<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml"><p>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, <italic>Pheretima posthuma.</italic> The structure of the title compounds was elucidated by elemental analysis and spectral data. The compounds 4-({[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl]acetyl}amino) benzoic acid (<bold>3a</bold>), <italic>N</italic>-ethyl-2-[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl] acetamide (<bold>3c</bold>), <italic>N</italic>-benzyl-2-[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl] acetamide (<bold>3d</bold>), <italic>N</italic>-(4-hydroxyphenyl)-2-[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl] acetamide (<bold>3f</bold>), 2-[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl]-<italic>N</italic>-phenyl acetamide (<bold>3h</bold>), 2-[2-(4-chlorophenyl)-1<italic>H</italic>-benzimidazol-1-yl]-<italic>N'</italic>-phenylacetohydrazide (<bold>3k</bold>), 2-[2-(4-chlorophenyl)-1<italic>H</italic>-benzimidazol-1-yl]-<italic>N</italic>-(4-nitrophenyl) acetamide (<bold>3n</bold>) and 2-[2-(4-chlorophenyl)-1<italic>H</italic>-benzimidazol-1-yl]-<italic>N</italic>-phenyl acetamide (<bold>3q</bold>) were found better to paralyze worms whereas <italic>N</italic>-ethyl-2-[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl] acetamide (<bold>3c</bold>), N-(4-nitrophenyl)-2-[2-(4-nitrophenyl)-1<italic>H</italic>-benzimidazol-1-yl] acetamide (<bold>3e</bold>), 4-({[2-(4-chlorophenyl)-1<italic>H</italic>-benzimidazol-1-yl] acetyl}amino) benzoic acid (<bold>3j</bold>), 2-[2-(4-chlorophenyl)-1<italic>H</italic>-benzimidazol-1-yl]-<italic>N</italic>-ethyl acetamide (<bold>31</bold>) and 2-[2-(4-chlorophenyl)-1<italic>H</italic>-benzimidazol-1-yl]-<italic>N</italic>-phenyl acetamide (<bold>3q</bold>) were better to cause death of worms compared to the anthelmintic drug albendazole.</p></abstract>

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.

Synthesis and biological evaluation of some novel 2-phenyl benzimidazole-1-acetamide derivatives as potential anthelmintic agents

Department of Pharmaceutical Chemistry and PG Studies, PDVVPF's College of Pharmacy, Post-MIDC, Vilad Ghat Ahmednagar-414111, India

Acta Pharmaceutica

The present study describes synthesis of a series of 2-phenyl benzimidazole-1-acetamide derivatives and their evaluation for anthelmintic activity using Indian...

Synthesis and biological evaluation of some novel 2-phenyl benzimidazole-1-acetamide derivatives as potential anthelmintic agents

Data publikacji: 26 wrz 2011

Zakres stron: 353 - 361

DOI: https://doi.org/10.2478/v10007-011-0029-z

Słowa kluczowe
benzimidazol, anthelmintičko djelovanje,

This content is open access.

Synthesis and biological evaluation of some novel 2-phenyl benzimidazole-1-acetamide derivatives as potential anthelmintic agents

Data publikacji: 26 wrz 2011

Zakres stron: 353 - 361

DOI: https://doi.org/10.2478/v10007-011-0029-z

Słowa kluczowebenzimidazol, anthelmintičko djelovanje,

This content is open access.

Słowa kluczowe
benzimidazol, anthelmintičko djelovanje,