Derivatives of pyrrolopyridine-2-carboxamides, preparation thereof and therapeutic application thereof

A compound of the formula (I):

• in which
• n is equal to 0, 1, 2 or 3;
• the pyrrolopyridine nucleus is a pyrrolo[3,2-b]pyridine group, a pyrrolo[3,2-c]pyridine group, a pyrrolo[2,3-c]pyridine group or a pyrrolo[2,3-b]pyridine group;
• the pyrrolopyridine nucleus being optionally substituted in the carbon position 4, 5, 6 or 7 with one or more substituents X, which may be identical or different, chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C3-alkylene-O—, C1-C6-fluoroalkoxy, cyano, C(O)NR1R2, nitro, NR1R2, C1-C6-thioalkyl, —S(O)—C1-C6-alkyl, —S(O)2—C1-C6-alkyl, SO2NR1, R2, NR3COR4, NR3SO2R5, aryl, aryl-C1-C5-alkylene, heteroaryl and heteroaryl-C1-C5-alkylene groups, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene-O—, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C3-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• Y represents a heteroaryl optionally substituted with one or more groups chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, hydroxyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, cyano, C(O)NR1R2, nitro, NR1R2, C1-C6-thioalkyl, C1-C6-thiofluoroalkyl, thiol, —S(O)—C1-C6-alkyl, —S(O)—C3-C7-cycloalkyl, —S(O)—C1-C6-alkylene-C3-C7-cycloalkyl, —S(O)2—C1-C6-alkyl, —S(O)2—C3-C7-cycloalkyl, —S(O)2—C1-C6-alkylene-C3-C7-cycloalkyl SO2NR1, R2, NR3COR4, NR3SO2R5, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene groups, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from a halogen and C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• wherein
• R1 and R2, represent, independently of each other, hydrogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene group, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• or R1 and R2 taken together with the nitrogen atom to which they are attached form azetidine, pyrrolidine, piperidine, azepine, morpholine, thiomorpholine, piperazine or homopiperazine group, this group being optionally substituted with a C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene group, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• R3 and R4 represent, independently of each other, hydrogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene group, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• R5 represents C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene group, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• W represents a fused bicyclic group of formula:
• linked to the nitrogen atom via positions 1, 2, 3 or 4;
• A represents a 5- to 7-membered heterocycle comprising from one to three heteroatoms chosen from O, S and N;
• the carbon atom(s) of A being optionally substituted with one or more groups chosen from hydrogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene, oxo or thio groups;
• the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• the nitrogen atom(s) of A being optionally substituted with R6 when the nitrogen is adjacent to a carbon atom substituted with an oxo group, or with R7 in the other cases;
• wherein
• R6 represents hydrogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, aryl, aryl-C1-C5-alkylene, heteroaryl or heteroaryl-C1-C5-alkylene group, the aryl or the heteroaryl being optionally substituted with one or more substituents chosen from halogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, C1-C6-alkoxy, C3-C7-cycloalkoxy, C3-C7-cycloalkyl-C1-C6-alkylene-O—, C1-C6-fluoroalkoxy, nitro or cyano groups;
• and
• R7 represents hydrogen, C1-C6-alkyl, C3-C7-cycloalkyl, C3-C7-cycloalkyl-C1-C3-alkylene, C1-C6-fluoroalkyl, aryl-C1-C6-alkylene, C1-C6-alkyl-C(O)—, C3-C7-cycloalkyl-C1-C3-alkylene-(CO)—, C1-C6-fluoroalkyl-C(O)—, C3-C7-cycloalkyl-C(O)—, aryl-C(O)—, aryl-C1-C6-alkylene-C(O)—, C1-C6-alkyl-S(O)2—, C1-C6-fluoroalkyl-S(O)2—, C3-C7-cycloalkyl-S(O)2—, C3-C7-cycloalkyl-C1-C3-alkylene-S(O)2—, aryl-S(O)2— or aryl-C1-C6-alkylene-S(O)2— or aryl group;
• and wherein
• the sulfur atom(s) of the heterocycle A optionally being in oxidized form;
• the nitrogen atom(s) of the heterocycle A optionally being in oxidized form;
• and
• the nitrogen atom in position 4, 5, 6 or 7 of the pyrrolopyridine optionally being in oxidized form;
• or a salt thereof.