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US 7,887,601 B2Granted
Compounds of azomethine type comprising a cationic pyrazolopyridine unit, for dyeing keratin fibres
AssigneeL'oreal
InventorsAziz Fadli, Stéphane Blais
Life of this patent
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Abstract
Disclosed herein is at least one compound chosen from compounds of leuco type of formula (I), dyes of azomethine type comprising a pyrazolopyridine unit of formula (II) corresponding to the compounds of formula (I), mesomeric forms, isomeric and tautomeric forms thereof, acid-addition salts thereof and solvates thereof:
Claims18
At least one compound chosen from leuco form compounds of formula (I), dyes of azomethine type comprising a pyrazolopyridine unit of formula (II), mesomeric forms, isomeric forms and tautomeric forms thereof, acid-addition salts thereof and solvates thereof:
- in which:
- Z1 represents:
- a single covalent bond;
- a divalent radical chosen from:
- an oxygen atom;
- and
- NR6(R7)p, with p=0 or 1;
- when p is equal to 0, R6 represents a hydrogen atom or a C1-C6 alkyl, or R6 with R1 form, together with the nitrogen atom to which they are attached, a substituted or unsubstituted, saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and —CO—, wherein the heterocycle can be cationic and/or substituted with at least one cationic or non-cationic radical;
- when p is equal to 1, NR6R7 is a cationic radical in which R6 and R7 independently represent an alkyl radical;
- Z1 can also represent a divalent radical —S—, —SO—, or —SO2— when R1 is a methyl;
- R1 represents:
- a hydrogen;
- an optionally substituted C1-C10 alkyl, optionally interrupted with at least one radical chosen from O, N, Si, S, SO and SO2;
- a C1-C10 alkyl substituted and/or interrupted with a cationic radical;
- a halogen;
- a radical SO3H;
- or
- a substituted or unsubstituted, saturated, unsaturated or aromatic 5- to 8-membered ring, optionally comprising at least one radical chosen from N, O, S, SO2 and —CO—, the ring can be cationic and/or substituted with a cationic radical;
- when Z1 represents a covalent bond, R1 can represent:
- an optionally substituted C1-C6 alkylcarbonyl;
- or
- a radical —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- R2, R3, R4 and R5, which may be identical or different, represent:
- a hydrogen atom;
- a hydroxyl;
- a C1-C6 alkoxy;
- a C1-C6 alkylthio;
- an amino;
- a monoalkylamino;
- a C1-C6 dialkylamino in which the alkyl can form, with the nitrogen atom to which they are attached, a saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional entity chosen from N, O, S, SO2 and CO, the heterocycle can be cationic and/or substituted with a cationic radical;
- an optionally substituted C1-C6 alkylcarbonyl;
- a —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- a halogen;
- a NHSO3H;
- an optionally substituted C1-C4 alkyl;
- a saturated, unsaturated or aromatic, optionally substituted carbon-based ring;
- or
- two adjacent R2, R3, R4 and R5 may form, together with the carbons they are attached, a saturated or unsaturated 5- or 6-membered ring;
- An represents at least one anion that ensures the electronegativity of the compounds of formulae (I) and (II);
- provided that at least one of the groups Z1 and R1 represents a cationic radical;
- n is an integer ranging from 0 to 3;
- U represents CR or N;
- R represents:
- a hydrogen atom;
- a C1-C4 alkyl optionally substituted with a hydroxyl;
- a C1-C4 alkoxy optionally substituted with a hydroxyl;
- or
- a (di)(C1-C4)alkylamino in which the alkyl part is optionally substituted with a hydroxyl;
- X represents:
- a hydroxyl;
- or
- a group NR′1R″1, wherein R′1 and R″1 are chosen independently from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from a hydroxyl, (C1-C2)alkoxy, amino, and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when R′1 and R″1 are other than a hydrogen, R′1 and R″1 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one entity chosen from a halogen atom, an amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, carboxamido, (C1-C2)alkoxy and C1-C4 alkyl, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl radical;
- when X represents a group NHR′1 and when U represents a group CR in which R denotes an alkoxy, X and U may form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- V represents:
- an oxygen atom;
- or
- a group NR′1, wherein R′1 is chosen from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, and amino and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when V represents a group NR′1 and when U represents a group CR in which R denotes an alkoxy, V and U can form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- Y, which may be identical or different, represent:
- a hydroxyl;
- a C1-C4 alkyl;
- a C1-C4 hydroxyalkyl;
- a halogen;
- an oxygen atom substituted with a radical chosen from a C1-C4 alkyl, an aryl radical and a heteroaryl radical, optionally substituted with at least one hydroxyl;
- or
- a group NR′2R′3,
- R′2 and R′3, which may be identical or different, are chosen from:
- a hydrogen atom;
- a C1-C4 alkylcarbonyl optionally substituted with a quaternary ammonium group, or with a cationic or non-cationic nitrogenous heterocycle optionally substituted with at least one C1-C4 alkyl;
- an aminocarbonyl;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino and (di)(C1-C2)alkylamino;
- and
- a phenyl optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- or
- R′2 and R′3 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated, 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from oxygen and nitrogen atoms, and optionally substituted with at least one radical chosen from a halogen, amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy and C1-C4, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl;
- or
- two radicals Y borne by two adjacent carbon atoms may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, 5- to 6-membered cyclic or heterocyclic optionally substituted with at least one C1-C4 alkyl.
