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US 2010/0137402 A1Published application
N-[(4,5-diphenyl-2-thienyl)methyl]amine derivatives, their preparation and their therapeutic application
AssigneeSanofi-Aventis
InventorsJean-Philippe DUCOUX, Francis BARTH, Murielle RINALDI-CARMONA, Christian CONGY
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Abstract
The subject of the present invention is compounds corresponding to formula (I): Wherein X, R1, R2, R3 and R4 are as described herein. The invention also relates to a method for the preparation and application of said compounds as cannabinoid CB1 receptor antagonists.
Claims19
A compound of the formula (I):
- in which:
- X represents a group
- R1 represents:
- a (C6-C12)alkyl;
- a nonaromatic (C3-C12) carbocyclic radical which is unsubstituted or substituted once or several times with a (C1-C4)alkyl;
- a methyl which is substituted with a nonaromatic C3-C12 carbocyclic radical and which is unsubstituted or substituted once or several times on the carbocycle with a (C1-C4)alkyl;
- a phenyl which is mono-, di- or -trisubstituted with substituents independently chosen from a halogen atom, a (C1-C4)alkoxy, a (C1-C4)alkylamino, a di-(C1-C4)alkylamino, a cyano, a trifluoromethyl radical, a trifluoromethoxy radical, an S(O)nAlk group, a (C1-C4)alkylcarbonyl group, and methylenedioxy;
- or substituents chosen from phenyl, phenoxy, pyrrolyl, imidazolyl, pyridyl and pyrazolyl radical, said radicals being unsubstituted or substituted once or several times with a (C1-C4)alkyl;
- a benzyl which is mono- or disubstituted on the phenyl with substituents independently chosen from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a trifluoromethyl radical, and (trifluoromethyl)thio radical;
- or the phenyl substituted at the alpha-position with one or two similar or different groups chosen from a (C1-C4)alkyl, a (C3-C7)cycloalkyl, or a pyrrolyl radical;
- a phenethyl which is unsubstituted or mono- or disubstituted on the phenyl with substituents independently chosen from the halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, and a trifluoromethyl radical;
- a 1, 2, 3, 4-tetrahydronaphthyl or a 5, 6, 7, 8-tetrahydronaphthyl which is unsubstituted or mono- or disubstituted with substituents independently chosen from a (C1-C4)alkyl, a (C1-C4)alkoxy and a trifluoromethyl radical;
- a benzhydryl;
- or a benzhydrylmethyl;
- R2 represents a hydrogen atom or a (C1-C3)alkyl;
- R3 represents a phenyl which is unsubstituted or mono-, di- or trisubstituted with substituents independently chosen from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a trifluoromethyl radical or an S(O)nAlk group;
- R4 represents a phenyl which is unsubstituted or mono-, di- or trisubstituted with substituents independently chosen from a halogen atom, a (C1-C4)alkyl, a (C1-C4)alkoxy, a trifluoromethyl radical or an S(O)nAlk group;
- R5 represents a hydrogen atom or a (C1-C3)alkyl;
- n represents 0, 1 or 2;
- and
- Alk represents a (C1-C4)alkyl.
18 more elements
Dependencies are inferred from the claim text.