Derivatives of 1-oxo-1,2-dihydroisoquinoline-5-carboxamides...

Details Derivatives of 1-oxo-1,2-dihydroisoquinoline-5-carboxamides... Derivatives of 1-oxo-1,2-dihydroisoquinoline-5-carboxamides...

C - Chemistry, Metallurgy

07

D

C07D 217/24 (2006.01) A61K 31/472 (2006.01) A61K 31/498 (2006.01) A61K 31/517 (2006.01) A61P 9/00 (2006.01) A61P 25/00 (2006.01) A61P 35/00 (2006.01) C07D 239/88 (2006.01)

Patent

CA 2694313

The invention relates to the derivatives of 1-oxo-1,2-dihydro-isoquinoline-5-carboxamides and of 4-oxo-3,4-dihydroquinazoline-8-carboxamides, of general formula (I) in which: R1 represents a hydrogen atom, a (C1-C10)alkyl, (C3-C7)cycloalkyl, (CH2)n-(C1-C6)alkenyl, (CH2)n-(C1-C6)alkynyl or (C1-C6)alkyl-Z-(C1-C6)alkyl group in which Z represents a heteroatom chosen from O, N and S(O)m, or else R1 represents a COOR or S(O)mR group, an aryl or an aralkyl, the (C1-C10)alkyl, (C3-C7)cycloalkyl, (CH2)n-(C1-C6)alkenyl, (CH2)n-(C1-C6)alkynyl, (C1-C6)alkyl-Z-(C1-C6)alkyl, aryl or aralkyl groups; R2 represents one or more groups chosen from a hydrogen atom, a halogen atom, a (C1-C6)alkyl, (C3-C7)cycloalkyl, (C1-C6)alkenyl, (C1-C6)alkynyl or (C1-C6)alkyl-Z-(C1-C6)alkyl group, in which Z represents a heteroatom chosen from O, N and S(O)m, or else R2 represents a halo(C1-C6)alkyl, halo(C1-C6)alkoxy, hydroxy, (C1-C6)alkoxy, nitro, cyano or amino group, an NR7R8, COOR, CONR7R8, OCO(C1-C6)alkyl or S(O)m-NR7R8 group, or an aryl group; R4 and R5 represent, independently of one another, a hydrogen atom, or else R4 and R5 form, with the carbon atom which bears them, a saturated ring containing from 3 to 6 carbon atoms and optionally containing from 0 to 1 heteroatoms chosen from O, N or S; R6 represents a group chosen from a hydrogen atom, a halogen atom, a (C1-C6)alkyl, (C3-C7)cycloalkyl or (C3-C7)cycloalkyl(C1-C6)alkyl group, a halo(C1-C6)alkyl, nitro or amino group, an NR7R8 or COOR group, an NR7(SO2)R8 or CONR7R8 group, or an aryl group; X represents a carbon atom or a nitrogen atom; m represents an integer between 0 and 2 and n represents an integer between 1 and 6. Method of preparation and application in therapeutics.

L'invention concerne les dérivés de 1-oxo-1,2-dihydroisoquinoléine-5- carboxamides et de 4-oxo-3,4-dihydroquina- zoline-8-carboxamides, de formule générale (I)

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