79 more elements
A composition for dyeing keratin fibers, comprising, in a suitable dyeing medium, at least one compound chosen from leuco form compounds of formula (I), dyes of azomethine type comprising a pyrazolopyridine unit of formula (II), mesomeric, isomeric and tautomeric forms thereof, acid-addition salts thereof and solvates thereof:
- in which:
- Z1 represents:
- a single covalent bond;
- a divalent radical chosen from:
- an oxygen atom;
- and
- a NR6(R7)p, with p=0 or 1;
- when p is equal to 0, R6 represents a hydrogen atom or a C1-C6 alkyl, or R6 with R1 form, together with the nitrogen atom to which they are attached, a substituted or unsubstituted, saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and —CO—, wherein the heterocycle can be cationic and/or substituted with at least one cationic or non-cationic radical;
- when p is equal to 1, NR6R7 is a cationic radical in which R6 and R7 independently represent an alkyl radical;
- Z1 can also represent a divalent radical —S—, —SO—, or —SO2— when R1 is a methyl;
- R1 represents:
- a hydrogen;
- an optionally substituted C1-C10 alkyl, optionally interrupted with at least one radical chosen from O, N, Si, S, SO and SO2;
- a C1-C10 alkyl substituted and/or interrupted with a cationic radical;
- a halogen;
- a radical SO3H;
- or
- a substituted or unsubstituted, saturated, unsaturated or aromatic 5- to 8-membered ring, optionally comprising at least one radical chosen from N, O, S, SO2 and —CO—, the ring can be cationic and/or substituted with a cationic radical;
- when Z1 represents a covalent bond, R1 can represent:
- an optionally substituted C1-C6 alkylcarbonyl;
- a radical —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- R2, R3, R4 and R5, which may be identical or different, represent:
- a hydrogen atom;
- a hydroxyl;
- a C1-C6 alkoxy;
- a C1-C6 alkylthio;
- an amino;
- a monoalkylamino;
- a C1-C6 dialkylamino in which the alkyl can form, with the nitrogen atom to which they are attached, a saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and CO, the heterocycle can be cationic and/or substituted with a cationic radical;
- an optionally substituted C1-C6 alkylcarbonyl;
- a —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- a halogen;
- a NHSO3H;
- an optionally substituted C1-C4 alkyl;
- a saturated, unsaturated or aromatic, optionally substituted carbon-based ring;
- or
- two adjacent R2, R3, R4 and R5 may form, together with the carbons they are attached, a saturated or unsaturated 5- or 6-membered ring;
- An represents at least one anion that ensures the electronegativity of the compounds of formulae (I) and (II);
- provided that at least one of the groups Z1 and R1 represents a cationic radical;
- n is an integer ranging from 0 to 3;
- U represents CR or N;
- R represents:
- a hydrogen atom;
- a C1-C4 alkyl optionally substituted with a hydroxyl;
- a C1-C4 alkoxy optionally substituted with a hydroxyl;
- or
- a (di)(C1-C4)alkylamino in which the alkyl part is optionally substituted with a hydroxyl;
- X represents:
- a hydroxyl;
- or
- a group NR′1R″1, wherein R′1 and R″1 are chosen independently from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from a hydroxyl, (C1-C2)alkoxy, amino, and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when R′1 and R″1 are other than a hydrogen, R′1 and R″1 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one radical chosen from a halogen atom, an amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, carboxamido, (C1-C2)alkoxy and C1-C4 alkyl, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl radical;
- when X represents a group NHR′1 and when U represents a group CR in which R denotes an alkoxy, X and U may form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- V represents:
- an oxygen atom;
- or
- a group NR′1, wherein R′1 is chosen from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, and amino and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when V represents a group NR′1 and when U represents a group CR in which R denotes an alkoxy, V and U can form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- Y, which may be identical or different, represent:
- a hydroxyl;
- a C1-C4 alkyl;
- a C1-C4 hydroxyalkyl;
