Patent ID: 6455507
Filing Date: 2002-09-24
Classification: A61P,C07D,C07H

Abstract:
A compound of formula (I) wherein:R1 is halogen, hydroxy, azido, C1-8alkyl, C1-8alkoxy, C2-6alkenyl, C2-6alkynyl, C6-14arylC2-6alkenyl, C6-14arylC2-6alkynyl, â€”NR19R20 where R19 and R20 may be the same or different and are hydrogen, C1-8alkyl, cyanoC1-8alkyl, hydroxyC1-8alkyl, haloC1-8alkyl, C3-7cycloalkyl, C1-8alkylC3-7cycloalkyl, C2-6alkenyl, C3-7cycloalkylC1-8alkyl, C2-6alkynyl, C6-14aryl, C6-14arylC1-6alkyl, heterocycleC1-8alkyl, C1-8alkylcarbonyl, C6-14arylsulfonyl, or R19R20 together with the N atom to which they are attached form a 3, 4, 5 or 6 membered heterocyclic ring; OR21 where R21 is hydrogen, C1-8 alkyl, C3-7cycloalkyl, or C6-14aryl; or SR22 where R22 is hydrogen, C1-8alkyl, hydroxyC1-8alkyl, C3-7cycloalkyl, or C6-14aryl; R2 is hydrogen or halogen; R3 and R4 may be the same or different and are hydrogen, halogen, C1-8alkyl, C6-14aryl, heterocycle C6-14aryl, C1-8alkoxy, haloC1-8alkyl or â€”SR24 where R24 is hydrogen, C1-8alkyl, C6-14aryl, or C6-14arylC1-8alkyl; Z is a substituent of formula (Ia) or (Ib) wherein:R5 is hydrogen, C1-8alkyl, haloC1-8alkyl or C1-8alkoxy; R6 is hydrogen, hydroxy, halogen, C1-8alkyl, hydroxyC1-8alkyl, haloC1-8alkyl or C1-8alkoxy; R7 is hydrogen, hydroxy, halogen, C1-8alkyl, hydroxyC1-8alkyl, haloC1-8alkyl, C1-8alkoxy, or R6 and R7 together form a ketone or alkene; R8-R11 are the same or different and are hydrogen, hydroxy, halogen, C2-8alkyl, hydroxyC1-8alkyl, haloC1-8alkyl, C1-8alkoxy, or any of R8 and R9 or R10 and R11 together form a ketone or alkene; R12-R14 are the same or different and are hydrogen, hydroxy, C1-8 alkyl or hydroxyC1-8alkyl; or a pharmaceutically acceptable derivative thereof,provided that a compound of formula (I) is not 2,5-dimethyl-1-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1H-benzimidazole or 5,6-dimethyl-1-(2,3,4-tri-O-acetyl-beta-D-arabinopyranosyl)-benzimidazole-2-thione;further provided that when Z is a substituent of formula (Ia):a) R2, R3, and R4 are not all hydrogen; and b) R1 is not NR19R20 where R19 and R20 together with the N atom to which they are attached form a 5 membered heterocyclic ring containing S; and further provided that when Z is a substituent of formula (Ib):a) R1 is not NR19R20 where R19 and R20 together with the N atom to which they are attached form a 5 membered heterocyclic ring containing S.