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US 2008/0176924 A1Published application
Derivatives of 4,5-diarylpyrrole, preparation method thereof and use of same in therapeutics
AssigneeSanofi-Aventis
InventorsFrancis BARTH, Christian CONGY, Laurent HORTALA, Murielle RINALDI-CARMONA
Life of this patent
Estimating the term…
Abstract
The invention relates to compounds having formula (I): Wherein X, R1, R2, R3, R4 and R5 are as defined herein. The invention also relates to the preparation method thereof and the use of same in therapeutics.
Claims21
A compound having the formula (I):
- in which:
- X represents a group
- R1 represents a hydrogen atom or a (C1-C4)alkyl group;
- R2 represents:
- a (C1-C12)alkyl which is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a hydroxyl, a (C1-C4)alkoxy, a (C1-C4)alkylthio, a phenoxy, a trifluoromethoxy radical, a difluoromethoxy radical, a difluoromethylthio radical and a trifluoromethylthio radical;
- a nonaromatic carbocyclic (C3-C12) radical which is unsubstituted or substituted one or more times with substituents chosen independently from a (C1-C4)alkyl, a (C1-C4)alkoxy, a (C1-C4)alkylthio, a fluorine atom, a hydroxyl, a trifluoromethyl radical, a difluoromethyl radical, a trifluoromethoxy radical, a difluoromethoxy radical, a trifluoromethylthio radical and a difluoromethylthio radical;
- a methyl substituted with a nonaromatic carbocyclic (C3-C12) radical which is unsubstituted or substituted one or more times with substituents chosen independently from a (C1-C4)alkyl, a (C1-C4)alkoxy, a (C1-C4)alkylthio, a fluorine atom, a hydroxyl, a trifluoromethyl radical, a difluoromethyl radical, a trifluoromethoxy radical, a difluoromethoxy radical, a trifluoromethylthio radical and a difluoromethylthio radical;
- a phenyl, benzyl, benzhydryl or benzhydrylmethyl radical, in which each phenyl group is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a hydroxyl, a (C1-C4)alkyl, a (C1-C4)alkoxy, a methylenedioxy, a cyano, a nitro, a trifluoromethyl, a difluoromethyl, a difluoromethoxy, a trifluoromethoxy, a trifluoromethylthio, a difluoromethylthio, an S(O)nAlk group, an OS(O)nAlk group and a (C1-C4) alkylcarbonyl group;
- a phenyl radical substituted with a heterocyclic radical chosen from pyrrolyl, imidazolyl, pyridyl or pyrazolyl, said heterocyclic radical being unsubstituted or substituted one or more times with one or more substituents chosen independently from a halogen atom or a (C1-C4)alkyl group;
- a phenyl radical substituted with a phenyl or a phenoxy, in which each phenyl group is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a hydroxyl, a (C1-C4)alkyl, a (C1-C4)alkoxy, a methylenedioxy, a cyano, a nitro, a trifluoromethyl, a difluoromethyl, a difluoromethoxy, a trifluoromethoxy, a trifluoromethylthio, a difluoromethylthio, an S(O)nAlk group, an OS(O)nAlk group and a (C1-C4)alkylcarbonyl group;
- a 1,2,3,4-tetrahydronaphthalen-2-yl which is unsubstituted or substituted one or more times with a (C1-C4)alkyl or a trifluoromethyl;
- a pyrrolyl, imidazolyl, pyridyl, pyrazolyl, furyl, thienyl, oxazolyl or thiazolyl radical, said radicals being unsubstituted or substituted with one or more substituents chosen independently from a halogen atom, a (C1-C4)alkyl group or a trifluoromethyl group;
- an indol-2-yl or an N-methylindol-2-yl;
- R3 represents a (C1-C5)alkyl or a (C3-C7)cycloalkyl;
- R4 represents a phenyl which is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a cyano, a difluoromethyl radical, a trifluoromethyl radical, a difluoromethoxy radical, a trifluoromethoxy radical, an S(O)nAlk group or an OS(O)nAlk group;
- R5 represents a phenyl which is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a cyano, a difluoromethyl radical, a trifluoromethyl radical, a difluoromethoxy radical, a trifluoromethoxy radical, an S(O)nAlk group or an OS(O)nAlk group;
- R6 represents a hydrogen atom or a (C1-C4)alkyl;
- n represents 0, 1 or 2;
- and
- Alk represents a (C1-C4)alkyl;
- or
- a salt or a hydrate or a solvate thereof.
19 more elements
A compound of formula (II):
- in which:
- R1 represents a hydrogen atom or a (C1-C4)alkyl group;
- R3 represents a (C1-C5)alkyl or a (C3-C7)cycloalkyl;
- R4 represents a phenyl which is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a cyano, a difluoromethyl radical, a trifluoromethyl radical, a difluoromethoxy radical, a trifluoromethoxy radical, an S(O)nAlk group or an OS(O)nAlk group;
- R5 represents a phenyl which is unsubstituted or substituted one or more times with substituents chosen independently from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a cyano, a difluoromethyl radical, a trifluoromethyl radical, a difluoromethoxy radical, a trifluoromethoxy radical, an S(O)nAlk group or an OS(O)nAlk group;
- n represents 0, 1 or 2;
- and
- Alk represents a (C1-C4)alkyl.
5 more elements
Dependencies are inferred from the claim text.