R. Sawant, D. Kawade
Sep 1, 2011
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Abstract
Synthesis and biological evaluation of some novel 2-phenyl benzimidazole-1-acetamide derivatives as potential anthelmintic agents The present study describes synthesis of a series of 2-phenyl benzimidazole-1-acetamide derivatives and their evaluation for anthelmintic activity using Indian adult earthworms, Pheretima posthuma. The structure of the title compounds was elucidated by elemental analysis and spectral data. The compounds 4-({[2-(4-nitrophenyl)-1H-benzimidazol-1-yl]acetyl}amino) benzoic acid (3a), N-ethyl-2-[2-(4-nitrophenyl)-1H-benzimidazol-1-yl] acetamide (3c), N-benzyl-2-[2-(4-nitrophenyl)-1H-benzimidazol-1-yl] acetamide (3d), N-(4-hydroxyphenyl)-2-[2-(4-nitrophenyl)-1H-benzimidazol-1-yl] acetamide (3f), 2-[2-(4-nitrophenyl)-1H-benzimidazol-1-yl]-N-phenyl acetamide (3h), 2-[2-(4-chlorophenyl)-1H-benzimidazol-1-yl]-N'-phenylacetohydrazide (3k), 2-[2-(4-chlorophenyl)-1H-benzimidazol-1-yl]-N-(4-nitrophenyl) acetamide (3n) and 2-[2-(4-chlorophenyl)-1H-benzimidazol-1-yl]-N-phenyl acetamide (3q) were found better to paralyze worms whereas N-ethyl-2-[2-(4-nitrophenyl)-1H-benzimidazol-1-yl] acetamide (3c), N-(4-nitrophenyl)-2-[2-(4-nitrophenyl)-1H-benzimidazol-1-yl] acetamide (3e), 4-({[2-(4-chlorophenyl)-1H-benzimidazol-1-yl] acetyl}amino) benzoic acid (3j), 2-[2-(4-chlorophenyl)-1H-benzimidazol-1-yl]-N-ethyl acetamide (31) and 2-[2-(4-chlorophenyl)-1H-benzimidazol-1-yl]-N-phenyl acetamide (3q) were better to cause death of worms compared to the anthelmintic drug albendazole. Sinteza i biološko vrednovanje novih derivata 2-fenil-benzimidazol-1-acetamida kao potencijalnih anthelmintika U radu je opisana sinteza derivata 2-fenil-benzimidazol-1-acetamida i ispitivanje njihovog anthelmintičkog djelovanja na odrasle indijske gliste, Pheretima posthuma. Struktura sintetiziranih spojeva određena je elementarnom analizom i spektroskopskim metodama. Spojevi 4-({[2-(4-nitrofenil)-1H-benzimidazol-1-il]acetil}amino) benzojeva kiselina (3a), N-etil-2-[2-(4-nitrofenil)-1H-benzimidazol-1-il] acetamid (3c), N-benzil-2-[2-(4-nitrofenil)- 1H-benzimidazol-1-il] acetamid (3d), N-(4-hidroksifenil)-2-[2-(4-nitrofenil)-1H-benzimidazol-1-il] acetamid (3f), 2-[2-(4-nitrofenil)-1H-benzimidazol-1-il]-N-fenilacetamid (3h), 2-[2-(4-klorfenil)-1H-benzimidazol-1-il]-N'-fenilacetohidrazid (3k), 2-[2-(4-klorfenil)-1H-benzimidazol-1-il]-N-(4-nitrofenil) acetamid (3n) i 2-[2-(4-klorfenil)-1H-benzimidazol-1-il]-N-fenilacetamid (3q) jače paraliziraju gliste, a N-etil-2-[2-(4-nitrofenil)-1H-benzimidazol-1-il] acetamid (3c), 2-[2-(4-nitrofenil)-1H-benzimidazol-1-il]-N-fenilacetamid (3h), 4-({[2-(4-klorfenil)-1H-benzimidazol-1-il]acetil}amino) benzojeva kiselina (3j), 2-[2-(4-klorfenil)-1H-benzimidazol-1-il]-N-etilacetamid (3l) i 2-[2-(4-klorfenil)-1H-benzimidazol-1-il]-N-fenilacetamid (3q) učinkovitije usmrćuju gliste nego anthelmintik albendazol.