SYNTHESIS, ANTIBACTERIAL AND ANTIFUNGAL ACTIVITY OF SOME NEW 1,3,4-OXADIAZOLES AND 2-SUBSTITUTED AMINO-L,3,4-OXADIAZOLE DERIVATIVES CONTAINING BENZIMIDAZOLE MOIETY

Ashour, F. A.; El-Hawash, S. A. M.; Mahran, M. A.; Yousry, A. H.; Harnouda, A. F.

doi:10.21608/bfsa.1994.69784

SYNTHESIS, ANTIBACTERIAL AND ANTIFUNGAL ACTIVITY OF SOME NEW 1,3,4-OXADIAZOLES AND 2-SUBSTITUTED AMINO-L,3,4-OXADIAZOLE DERIVATIVES CONTAINING BENZIMIDAZOLE MOIETY

Document Type : Original Article

Authors

¹ Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Alexandria University, Alexandria, Egypt

² Department of Microbiology, High Institute of Public Health, Alexandria University, Alexandria, Egypt

10.21608/bfsa.1994.69784

Abstract

New 2-[4-(3-acetyl-2-substituted- 2,3-dihydro-1,3,4-oxadiazol-5-yl)phenoxymethyl]-1H-bezimidazoles (V) and 2-[4-(3-acetyl-2-substituted-2,3-diydro-1,3,4-oxadiazol-5yl)phenoxymetyl]-1-methyl-1H-benzimidazoles (VI) were synthesized by cyclization of 2-[4-alkylidene or arylidenehydrazinocarbonyl)phenoxymethyl]-1H-benzimidazoles (III) or 2-[4-(alkylidene or arylidenehydrazinocarbonyl)phenoxymethyl]-1-methyl-1H-benzimidazoles (IV) with acetic anhydride.
New series of 2-[4-substitutedamino-1,3,4-oxadiazol-5-yl)phenoxymethyl]-1H-benzimidazoles (IX) and 2-[4-substitutedamino-1,3 ,4-oxadiazol-5-yl)phenoxymethyl]-1-methyl-1H-benzimidazoles (X) were obtained by cyclodesulfurization of 2-[4-(substitutedthiocarbamoylhydrazinocarbonyl)phenoxymethyl]-1H-benzimidazoles (VII) or 2-[4-(substitutedthiocarbamoylhydrazi nocarbonyl)phenoxymethyl]-1-methyl-1H-benzimidazoles (VIII). The structure of the newly synthesized compounds were elucidated by elemental analysis, IR and ¹H-NMR spectra. Their antimicrobial activity was studied.