Synthesis, spectral analysis and antibacterial evaluation of N`- substituted-2-(5-(3-chlorophenyl)-1,3,4-Oxadiazol-2- ylthio)acetohydrazide derivatives. | [Pakistan Journal of Pharmaceutical Sciences • 2016]

Author(s):

1. Aziz-Ur-Rehman : Department of Chemistry, Government College University, Lahore, Pakistan

2. Shahid Rasool: Department of Chemistry, Government College University, Lahore, Pakistan

3. Muhammad Athar Abbasi: Department of Chemistry, Government College University, Lahore, Pakistan

4. Sabahat Zahra Siddiqui: Department of Chemistry, Government College University, Lahore, Pakistan

5. Syed Adnan Ali Shah: Faculty of Pharmacy, University Technology MARA, Puncak Alam Campus, Bandar Puncak Alam, Selangor Darul Ehsan, Malaysia; Atta-ur-Rahman Institute for Natural Products Discovery AuRIns, Level 9, FF3, University Teknologi MARA, Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor