsaturated cationic groups of formula (III):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only
- 1) when at least one of the ring members E, G, J, L and M is chosen from a divalent atom and
- 2) when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- in the saturated cationic groups of formula (IV):
- when a=0, then the linker D is attached to the nitrogen atom which carries the radicals R8 to R10,
- when a=1, then two of the radicals R8 to R10, together with the nitrogen atom to which they are attached, form a ring chosen from 5- and 6-membered saturated rings, and the linker D is carried by a carbon atom of the said ring;
- X− is chosen from monovalent and divalent anions;
- with the proviso that at least one of R1, R2 and R3 is a group Z.
A multi-compartment dyeing kit comprising at least two compartments, wherein a first compartment contains a dyeing composition and a second compartment contains an oxidizing composition,
- wherein said dyeing composition comprises, in a medium suitable for dyeing, at least one oxidation base chosen from compounds of formula (I) and acid addition salts thereof:
- in which:
- R1, R2 and R3, which may be identical or different, are each chosen from a hydrogen atom;
- a halogen atom;
- a group Z;
- a (C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl(C1-C6 alkyl) radical;
- a carboxyl radical;
- a (C1-C6 alkyl)carboxyl radical;
- a (C1-C6 alkyl)sulphonyl radical;
- an aminosulphonyl radical;
- an N-Z-aminosulphonyl radical;
- an N-(C1-C6 alkyl)aminosulphonyl radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl radical;
- an aminosulphonyl(C1-C6 alkyl) radical;
- an N-Z-aminosulphonyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)aminosulphonyl(C1-C6 alkyl) radical;
- a carbamyl radical;
- an N-(C1-C6 alkyl)carbamyl radical;
- an N,N-di(C1-C6 alkyl)carbamyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- an N-(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- an N,N-di(C1-C6 alkyl)carbamyl(C1-C6 alkyl) radical;
- a C1-C6 alkyl radical;
- a hydroxyl radical;
- a nitro radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a cyano radical;
- a group OR6;
- a group SR6;
- an amino radical;
- an N-(C1-C6 alkyl)amino radical;
- an N,N-di(C1-C6 alkyl)amino radical, wherein the two alkyl substituents may form a ring chosen from 5- and 6-membered rings;
- an N-hydroxy(C1-C6 alkyl)amino radical;
- an N,N-bis(hydroxy(C1-C6 alkyl))amino radical;
- an N-polyhydroxy(C2-C6 alkyl)amino radical;
- an N,N-bis(polyhydroxy(C2-C6 alkyl))amino radical;
- an amino(C1-C6 alkyl)amino radical, in which the terminal amino group is unsubstituted or substituted by one or two C1-C6 alkyl radicals, where the alkyl radicals may form a ring chosen from saturated and unsaturated 5- and 6-membered rings;
- an amino group protected by at least one group chosen from a (C1-C6 alkyl)carbonyl, a trifluoro(C1-C6 alkyl)carbonyl, an amino(C1-C6 alkyl)carbonyl, an N-Z-amino(C1-C6 alkyl)carbonyl, an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical, an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl) formyl radical, and a group Z;
- R6 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a group Z;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, monohydroxy(C1-C6 alkyl), polyhydroxy(C2-C6 alkyl), (C1-C6 alkyl)carbonyl, formyl, trifluoro(C1-C6 alkyl)carbonyl, and (C1-C6 alkyl)sulphonyl radicals, and a group Z;
- A is chosen from —NR4R5 and a hydroxyl radical;
- R4 and R5, are independently chosen from a hydrogen atom;
- a group Z;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)carbamylalkyl radical;
- a C1-C6 thiocarbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 sulphoalkyl radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 aminosulphonylalkyl radical;
- a C1-C6 N-Z-aminosulphonylalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)-aminosulphonylalkyl radical;
- a C1-C6 N,N-di(C1-C6 alkyl)aminosulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)carbonylalkyl radical;
- a C1-C6 aminoalkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is substituted by one or two radicals chosen from C1-C6 alkyl, C1-C6 monohydroxyalkyl, C2-C6 polyhydroxyalkyl, (C1-C6 alkyl)carbonyl, (C1-alkyl)sulphonyl, formyl, and trifluoro(C1-C6 alkyl)carbonyl radicals, and a group Z;
- wherein one and only one of the radicals R4 and R5 may also be chosen from a (C1-C6 alkyl)carbonyl radical;
- a formyl radical;
- a trifluoro(C1-C6 alkyl)carbonyl radical;
- an amino(C1-C6 alkyl)carbonyl radical;
- an N-Z-amino(C1-C6 alkyl)carbonyl radical;
- an N-(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- and an N,N-di(C1-C6 alkyl)amino(C1-C6 alkyl)carbonyl radical;
- Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below:
- in which:
- D is a linker which is chosen from linear and branched alkyl chains and may be interrupted by at least one heteroatom atom and may be substituted by at least one of a hydroxyl and a C1-C6 alkoxy radical, and may carry at least one ketone function;
- the ring members E, G, J, L and M, which are identical or different, are chosen from carbon, oxygen, sulphur and nitrogen atoms;
- n is an integer ranging from 0 to 4;
- m is an integer ranging from 0 to 5;
- the radicals R, which are identical or different, may be chosen from a group Z;
- a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 alkylcarbonyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- an amino radical protected by a group chosen from (C1-C5 alkyl)carbonyl, carbamyl, and (C1-C6 alkyl)sulphonyl;
- and groups NHR″ and NR″R′″ in which R″ and R′″, which are identical or different, are chosen from a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical and a C2-C6 polyhydroxyalkyl radical;
- R7 is chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a carbamyl(C1-C6 alkyl) radical;
- a C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a benzyl radical;
- and a group Z;
- R8, R9 and R10, which are identical or different, are chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a C1-C6 (C1-C6 alkoxy)alkyl radical;
- a C1-C6 cyanoalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 amidoalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- and a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, amido, carboxyl and (C1-C6 alkyl)sulphonyl radical;
- two of the radicals R8, R9 and R10 may form, together with the nitrogen to which they are attached, a ring chosen from saturated 5- and 6-membered carbon-containing rings which may contain at least one heteroatom, wherein said rings may contain a substituent chosen from a halogen atom;
- a hydroxyl radical;
- a C1-C6 alkyl radical, a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- a nitro radical;
- a cyano radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 alkoxy radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- an amido radical;
- an aldehydo radical;
- a carboxyl radical;
- a C1-C6 ketoalkyl radical;
- a thio radical;
- a C1-C6 thioalkyl radical;
- a (C1-C6 alkyl)thio radical;
- an amino radical;
- and an amino radical protected by a group chosen from (C1-C6 alkyl)carbonyl;
- carbamyl and (C1-C6 alkyl)sulphonyl radical;
- one of the radicals R8, R9 and R10 may be chosen from a second group Z, identical to or different from the first group Z;
- R11 may be chosen from a C1-C6 alkyl radical;
- a C1-C6 monohydroxyalkyl radical;
- a C2-C6 polyhydroxyalkyl radical;
- an aryl radical;
- a benzyl radical;
- a C1-C6 aminoalkyl radical;
- a C1-C6 aminoalkyl radical whose amine is protected by at least one of a (C1-C6 alkyl)carbonyl, a carbamyl, and a (C1-C6 alkyl)sulphonyl radical;
- a C1-C6 carboxyalkyl radical;
- a C1-C6 cyanoalkyl radical;
- a C1-C6 carbamylalkyl radical;
- a C1-C6 trifluoroalkyl radical;
- a C1-C6 tri(C1-C6 alkyl)silanealkyl radical;
- a C1-C6 sulphonamidoalkyl radical;
- C1-C6 (C1-C6 alkyl)carboxyalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphinylalkyl radical;
- a C1-C6 (C1-C6 alkyl)sulphonylalkyl radical;
- a C1-C6 (C1-C6 alkyl)ketoalkyl radical;
- a C1-C6 N-(C1-C6 alkyl)carbamylalkyl radical;
- and a C1-C6 N-(C1-C6 alkyl)sulphonamidoalkyl radical;
- a and y are integers equal to 0 or 1;
- with the following conditions:
- in the unsaturated cationic groups of formula (II):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J or L,
- y can adopt the value 1 only
- 1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- or
- 2) when at least one of the ring members E, G, J and L is chosen from a nitrogen atom to which the radical R7 is attached;
- in the unsaturated cationic groups of formula (III):
- when a=0, the linker D is attached to the nitrogen atom,
- when a=1, the linker D is attached to one of the ring members E, G, J, L or M,
- y can adopt the value 1 only
- 1) when at least one of the ring members E, G, J, L and M is chosen from a divalent atom and
- 2) when the radical R7 is carried by the nitrogen atom of the unsaturated ring;
- in the saturated cationic groups of formula (IV):
- when a=0, then the linker D is attached to the nitrogen atom which carries the radicals R8 to R10,
- when a=1, then two of the radicals R8 to R10, together with the nitrogen atom to which they are attached, form a ring chosen from 5- and 6-membered saturated rings , and the linker D is carried by a carbon atom of the said ring;
- X− is chosen from monovalent and divalent anions;
- with the proviso that at least one of R1, R2 and R3 is a group Z.
Dependencies are inferred from the claim text.