Benzimidazole derivatives (optionally with saccharide substituents) useful for the treatment or prophylaxis of viral infections (particularly herpes, cytomegalovirus and Hepatitis B) or for the treatment or prophylaxis of restenosis

摘要

The benzimidazole derivative of formula (I) or salt or pharmaceutical composition thereof, where in the formula (I): R1 is halogen, hydroxy, azido, alkyl, alkoxy, alkenyl, alkynyl, arylalkenyl, arylalkynyl, or -NR19R20 (where R19 and R20 may be the same or different and are H, alkyl, cyanoalkyl, hydroxyalkyl, haloalkyl, cycloalkyl, alkylcycloalkyl, alkenyl, cycloalkylalkyl, alkynyl, aryl, arylalkyl, heterocyclealkyl, alkylcarbonyl, arylsulfonyl, or R19R20 together with the N atom to which they are attached from a 3, 4, 5 or 6 membered heterocyclic ring), OR21 (where R21 is H, alkyl, cycloalkyl, or aryl), or SR22 (where R22 is H, alkyl, hydroxyalkyl, cycloalkyl, or aryl). R2 is H or halogen. R3 and R4 may be the same or different and are H, halogen, alkyl, aryl, heterocyclearyl, alkoxy, haloalkyl or -SR24 (where R24 is H, alkyl, aryl, or arylalkyl). Z is a substituent of formula (la) or (Ib), wherein: R5 is H, alkyl, haloalkyl or alkoxy. R6 is H, hydroxy, halogen, alkyl, hydroxyalkyl, haloalkyl or alkoxy. R7 is H, hydroxy, halogen, alkyl, hydroxyalkyl, haloalkyl, alkoxy, or R6 and R7 together form a ketone or alkene. R8 - R11 may be the same or different and are H, hydroxy, halogen, alkyl, hydroxyalkyl, haloalkyl, alkoxy, or any of R8 and R9 or R10 and R11 together form a ketone or alkene. R12 - R14 may be the same or different and are H, hydroxy, alkyl or hydroxyalkyl. With the following provisos: i) The compound of formula (I) cannot be 2,5-dimethyl-1-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1 H-benzimidazole or 5,6-dimethyl-1-(2,3,4-tri-O-acetyl-beta-D-arabinopyranosyl)-benzimidazole-2-thione. ii) When Z is a substituent of formula (la) R2, R3, and R4 cannot all be H. iii) When Z is a substituent of formula (la) or (Ib) R1 cannot be NR19R20 where R19 and R20 together with the N atom to which they are attached form a 5 membered heterocyclic ring containing S. The compound or salt of formula (I) is used for the treatment or prophylaxis of a viral infection (especially herpes, cytomegalovirus and Hepatitis B) or for the treatment or prophylaxis of restenosis.