Patent ID: 6423870
Filing Date: 2002-07-23
Classification: A61P,C07C

Abstract:
A compound of formula (I): wherein:A forms with the group to which it is bonded a tricyclic system selected from A1, A2, A3 and A4: R1 represents hydrogen, halogen or linear or branched (C1-C6)alkyl, linear or branched (C1-C6)alkoxy, hydroxy or oxo, R2 and R3, which may be the same or different, represent halogen or Ra, ORa, CORa, OCORa or COORa (wherein Ra represents hydrogen, optionally substituted linear or branched (C1-C6)alkyl, linear or branched (C1-C6)trihaloalkyl, optionally substituted linear or branched (C2-C6)alkenyl, optionally substituted linear or branched (C2-C6)alkynyl, optionally substituted (C3-C8)-cycloalkyl, optionally substituted (C3-C8)cycloalkyl-(C1-C6)alkyl in which the alkyl moiety is linear or branched, or optionally substituted aryl), the symbols (R2)m and (R3)mâ€² denote that the ring in question may be substituted by from 1 to 3 groups (which may be the same or different) belonging to the definitions for R2 and R3, X, when A represents a tricyclic system A1, A2, A3 or A4, represents sulphur, (CH2)q (wherein q is 1 or 2), â€”CH&boxH;CHâ€”, or NR4 (wherein R4 represents hydrogen or optionally substituted linear or branched (C1-C6)alkyl), or X represents oxygen when A represents the tricyclic system A1, n is an integer such that 0&lE;n&lE;3 p is an integer such that 1&lE;p&lE;3 when n is 1, 2 or 3 and the â€ƒchain is in the b position and A represents either A2, A3 or A4 wherein X represents â€”CH&boxH;CHâ€”, or A1, â€ƒand such that 0&lE;p&lE;3 in all other cases, â€ƒit being possible for the â€ƒchain to be unsubstituted or substituted by one or more groups, which may be the same or different, selected from Ra, ORa, CORa, COORa or halogen, B represents: â€ƒwherein Ra is as defined hereinbefore, Z represents oxygen or sulphur, â€ƒand R5 represents Ra or NR6R7 wherein R6 and R7, which may be the same or different, represent Ra, or â€ƒwherein Z, R6 and R7 are as defined hereinbefore, the symbol  denotes that the bond may be single or double provided that the valency of the atoms is respected, â€ƒit being understood that the symbol â€ƒis used to denote the formula â€ƒ(in which case p is other than 0), â€ƒwith the proviso that: when the tricyclic group of formula A1 is a 6-methoxytetrahydrobenzo[cd]indole, B cannot represent NHCOMe, the compound of formula (I) cannot represent N-(4-methyl-2,3-dihydro-1H-1-phenalenyl)-1-cyclopropanecarboxamide, N-(4-methyl-2,3-dihydro-1H-1-phenalenyl)-2-chloroacetamide, 2-methyl-1,3,4,5-tetrahydrobenzo[cd]indole-3-carboxamide, N-(5-hydroxy-1,2,2a,3,4,5-hexahydro-4-acenaphthylenyl)acetamide, N-(5-hydroxy-1,2,2a,3,4,5-hexahydro-4-acenaphthylenyl)benzamide or N-(1,2,2a,3,4,5-hexahydro-4-acenaphthylenyl)acetamide, â€ƒit being understood that: â€œarylâ€  is used to denote phenyl or naphthyl each optionally substituted by one or more groups, which may be the same or different, selected from hydroxy, linear or branched (C1-C6)alkoxy, linear or branched (C1-C6)alkyl, cyano, nitro, amino, trihaloalkyl, or halogen, the expression â€œoptionally substitutedâ€  applied to the terms â€œalkylâ€ , â€œalkenylâ€  and â€œalkynylâ€  denotes that those groups may be substituted by one or more groups, which may be the same or different, selected from hydroxy, linear or branched (C1-C6)-alkoxy, aryl, or halogen, the expression â€œoptionally substitutedâ€  applied to the terms â€œcycloalkylâ€  and â€œcycloalkylalkylâ€  denotes that the cyclic moiety may be substituted by one or more groups, which may be the same or different, selected from hydroxy, linear or branched (C1-C6)alkoxy, oxo, or halogen, their enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base.