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US 2010/0144818 A1Published application
1-benzylpyrazole derivatives, preparation thereof and therapeutic use thereof
AssigneeSanofi-Aventis
InventorsFrancis BARTH, Laurent BOULU, Joseph MILLAN, Murielle RINALDI-CARMONA
Life of this patent
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Abstract
The present invention relates to compounds corresponding to formula (I): in which Y, R1, R2, R3, R4, R5 and R6 are as defined herein. The present invention also relates to the methods of preparation and the therapeutic applications of the compounds of formula (I).
Claims19
A compound of the formula (I):
- in which:
- Y represents a group selected from:
- i) —N(R7)CO—,
- ii) —N(R7)CO—N(R7)—,
- iii) —OCO—, and
- iv) —N(R7)S(O)n—;
- R1 represents a hydrogen atom or a (C1-C4)alkyl group;
- R2 and R4 represent, each independently of one another, a hydrogen or halogen atom, or a (C1-C4)alkyl, (C1-C4)alkoxy or trifluoromethyl group;
- R3 and R5 represent, each independently of one another, a halogen atom or a (C1-C4)alkyl, (C1-C4)alkoxy, trifluoromethyl, trifluoromethoxy, cyano or S(O)mAlk group;
- R6 represents a group selected from:
- a (C1-C6)alkyl group, unsubstituted or substituted one or more times with one or more substituents selected independently from a halogen atom or a hydroxy, (C1-C4)alkoxy or trifluoromethoxy group;
- a phenyl, unsubstituted or substituted one or more times with R8;
- a benzyl or benzhydryl;
- a heterocyclic radical selected from:
- thienyl, furyl or pyrrolyl, said radicals being unsubstituted or substituted with a halogen atom, a (C1-C4)alkyl or trifluoromethyl group;
- a C3-C12 nonaromatic carbocyclic radical, unsubstituted or substituted one or more times with a halogen atom or a (C1-C4)alkyl, (C1-C4)alkoxy, hydroxy or cyano group;
- a (C3-C7)cycloalkylmethyl group, unsubstituted or substituted on the cycloalkyl with one or more (C1-C4)alkyl groups;
- and
- an aryloxymethyl group, unsubstituted or substituted on the methyl with one or two alkyl groups, in which the term aryloxy represents a phenoxy group, unsubstituted or substituted one or more times with R8;
- R7 represents a hydrogen atom or a (C1-C4)alkyl group;
- R8 represents a halogen atom;
- a (C1-C4)alkyl;
- trifluoromethyl;
- cyano;
- (C1-C4)alkoxy;
- trifluoromethoxy;
- phenyl;
- (C3-C7)cycloalkyl group or a group NHS(O)nAlk;
- n represents 1 or 2;
- m represents 0, 1 or 2;
- and
- Alk represents a (C1-C4)alkyl;
- or a salt thereof.
30 more elements
A compound selected from:
- N-((1-(3,4-dichlorobenzyl)-5-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)methyl)-2,2-dimethylpropanamide;
- and
- N-((1-(3,4-dichlorobenzyl)-5-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)methyl)-2-methylpropane-2-sulfonamide.
A compound of formula (XII):
- in which:
- W represents a hydroxyl or amino group;
- R1 represents a hydrogen atom or a (C1-C4)alkyl group;
- R2 and R4 represent, each independently of one another, a hydrogen or halogen atom, or a (C1-C4)alkyl, (C1-C4)alkoxy or trifluoromethyl group;
- and
- R3 and R5 represent, each independently of one another, a halogen atom or a (C1-C4)alkyl, (C1-C4)alkoxy or trifluoromethyl group;
- or a salt thereof.
4 more elements
Dependencies are inferred from the claim text.