Patent IL-124537-A (IL)
Title: Naphthyl-substituted benzimidazole derivatives and pharmaceutical compositions containing the same
IPC: C07D235/06
Filed: 1996-12-05
Abstract: Anti-coagulant compounds of the formula wherein: n is 0 to 3; A is a branched or straight chain alkylene, -C(O)- or -S(O)2-; R1 is hydrogen, -OR5 or -N(R5)R6; each R2 is independently nitro, alkyl (optionally substituted by halo, aryl, -C(O) 825 ט' באייר התשס" ב - April 21, 2002 OR8, -C(O)N(R8)R9, -N(R8)R9), -OR5, -N(R7)R7, -N(R7)R9, -N(R8)R9, -N(R8)C(O)R7, -C(O)OR8, -C(O)N(R7)R9, -C(O)N(R8)R9, or a heterocyclyl optionally substituted by one or more substituents selected from the group consisting of -C(NH)N(R8)R9, -C(NH)N(H)OR8, -C(NH)N(H)C(O)R8, -C(NH)N(H)C(O)OR8, -C(O)OR8, -C(O) N(R8)R9, -R10-C(O)OR8, -R10-C(O) N(R8)R9 and -SO3H; R3 is hydrogen or alkyl optionally substituted by one or more substituents selected from the group consisting of halo, alkenyl, hydroxy, alkoxy, aryl (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O) OR8, -C(O)N(R8)(R9), arloxy (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8, -C(O)N(R8)R9), aralkoxy (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8, -C(O)N(R8)R9), haloalkenyl, cycloalkyl, imidazolyl, indolyl, adamantyl (optionally substituted by halo, alkyl, -N(R8)R9, -C(O)OR8 or -C(O)N(R8)R9), -C(O)OR8, -N(R8)R9, -C(O)N(R8)R9, -C(O)(CH2)mOR8 (where m is 1 to 4), -N(R8)C(O)R8, -N(R8)C(O)N(R8)R9, -N(R8)C(NH) N(R8)R9, -OPO3H2 and -SR8; R4 is -C(NH)-N(R8)R9, -C(NH)N(H)OR8, -C(NH)N(H)C(O)R8 or -C(NH)N(H)C(O) OR8; each R5 is independently: hydrogen; or alkyl optionally substituted by one or more substituents selected from the group consisting of halo, alkenyl, hydroxy, hydroxy, alkoxy, aryl (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8 or -C(O)N(R8)R9), aryloxy (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8 or -C(O)N(R8)R9), aralkoxy (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8 or -C(O)N(R8)(R9), haloalkenyl, cycloalkyl, imidazolyl, indolyl, adamantyl (optionally substituted by halo, alkyl, -N(R8)R8, -C(O) OR8 or -C(O)N(R8)R9), -C(O)(OR8, -N(R8)R9, -C(O)N(R8)R9, -C(O)(CH2)p OR8 (where p is 1 to 4), -N(R8)C(O)R8, -N(R8)C(O)N(R8)R9, -N(R8)C(NH) N(R8)R9, -OPO3H2 and -SR8; or aryl optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8, or -C(O)N(R8)R9; or heterocyclyl optionally substituted by one or more substituents selected from the group consisting of 1-iminoalkyl, -C(O) OR8, -C(O)N(R8)R9, -C(NH)N(R8)R9, -C(NH)N(H)OR8, -C(NH)N(H)C(O)OR8, -R10-C(O)OR8, -R10-C(O)N(R8)R9 and -SO3H; R6 is hydrogen, alkyl, -R10-C(O)OR8, -R10-C(O)N(R8)R9, -C(O)R7, or aralkyl (optionally substituted by alkyl, halo, -N(R8)R9, -C(O)OR8, or -C(O)N(R8)R9); R7 is a branched or straight chain alkylene substituted by one or more substituents selected from the group consisting of halo, hydroxy, alkoxy, aryl (optionally substituted by alkyl, hydroxy, halo, -N(R8)R9, -C(O)OR8), aryloxy, aralkoxy, alkenyl, haloalkenyl, cycloalkyl, imidazolyl, indolyl, adamantyl (optionally substituted by halo, alkyl, hydroxy, -C(O) OR8 or -N(R8)R9), -C(O)OR8, -N(R8)R9, -C(O)N(R8)R9, -C(O)(CH2)qOR8 (where q is 1 to 4), -N(R8)C(O)R8, -N(R8)C(O(R8)R9, -N(R8)C(NH)N(R8)R9, -OPO3H2 and -SR8; each R8 and R9 is independently hydrogen, alkyl, aryl or aralkyl; and each R10 is independently a branched or straight chain alkylene; or pharmaceutically acceptable salts thereof. 826 ט' באייר התשס" ב - April 21, 2002