Patent ID: 6528538
Filing Date: 2003-03-04
Classification: A61P,C07D

Abstract:
Compound of formula I: in which X and Y each represent an oxygen atom;R represents a hydrogen atom; a (C1-C7)alkyl group; a phthalmido(C1-C7)alkyl group; (C3-C12)cycloalkyl; a group â€”(CH2)pâ€”COORb in which p is an integer from 0 to 6 and Rb represents a hydrogen atom or a (C1-C7)alkyl group; a (C6-C10)aryl group; a 3- to 10-membered heterocycle comprising 1 to 4 endocyclic hetero atoms chosen from O, S and N; a (C6-C10)aryl(C1-C7)alkyl group; it being understood that the aryl groups present in R and the said heterocycle are optionally substituted with one or more substituents chosen from a radical Z as defined below and a (C1-C7)alkylene chain; R1 represents a hydrogen atom; a (C1-C7)alkyl group; (C1-C7)hydroxyalkyl; a (C6-C10)aryl group optionally substituted with one or more radicals W as defined below; a group â€”P(O)(OR8)(OR9) in which R8 and R9 are, independently, a hydrogen atom or a (C1-C7)alkyl group; a group â€”(CH2)tâ€”COORc in which t is an integer from 0 to 6 and Rc represents a hydrogen atom or a (C1-C7)alkyl group; a group â€”CONR10R11 in which R10 and R11 independently represent a hydrogen atom, a (C1-C7)alkyl group, a group RdOâ€”COâ€”(C1-C7)alkyl in which Rd represents h or (C1-C7)alkyl, or alternatively R10 and R11 together form a â€”(CH2)râ€” chain in which r is an integer equal to 4, 5 or 6; R2 and R3 independently represent (C6-C10)aryl; (C6-C10)aryl(C1-C7)alkyl; a 3- to 10-membered heterocycle comprising 1 to 4 endocyclic hetero atoms chosen from O, N, and S; or a fluorenyl group; the said aryl groups present in R2 or R3, the said fluorenyl optionally being substituted with one or more radicals Z as defined below; or alternatively R2 and R3 together form a chain â€”(CH2)r1â€” in which r1 is an integer equal to 2, 3, 4 or 5; or alternatively R2 and R3 together form the group (a): â€ƒin which A1 and A2 independently represent (C6-C10)aryl or a 5- to 10-membered aromatic heterocycle comprising 1 to 4 endocyclic hetero atoms chosen from N, O, and S, the said aryl group and the said heterocycle optionally bearing, in addition to the substituents R12 and R13, one or more other substituents chosen from the radicals Z as defined below; and in which R12 and R13 together form a chain â€”(CH2)mâ€”Eâ€”(CH2)nâ€” or CHR14&boxH;CHR15â€”in which m and n are, independently, an integer from 0 to 6; E represents a bond, O, S, â€”NReâ€”, in which Re represents a hydrogen atom or (C1-C7)alkyl or alternatively E represents a (C1-C7)alkylene or (C6-C10)arylene chain or a 3- to 10-membered divalent heterocyclic radical comprising 1 to 4 endocyclic hetero atoms chosen from O, N, and S; and R14 and R15 are chosen, independently from a hydrogen atom, (C1-C7)alkyl and (C6-C10)aryl; R4, R5, R6 and R7 independently represent a hydrogen atom; (C1-C7)alkyl; (C6-C10)aryl optionally substituted with one or more radicals Z as defined below; or a 3- to 10-membered heterocycle comprising 1 to 4 endocyclic hetero atoms chosen from O, N and S, the said heterocycle optionally being substituted with one or more radicals Z as defined below; is chosen from a halogen atom; a hydroxyl group; nitro; cyano; phenyl; phenyl(C1-C7)alkyl; trifluoromethoxy; (C1-C7)alkyl optionally substituted with one or more halogen atoms; (C1-C7)alkoxy; (C1-C7)alkylthio; (C1-C7)acylthio; (C1-C7)alkylsulphonyl; (C1-C7)alkylsulphinyl; carbamoyl; Nâ€”(C1C7)alkylcarbamoyl; N,N-di(C1-C7)alkylcarbamoyl; (C1-C7)alkylamino; di(C1-C7)alkylamino; a group â€”Aâ€”COORd in which Rd represents a hydrogen atom or a (C1-C7)alkyl group and A represents (C1-C7)alkylene; (C2-C7)alkenylene; (C1-C7)oxyalkylene in which the alkylene chain is linked to the group COORf or alternatively A is nothing; or a group â€”Bâ€”P(O)(ORx)(ORy) in which B takes one of the meanings given for A above and Rx and Ry independently take one of the meanings for Rf above; W represents â€”Gâ€”COORg in which G represents (C1-C7)alkylene, (C1-C7)alkenylene, (C1-C7)oxyalkylene in which the alkylene chain is linked to the group COORg or alternatively G is nothing, and Rg represents a hydrogen atom or a (C1-C7)alkyl group; or alternatively W represents â€”Dâ€”P(O)(ORz)(ORc) in which D takes one of the meanings given for G and Rz and Rc independently take one of the meanings given above for Rg; and the pharmaceutically acceptable salts thereof, â€ƒit being understood that (i) when R2, R3, R5 and R7 represent a hydrogen atom, X and Y represent an oxygen atom; R4 represents methyl; and R6 represents a hydrogen atom or a methyl group, then R1 and R, together with the carbon atom which bears them, do not form any of the following divalent radicals: and (ii) when R4, R5, R6 and R7 represent a hydrogen atom; X and Y represent O; and r represents pyridyl, piperidyl or substituted piperidyl; then R1 does not represent optionally substituted phenyl, with the proviso that at least one of the radicals R or R1 bears a carboxylic group optionally in esterified form or in the form of amide.