Derivatives of pyrazole 3,5-carboxylates, their preparation and their application in therapeutics

A compound of the following formula (I):

• in which
• R1 represents a hydrogen atom, a C3-6-cycloalkyl group, C1-6-alkyl group, said C1-6-alkyl optionally being substituted with one or more groups selected from hydroxy, C1-6-alkoxy, halogen, CF3, and OCF3;
• R2 represents a hydrogen atom, a C1-10-alkyl group, an aryl group, an —NRaRb group, said C1-10-alkyl group and aryl group optionally being substituted with one or more groups selected from hydroxy, C1-6-alkyl, C1-6-alkoxy, halogen, CF3 and OCF3,
• it being understood that at least one of R1 or of R2 is not a hydrogen atom;
• or alternatively R1 and R2 form, together with the nitrogen atom to which they are attached, a heterocyclic group, said heterocyclic group optionally being substituted with one or more groups selected from hydroxy, C1-6-alkyl, C1-6-alkylene-O—C1-6-alkyl, C1-6-alkoxy, halogen, CF3 and OCF3;
• wherein
• Ra and Rb represent, independently of one another, a hydrogen atom, a C1-6-alkyl group, an aryl, C1-6-alkylene-aryl or C1-6-alkylene-heteroaryl group, said C1-6-alkyl, aryl, C1-6-alkylene-aryl or C1-6-alkylene-heteroaryl group optionally being substituted with one or more groups selected from hydroxy, C1-6-alkyl, C1-6-alkoxy, halogen, CF3 and OCF3,
• or alternatively Ra and Rb form, together with the nitrogen atom to which they are attached, a heterocycle, said heterocycle optionally being substituted with one or more groups selected from C1-6-alkyl, C1-6-alkylene-O—C1-6-alkyl, C1-6-alkoxy, halogen, CF3 and OCF3;
• R3, joined to the rest of the molecule by one of the two nitrogen atoms of the pyrazolyl, represents a group selected from:
• C1-6-alkyl, aryl, C1-6-alkylene-aryl or C1-6-alkylene-heteroaryl, said alkyl, aryl and heteroaryl groups optionally being substituted with one or more groups selected from a halogen atom, —CN, —OR6, —NR6R7, —CONR6R7, —NR6COR7, and —COOR6 in which:
• R6 and R7 represent, independently of one another, a hydrogen atom, or a C1-6-alkyl group;
• R4 and R5 represent, independently of one another, a hydrogen atom, or a C1-6-alkyl group,
• or alternatively R4 and R5 form, together with the carbon atom to which they are attached, a spirocycle containing from 3 to 6 carbon atoms;
• or alternatively R4 and R5 form together, and with the carbon chain to which they are attached, a saturated ring having 3 or 5 carbon atoms and an oxygen atom, said ring optionally being substituted with one or more groups R, the group or groups R representing, independently of one another, a halogen atom, a C1-3-alkyl, or C1-3-alkoxy group, or alternatively two groups R, carried by the same carbon atom, together form an oxo group;
• Q represents a hydrogen or halogen atom, a group CF3, OCHF2, OCF3, C1-6-alkyl, C1-6-alkoxy, C1-6-cycloalkyl or —O—C3-6-cycloalkyl, said groups optionally being substituted with one or more groups selected from a halogen atom, a hydroxy or OCF3 group,
• or alternatively Q and R5 form together, and with the carbon chain to which they are attached, a saturated carbon ring having 5 or 6 carbon atoms, said ring optionally being substituted with one or two groups R, the group or groups R representing, independently of one another, groups selected from a halogen atom, OCHF2, OCF3, a C1-3-alkyl or C1-3-alkoxy group;
• or alternatively Q and R5 form together, and with the carbon chain to which they are attached, a saturated ring having 4 or 5 carbon atoms, a heteroatom such as O, S or N, said ring and the heteroatom N optionally being substituted with one or more groups R, the group or groups R representing, independently of one another, groups selected from a halogen atom, OCHF2, OCF3, a C1-3-alkyl or C1-3-alkoxy group, or alternatively two groups R, carried by the same carbon atom, together form an oxo group;
• X and Y represent, independently of one another, a hydrogen atom, a halogen atom, a C1-6-alkoxy, —O—C2-6-alkenyl, —O-aryl, —O—C1-6-alkyl-aryl, —CF3, —OCF3, or C1-6-alkyl group;
• V represents a hydrogen atom, a halogen atom, or a C1-4-alkyl group;
• n represents an integer selected from 0, 1, 2 or 3;
• and
• W represents a hydrogen atom, a halogen atom, COOR6, CF3, OCHF2, OCF3, a C1-6-alkyl, C1-6-alkoxy group, C3-6-cycloalkyl heterocycle, —O—C3-6-cycloalkyl group, said groups optionally being substituted with one or more groups selected from a halogen atom, a hydroxy, OCF3, or C1-6-alkyl group, it being understood that when n is 2 or 3, the two or three groups W represent, independently of one another, the definitions given above;
• or a salt, or an enantiomer, or a diastereoisomer or a mixture thereof.