N-(aminoheteroaryl)-1h-indole-2-carboxamide derivatives, and...

Details N-(aminoheteroaryl)-1h-indole-2-carboxamide derivatives, and... N-(aminoheteroaryl)-1h-indole-2-carboxamide derivatives, and...

C - Chemistry, Metallurgy

07

D

C07D 401/12 (2006.01) A61K 31/435 (2006.01) A61P 3/00 (2006.01) A61P 11/00 (2006.01) A61P 13/00 (2006.01) A61P 15/00 (2006.01) A61P 17/00 (2006.01) A61P 25/00 (2006.01) A61P 29/00 (2006.01) A61P 31/00 (2006.01)

Patent

CA 2656716

The invention relates to compounds of general formula (I): in which X<SUB>1</SUB> is a hydrogen or halogen atom or a (C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>3</SUB>)-alkylene, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkyl, cyano, C(O)NR<SUB>1</SUB>R<SUB>2</SUB>, nitro, (C<SUB>1</SUB>-C<SUB>6</SUB>)-thioalkyl, -S(O)-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, -S(O)<SUB>2</SUB>-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, SO<SUB>2</SUB>NR<SUB>1</SUB>R<SUB>2,</SUB> aryl-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkylene, aryl or heteroaryl group, the aryl and the heteroaryl being optionally substituted; X<SUB>2</SUB> is a hydrogen or halogen atom or a (C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>3</SUB>)-alkylene, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkyl, (C<SUB>1</SUB>-C<SUB>6</SUB>)-alkoxyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkylene-O-, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkoxyl, cyano, C(O)NR<SUB>1</SUB>R<SUB>2</SUB>, (C<SUB>1</SUB>-C<SUB>6</SUB>)-thioalkyl, -S(O)-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, -S(O)<SUB>2</SUB>-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, SO<SUB>2</SUB>NR<SUB>1</SUB>R<SUB>2</SUB>, aryl-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkylene, aryl or heteroaryl group, the aryl and the heteroaryl being optionally substituted; X<SUB>3</SUB> and X<SUB>4</SUB> are, independently of one another, a hydrogen or halogen atom or a (C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>3</SUB>)-alkylene, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkyl, (C<SUB>1</SUB>-C<SUB>6</SUB>)-alkoxyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkylene-O-, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkoxyl, cyano, C(O)NR<SUB>1</SUB>R<SUB>2</SUB>, nitro, NR<SUB>1</SUB>R<SUB>2</SUB>, (C<SUB>1</SUB>-C<SUB>6</SUB>)-thioalkyl, -S(O)-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, -S(O)<SUB>2</SUB>-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkyl, SO<SUB>2</SUB>NR<SUB>1</SUB>R<SUB>2</SUB>, NR<SUB>3</SUB>COR<SUB>4</SUB>, NR<SUB>3</SUB>SO<SUB>2</SUB>R<SUB>5</SUB>, aryl-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkylene, aryl or heteroaryl group, the aryl and the heteroaryl being optionally substituted; Z<SUB>1</SUB>, Z<SUB>2</SUB>, Z<SUB>3</SUB> and Z<SUB>4</SUB> are, independently of one another, a nitrogen atom or a C(R<SUB>6</SUB>) group; n is equal to 0, 1, 2 or 3; Y is an optionally substituted aryl or heteroaryl; Ra and Rb are, independently of one another, a hydrogen atom or a (C<SUB>1</SUB>-C<SUB>6</SUB>)<SUB>-</SUB>alkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>3</SUB>)-alkylene, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkyl, hydroxyl, (C<SUB>1</SUB>-C<SUB>6</SUB>)-alkoxyl, (C<SUB>3</SUB>-C<SUB>7</SUB>)-cycloalkyl-(C<SUB>1</SUB>-C<SUB>6</SUB>)-alkylene-O-, (C<SUB>1</SUB>-C<SUB>6</SUB>)-fluoroalkoxyl, aryl or heteroaryl group, wherein Ra and Rb may be optionally substituted; in the form of a base or an addition salt with an acid, and also in the form of a hydrate or of a solvate. Process for the preparation thereof and therapeutic use.

L'invention concerne des composés de formule générale (I), à l'état de base ou de sel d'addition à un acide, ainsi qu'à l'état d'hydrate ou de solvat. Procédé de préparation et application en thérapeutique.

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