- a halogen;
- an oxygen atom substituted with a radical chosen from a C1-C4 alkyl, an aryl radical and a heteroaryl radical, optionally substituted with at least one hydroxyl;
- or
- a group NR′2R′3,
- R′2 and R′3, which may be identical or different, are chosen from:
- a hydrogen atom;
- a C1-C4 alkylcarbonyl optionally substituted with a quaternary ammonium group, or with a cationic or non-cationic nitrogenous heterocycle optionally substituted with at least one C1-C4 alkyl;
- an aminocarbonyl;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino and (di)(C1-C2)alkylamino;
- and
- a phenyl optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- or
- R′2 and R′3 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated, 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one radical chosen from a halogen, amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy and C1-C4, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl;
- or
- two radicals Y borne by two adjacent carbon atoms may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, 5- to 6-membered cyclic or heterocyclic optionally substituted with at least one C1-C4 alkyl.
78 more elements
A method for dyeing keratin fibers, comprising
- applying to the keratin fibers at least one composition, wherein the at least one composition comprises, at least one compound chosen from leuco form compounds of formula (I), dyes of azomethine type comprising a pyrazolopyridine unit of formula (II), mesomeric forms, isomeric and tautomeric forms thereof, acid-addition salts thereof and solvates thereof fiber:
- in which:
- Z1 represents:
- a single covalent bond;
- a divalent radical chosen from:
- an oxygen atom;
- and
- a NR6(R7)p, with p=0 or 1;
- when p is equal to 0, R6 represents a hydrogen atom or a C1-C6 alkyl, or R6 with R1 form, together with the nitrogen atom to which they are attached, a substituted or unsubstituted, saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and —CO—, wherein the heterocycle can be cationic and/or substituted with at least one cationic or non-cationic radical;
- when p is equal to 1, NR6R7 is a cationic radical in which R6 and R7 independently represent an alkyl radical;
- Z1 can also represent a divalent radical —S—, —SO—, or —SO2— when R1 is a methyl;
- R1 represents:
- a hydrogen;
- an optionally substituted C1-C10 alkyl, optionally interrupted with at least one radical chosen from O, N, Si, S, SO and SO2;
- a C1-C10 alkyl substituted and/or interrupted with a cationic radical;
- a halogen;
- a radical SO3H;
- or
- a substituted or unsubstituted, saturated, unsaturated or aromatic 5- to 8-membered ring, optionally comprising at least one radical chosen from N, O, S, SO2 and —CO—, the ring can be cationic and/or substituted with a cationic radical;
- when Z1 represents a covalent bond, R1 can represent:
- an optionally substituted C1-C6 alkylcarbonyl;
- or
- a radical —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- R2, R3, R4 and R5, which may be identical or different, represent:
- a hydrogen atom;
- a hydroxyl;
- a C1-C6 alkoxy;
- a C1-C6 alkylthio;
- an amino;
- a monoalkylamino;
- a C1-C6 dialkylamino in which the alkyl can form, with the nitrogen atom to which they are attached, a saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and CO, the heterocycle can be cationic and/or substituted with a cationic radical;
- an optionally substituted C1-C6 alkylcarbonyl;
- a —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- a halogen;
- a NHSO3H;
- an optionally substituted C1-C4 alkyl;
- a saturated, unsaturated or aromatic, optionally substituted carbon-based ring;
- or
- two adjacent R2, R3, R4 and R5 may form, together with the carbons they are attached, a saturated or unsaturated 5- or 6-membered ring;
- An represents at least one anion that ensures the electronegativity of the compounds of formulae (I) and (II);
- provided that at least one of the groups Z1 and R1 represents a cationic radical;
- n is an integer ranging from 0 to 3;
- U represents CR or N;
- R represents:
- a hydrogen atom;
- a C1-C4 alkyl optionally substituted with a hydroxyl;
- a C1-C4 alkoxy optionally substituted with a hydroxyl;
- or
