Rai, N. P. and Narayanaswamy, V. K. and Shashikanth, S. and Arunachalam, P. N. (2009) Synthesis, characterization and antibacterial activity of 2-1-(5-chloro-2-methoxy-phenyl)-5-methyl-1H-pyrazol-4-yl]-5-(substitu ted-phenyl)- 1,3,4]oxadiazoles. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 44 (11). pp. 4522-4527. ISSN 1768-3254
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In the present investigation a series of novel 2-1-(5-chloro-2-methoxy-phenyl)-5-methyl-IH-pyrazol-4yl]-5-(substitut ed-phenyl)-1,3,4]oxadiazoles (4a-j) were synthesized by cyclization of substituted-benzoic acid N'-1-(5-chloro-2-methoxy-phenyl)-5-methyl-1H-pyrazole-4-carbonyl]-hyd razide by using phosphorousoxychloride at 120 degrees C. The chemical structure of the newly synthesized compounds was 13 characterized by analytical and spectral (IR, H-1 NMR, C-13 NMR and LC-MS) methods. The title compounds were screened for qualitative (zone of inhibition) and quantitative antibacterial activity (MIC) by agar cup plate and microtitration methods, respectively. Among the synthesized compounds in this series compound 2-1-(5-chloro-2-methoxyphenyl)-5-methyl-1H-pyrazol-4-yl-5-(4-fluoroph enyl)-1,3,4-oxadiazole (4b) was found to exhibit significant antibacterial activity with MICs of 22.4, 29.8, 29.6 and 30.0 mu g/mL against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae, respectively. The other compounds exhibited moderate activity when compared to standard substance Ampicillin. (C) 2009 Elsevier Masson SAS. All rights reserved.
Item Type: | Article |
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Uncontrolled Keywords: | 2-1-(5-Chloro-2-methoxy-phenyl)-5-methyl-1H-pyrazol-4-yl]-5-(substitu ted-phenyl)-1,3,4]oxadiazoles; Antibacterial activity; Minimum inhibitory concentration |
Subjects: | C Chemical Science > Chemistry |
Divisions: | Department of > Chemistry |
Depositing User: | Users 19 not found. |
Date Deposited: | 14 Aug 2019 07:49 |
Last Modified: | 14 Aug 2019 07:49 |
URI: | http://eprints.uni-mysore.ac.in/id/eprint/6367 |
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