Synthesis and characterization of novel 6-fluoro-4-piperidinyl-1,2-benzisoxazole amides and 6-fluoro-chroman-2-carboxamides: antimicrobial studies

Priya, B. S. and Basappa and Nanjunda Swamy, S. and Rangappa, K. S. (2005) Synthesis and characterization of novel 6-fluoro-4-piperidinyl-1,2-benzisoxazole amides and 6-fluoro-chroman-2-carboxamides: antimicrobial studies. Bioorganic & Medicinal Chemistry, 13 (7). 2623 - 2628. ISSN 1464-3391

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Official URL: https://doi.org/10.1016/j.bmc.2005.01.026

Abstract

Novel derivatives of 6-fluoro-4-piperidinyl-1,2-benzisoxazole amides 4(I–VI) were obtained by the condensation of different acid chlorides with 6-fluoro-3-piperidin-4yl-benzodisoxazole. Also, 6-fluoro-chroman-2-carboxamides 6(I–III) were synthesized by using nebulic acid chloride with different amines in presence of triethylamine as acid scavenger and dichloroethane as solvent. The synthesized compounds were characterized by IR, 1H NMR, and CHN analysis. These molecules were evaluated for their efficacy as antimicrobials in vitro by disc diffusion and microdilution method against pathogenic strains such as Bacillus substilis, Escherichia coli, Pseudomonas fluorescens, Xanthomonas campestris pvs, X. oryzae, Aspergillus niger, A. flavus, Fusarium oxysporum, Trichoderma species, F. monaliforme, and Penicillum species. Compounds 4I, 4IV, 4V, 6I, 6II and 6III showed better inhibitory activity than compared to standard drugs. Among these compounds, 4IV and 6III showed potent inhibitory activity against all the strains and found to be nonstrain dependent. The title compounds represent a novel class of potent antimicrobial agents.

Item Type: Article
Uncontrolled Keywords: 1,2-Benzisoxazoles, Amides, Chromans, Antimicrobials
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Manjula P Library Assistant
Date Deposited: 06 Sep 2019 10:35
Last Modified: 06 Sep 2019 10:35
URI: http://eprints.uni-mysore.ac.in/id/eprint/7694

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