We describe new methodology for the synthesis of symmetric bis-benzimidazoles carrying 2- aryl moieties, including 2-[4-(3′-aminopropoxy) phenyl] and 2-[4-(3′-aminopropanamido) phenyl] substituents, together with the synthesis of novel hybrid molecules comprising bis- benzimidazoles in ester and amide combination with the N-mustard chlorambucil. The in vitro activities of these compounds against five cancer cell lines are also provided.