- a (di)(C1-C4)alkylamino in which the alkyl part is optionally substituted with a hydroxyl;
- X represents:
- a hydroxyl;
- or
- a group NR′1R″1, wherein R′1 and R″1 are chosen independently from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from a hydroxyl, (C1-C2)alkoxy, amino, and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when R′1 and R″1 are other than a hydrogen, R′1 and R″1 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one radical chosen from a halogen atom, an amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, carboxamido, (C1-C2)alkoxy and C1-C4 alkyl, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl radical;
- when X represents a group NHR′1 and when U represents a group CR in which R denotes an alkoxy, X and U may form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- V represents:
- an oxygen atom;
- or
- a group NR′1, wherein R′1 is chosen from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, and amino and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when V represents a group NR′1 and when U represents a group CR in which R denotes an alkoxy, V and U can form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- Y, which may be identical or different, represent:
- a hydroxyl;
- a C1-C4 alkyl;
- a C1-C4 hydroxyalkyl;
- a halogen;
- an oxygen atom substituted with a radical chosen from a C1-C4 alkyl, an aryl radical and a heteroaryl radical, optionally substituted with at least one hydroxyl;
- or
- a group NR′2R′3,
- R′2 and R′3, which may be identical or different, are chosen from:
- a hydrogen atom;
- a C1-C4 alkylcarbonyl optionally substituted with a quaternary ammonium group, or with a cationic or non-cationic nitrogenous heterocycle optionally substituted with at least one C1-C4 alkyl;
- an aminocarbonyl;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino and (di)(C1-C2)alkylamino;
- and
- a phenyl optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- or
- R′2 and R′3 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated, 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one radical chosen from a halogen, amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy and C1-C4, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl;
- or
- two radicals Y borne by two adjacent carbon atoms may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, 5- to 6-membered cyclic or heterocyclic optionally substituted with at least one C1-C4 alkyl.
80 more elements
A Multi-compartment dyeing kit, comprising at least one first compartment comprising at least one compound of formula (I), and at least one second compartment comprising at least one oxidizing agent and optionally at least one compound of formula (II), an alkaline agent:
- in which:
- Z1 represents:
- a single covalent bond;
- a divalent radical chosen from:
- an oxygen atom;
- and
- a NR6(R7)p, with p=0 or 1;
- when p is equal to 0, R6 represents a hydrogen atom or a C1-C6 alkyl, or R6 with R1 form, together with the nitrogen atom to which they are attached, a substituted or unsubstituted, saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and —CO—, wherein the heterocycle can be cationic and/or substituted with at least one cationic or non-cationic radical;
- when p is equal to 1, NR6R7 is a cationic radical in which R6 and R7 independently represent an alkyl radical;
- Z1 can also represent a divalent radical —S—, —SO—, or —SO2— when R1 is a methyl;
- R1 represents:
- a hydrogen;
- an optionally substituted C1-C10 alkyl, optionally interrupted with at least one radical chosen from O, N, Si, S, SO and SO2,
- a C1-C10 alkyl substituted and/or interrupted with a cationic radical;
- a halogen;
- a radical SO3H;
- or
- a substituted or unsubstituted, saturated, unsaturated or aromatic 5- to 8-membered ring, optionally comprising at least one radical chosen from N, O, S, SO2 and —CO—, the ring can be cationic and/or substituted with a cationic radical;
- when Z1 represents a covalent bond, R1 can represent:
- an optionally substituted C1-C6 alkylcarbonyl;
- or
- a radical —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- R2, R3, R4 and R5, which may be identical or different, represent:
- a hydrogen atom;
- a hydroxyl;
- a C1-C6 alkoxy;
- a C1-C6 alkylthio;
