Synthesis, anti-bacterial, anti-asthmatic and anti-diabetic activities of novel N-substituted-2-(benzo[d]isoxazol-3-ylmethyl)-1H-benzimidazoles

Synthesis of a series of novel class of N‐substituted‐2‐(benzo[d]isoxazol‐3‐ylmethyl)‐1H‐benzimidazoles (4) by the condensation of o‐phenylenediamine (1) with benzo[d]isoxazol‐3‐yl‐acetic acid (2) and subsequent reactions with different types of electrophiles have been reported. Some compounds exhib...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2007-05, Vol.44 (3), p.685-691
Main Authors: Vaidya, Sanjay Dashrath, Kumar, Bobba Venkata Siva, Kumar, Ramanatham Vinod, Bhise, Umesh Nanasaheb, Mashelkar, Uday Chandrakant
Format: Article
Language:English
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Summary:Synthesis of a series of novel class of N‐substituted‐2‐(benzo[d]isoxazol‐3‐ylmethyl)‐1H‐benzimidazoles (4) by the condensation of o‐phenylenediamine (1) with benzo[d]isoxazol‐3‐yl‐acetic acid (2) and subsequent reactions with different types of electrophiles have been reported. Some compounds exhibited promising anti‐bacterial activity against Salmonella typhimurium, however poor activity against Staphylococcus aureus. The compound 4t was found to have high activity even at 1 μg/ml compared to Cephalexin against S. aureus. The biological activity against PDE‐IV for potential anti‐asthmatic effect and against DP‐IV and PTP‐1B for potential anti‐diabetic effects was disappointing.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570440327