Tricyclic n-heteroaryl-carboxamide derivatives, preparation...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01) A61K 31/437 (2006.01) A61P 1/00 (2006.01) A61P 1/04 (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 27/14 (2006.01) A61P 29/00 (2006.01) A61P 31/12 (2006.01) A61P 31/22 (2006.01) C07D 211/56 (2006.01) C07D 233/02 (2006.01) C07D 471/14 (2006.01)

Patent

CA 2694994

The invention relates to tricyclic N-heteroaryl-carboxamide derivatives having formula (I) wherein: A represents, together with the Z2-Z3 bond of the bicycle to which it is bound, a C4-C7-cycloalkyl group, a monocyclic heteroaryl or a monocyclic heterocycle with 4 to 7 members comprising between one and three heteroatoms selected from among O, S or N, including atoms Z2 and Z3; Z1, Z5, Z6, Z7 and Z8 represent, independently of each other, a nitrogen atom, a carbon atom or a C-R2 group; Z2, Z3, Z4 and Z9 represent, independently of each other, a nitrogen atom or a carbon atom and Z1, Z9, Z3, Z4, Z5, Z6, Z7, Z8 and Z9 together form a bicyclic heteroaryl linked to the nitrogen atom of the amide or thioamide having formula (I) by positions Z5, Z6, Z7 or Z8 when said positions correspond to a carbon atom, at least one of Z4, Z5, Z6, Z7, Z8 and Z9 corresponding to a nitrogen atom; W represents an oxygen or sulphur atom; and P represents an indolyl, pyrrolo[2,3-c]pyridinyl, pyrrolo[2,3-6]pyridinyl, pyrrolo[3,2- /}]pyridinyl or pyrrolo[3,2-c]pyridinyl group, said group being substituted. The invention also relates to a method for preparing same and to the therapeutic use thereof.

L'invention concerne les dérivés de .LAMBDA./-hétéroaryl-carboxamides tricycliques, de formule générale (I) dans laquelle A représente, avec la liaison Z2-Z3 du bicycle auquel il est fusionné, un groupe C4-C7-cycloalkyle, un hétéroaryle monocyclique ou un hétérocycle monocyclique de 4 à 7 chaînons comprenant de un à trois hétéroatomes choisi parmi O, S ou N, y compris les atomes Z2 et Z3; Z1, Z5, Z6, Z7 et Z8 représentent, indépendamment l'un de l'autre, un atome d'azote, un atome de carbone ou un groupe C-R2; Z2, Z3, Z4 et Z9 représentent, indépendamment l'un de l'autre, un atome d'azote ou un atome de carbone et Z1, Z9, Z3, Z4, Z5, Z6, Z7, Z8 et Z9 forment ensemble un hétéroaryle bicyclique lié à l'atome d'azote de l'amide ou du thioamide de formule (I) par les positions Z5, Z6, Z7 ou Z8 quand ces positions correspondent à un atome de carbone, l'un au moins des Z4, Z5, Z6, Z7, Z8 et Z9 correspondant à un atome d'azote; W représente un atome d'oxygène ou de soufre; P représente un groupe indolyle, pyrrolo[2,3- c]pyridinyle, pyrrolo[2,3-6]pyridinyle, pyrrolo[3,2-/}]pyridinyle ou pyrrolo[3,2-c]pyridinyle, ce groupe étant substitué. Procédé de préparation et application en thérapeutique.

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