- an amino;
- a monoalkylamino;
- a C1-C6 dialkylamino in which the alkyl can form, with the nitrogen atom to which they are attached, a saturated or unsaturated, aromatic or non-aromatic 5- to 8-membered heterocycle optionally comprising at least one additional radical chosen from N, O, S, SO2 and CO, the heterocycle can be cationic and/or substituted with a cationic radical;
- an optionally substituted C1-C6 alkylcarbonyl;
- a —O—CO—R, —CO—O—R, —NR—CO—R′ or —CO—NRR′ in which R and R′ independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl;
- a halogen;
- a NHSO3H;
- an optionally substituted C1-C4 alkyl;
- a saturated, unsaturated or aromatic, optionally substituted carbon-based ring;
- or
- two adjacent R2, R3, R4 and R5 may form, together with the carbons they are attached, a saturated or unsaturated 5- or 6-membered ring;
- An represents at least one anion that ensures the electronegativity of the compounds of formulae (I) and (II);
- provided that at least one of the groups Z1 and R1 represents a cationic radical;
- n is an integer ranging from 0 to 3;
- U represents CR or N;
- R represents:
- a hydrogen atom;
- a C1-C4 alkyl optionally substituted with a hydroxyl;
- a C1-C4 alkoxy optionally substituted with a hydroxyl;
- or
- a (di)(C1-C4)alkylamino in which the alkyl part is optionally substituted with a hydroxyl;
- X represents:
- a hydroxyl;
- or
- a group NR′1R″1, wherein R′1 and R″1 are chosen independently from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from a hydroxyl, (C1-C2)alkoxy, amino, and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when R′1 and R″1 are other than a hydrogen, R′1 and R″1 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one radical chosen from a halogen atom, an amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, carboxamido, (C1-C2)alkoxy and C1-C4 alkyl, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl radical;
- when X represents a group NHR′1 and when U represents a group CR in which R denotes an alkoxy, X and U may form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- V represents:
- an oxygen atom;
- or
- a group NR′1, wherein R′1 is chosen from a hydrogen atom;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, and amino and (di)(C1-C2)alkylamino;
- and a phenyl radical optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- when V represents a group NR′1 and when U represents a group CR in which R denotes an alkoxy, V and U can form a 6-membered ring of morpholine type, optionally substituted with at least one C1-C4 alkyl;
- Y, which may be identical or different, represent:
- a hydroxyl;
- a C1-C4 alkyl;
- a C1-C4 hydroxyalkyl;
- a halogen;
- an oxygen atom substituted with a radical chosen from a C1-C4 alkyl, an aryl radical and a heteroaryl radical, optionally substituted with at least one hydroxyl;
- or
- a group NR′2R′3,
- R′2 and R′3, which may be identical or different, are chosen from:
- a hydrogen atom;
- a C1-C4 alkylcarbonyl optionally substituted with a quaternary ammonium group, or with a cationic or non-cationic nitrogenous heterocycle optionally substituted with at least one C1-C4 alkyl;
- an aminocarbonyl;
- a C1-C6 alkyl optionally substituted with at least one radical chosen from hydroxyl, (C1-C2)alkoxy, amino and (di)(C1-C2)alkylamino;
- and
- a phenyl optionally substituted with at least one radical chosen from hydroxyl, amino and (C1-C2)alkoxy;
- or
- R′2 and R′3 can form, together with the nitrogen atom to which they are attached, a saturated or unsaturated, 5- to 7-membered heterocycle optionally comprising at least one additional heteroatom chosen from an oxygen and nitrogen atom, and optionally substituted with at least one radical chosen from a halogen, amino, (di)(C1-C4)alkylamino, hydroxyl, carboxyl, (di)alkylcarboxamido, (C1-C2)alkoxy and C1-C4, optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl and sulfonyl;
- or
- two radicals Y borne by two adjacent carbon atoms may form, together with the carbon atoms to which they are attached, a saturated or unsaturated, aromatic or non-aromatic, 5- to 6-membered cyclic or heterocyclic optionally substituted with at least one C1-C4 alkyl.
79 more elements
Dependencies are inferred from the claim text.