SYNTHESIS AND BIOLOGICAL EVALUATION OF BENZIMIDAZOLE DERIVATIVES AS ANTIMICROBIAL AGENTS

  • VANDANA BABAN SHINDE Department of Pharmaceutical Chemistry, Dr Vithalrao Vikhe Patil Foundation’s College of Pharmacy, Vilad Ghat; M. I.D. C, Ahmednagar 414111, Maharashtra, India
  • MANISH ASHOK RASKAR Department of Pharmaceutical Chemistry, Dr Vithalrao Vikhe Patil Foundation’s College of Pharmacy, Vilad Ghat; M. I.D. C, Ahmednagar 414111, Maharashtra, India

Abstract

Objective: The present study aims to synthesize and biological evaluation of benzimidazole derivatives as antimicrobial agents.


Methods: 2-Methylbenzimidazole react with ethyl-chloroacetate gives N1-Ethylacetate-2-methyl-benzimidazole (1), which on reaction with thiosemicarbazide gives N1-acetylthiosemicarbazide-2-methyl-benzimidazole (2). The compound (2) on dehydrative annulation by mineral acid gives N1-(2’-amino-5’-methylene)-1’,3’,4’-thiadiazole-2-methyl-benzimidazole(3), which on condensation with various aromatic and hetero aromatic aldehydes gives N1-(2-substituted-Benzylidene-imino-5’-methylene)-1’, 3’, 4’-Thiadiazole]-2-methyl-benzimidazole(4a-4l).


Results: The reaction sequence involves microwave-induced preparation of N1-Ethylacetate-2-methyl-benzimidazole (1) from reaction of 2-methylbenzimidazole with ethyl-chloroacetate. Further reaction with thiosemicarbazide gives N1-acetylthiosemicarbazide-2-methyl-benzimidazole (2). The compound (2) on dehydrative annulation by sulfuric acid gives N1-(2’-amino-5’-methylene)-1’,3’,4’-thiadiazole-2-methyl-benzimidazole(3), which on condensation with various aromatic and hetero aromatic aldehydes gives N1-(2-substituted-Benzylidene-imino-5’-methylene)-1’, 3’, 4’-Thiadiazole]-2-methyl-benzimidazole(4a-4l). Which were characterized by IR and 1H NMR spectral data.


Conclusion: All the synthesized compounds were screened for antimicrobial activity by cup plate method. Most of the derivatives showed good antimicrobial activity against Gram-Positive and Gram-negative bacteria.

Keywords: Benzimidazole, Thiadiazole, Microwave irradiation, Spectral studies, Antimicrobial activity

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SHINDE, V. B., and M. A. RASKAR. “SYNTHESIS AND BIOLOGICAL EVALUATION OF BENZIMIDAZOLE DERIVATIVES AS ANTIMICROBIAL AGENTS”. International Journal of Current Pharmaceutical Research, Vol. 11, no. 6, Nov. 2019, pp. 115-8, doi:10.22159/ijcpr.2019v11i6.36356.
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