Patent NZ-335388-A (NZ)
Title: New benzothiophene, benzofuran and indole compounds, a process for their preparation and pharmaceutical compositions containing them for treatment of thrombosis
Inventor: NANTEUIL GUILLAUME DE
IPC: A61P7/00
Filed: 1999-04-26
Abstract: Disclosed are compounds of formula I wherein in X is O, S or NR3 wherein R3 represents H, linear or branched (C1-C6)alkyl, linear or branched (C1-C6)acyl, an aryl group, an aryl-(C1-C6)alkyl group in which the alkyl moiety is linear or branched, or a heteroaryl-(C1-C6)alkyl moiety in which the alkyl moiety is linear or branched, Y is O, S, NR3 wherein R3 is defined above, or may be a single bong when X is represents and NR'3 wherein R'3 is a heteroaryl-(C1-C6)alkyl group in which the (C1-C6)alkyl moiety is linear or branched; Z is N when the bond to the adjacent carbon is a single bond, a C atom or a CH group depending on whether the bond that links it to the adjacent carbon atom is single or double, A represents a single bond, a (C1-C6)alkylene group (optionally substituted with one or more linear or branched (C1-C6)alkyl groups, aryl groups, aryl-(C1-C6)alkyl groups in which the alkyl moiety is linear or branched, cycloalkyl groups, or by heterocycle groups), an arylene group, a cycloalkylene group, a heterocycle, or an SO2-R4- group (the SO2 moiety being bound to Z) wherein R4 represents (C1-C6)alkylene group, an arylene group, aryl-(C1-C6)alkylene group in which the alkyl moiety is linear or branched, a cycloalkylene group or a heterocycle;  W is a hydroxy group, linear or branched (C1-C6)alkoxy group, an aryloxy group, an aryl-(C1-C6)alkoxy group in which the alkyl moiety is linear or branched, a cycloalkyloxy group, a heterocycle bonded to an oxygen atom, an amino group (which may be substituted with one or more identical or different groups, each independently selected from linear or branched (C1-C6)alkyl, aryl, aryl-(C1-C6)alkyl in which the alkyl moiety is linear or branched; Ra, Rb, Rc, Rd, which may be identical or different, each independently selected from H, halogen, OH, a cyano group, a nitro group, a linear or branched (C1-C6)alkyl, a carboxy group, linear or branched (C1-C6)alkoxy-carbonyl group, linear or branched (C1-C6)trihaloalkyl group, an amino group (optionally substituted with one or more groups independently selected from linear or branched (C1-C6)alkyl, aryl groups, aryl-(C1-C6)alkyl groups in which the alkyl moiety is linear or branched, aryloxy, aryl(C1-C6)alkoxy, in which the alkoxy group is linear or branched, a heteroaryloxy, and  hetero-(C1-C6)alkoxy in which the alkoxy group is linear or branched; or Ra+Rb, Rb+Rc or Rc+Rd represents a group of the formula -U1-V-U2 (in which case each of the remaining groups of Ra, Rb, Rc, Rd takes one of the definitions given above), wherein: U1 and U2 which may be identical or different, represents O, S, NH or CH2, V represents linear (C1-C4)alkylene group, optionally substituted by one or more linear or branched (C1-C6)alkyl groups, aryl groups, aryl-(C1-C6)alkyl groups in which the alkyl moiety is linear or branched, or V represents xyladiylidene, R1 an aryl group substituted with 1-5 identical or different groups selected from halogen, hydroxy, cyano, nitro, carboxy, linear or branched (C1-C6)alkyl, linear or branched (C1-C6)alkyoxy, linear or branched (C1-C6)acyl, linear or branched (C1-C6)alkoxycarbonyl, trihalo(C1-C6)alkyl (in which the alkyl moiety is linear or branched and is optionally substituted by a hydroxy group), trihalo(C1-C6)alkyoxy in which the alkoxy moiety is linear or branched, amino (optionally substituted by one or two linear or branched (C1-C6)alkyl groups, one of which alkyl groups may be substituted by an amino group, by a linear or branched (C1-C6)alkylamino group, or by a di-(C1-C6)alkylamino group in which the alkyl moieties are each branched or linear, amino-(C1-C6)alkyoxy in which the alkoxy moiety is linear or branched (the amino moiety of which may be substituted by one or two identical or different, linear or branched (C1-C6)alkyl groups), (C1-C6)alkoxycarbonyl-(C1-C6)alkyl in which the alkoxy and alkyl moieties may be linear or branched, linear or branched (C1-C6)alkyl, carbonylamino, aryl-(C1-C6)alkyl in which the alkyl moiety is linear or branched, arylamino, aryl-(C1-C6)alkylsulphanyl in which the alkyl moiety is linear or branched, heteroaryl, heteroaryl-(C1-C6)alkyl in which the alkyl moiety is linear or branched, heteroaryloxy, heteroaryl-(C1-C6)alkoxy in which the alkoxy moiety is linear or branched, heteroarylamino, heteroarylsulphanyl and heteroaryl-(C1-C6)alkylsulphanyl in which the alkyl moiety is linear or branched, or is one of the aryl groups of formula II, wherein r is an integer 1 or 2, a 1-hydroxy-2-(1H)-pyridinone group or an optionally substituted heteroaryl group; R2 represents H, linear or branched (C1-C6)alkyl, an aryl group, an aryl-(C1-C6)alkyl group in which the alkyl moiety is linear or branched, a cycloalkyl group, an optionally substituted heterocycle or a heterocycle bonded to a linear or branched (C1-C6)alkyl group.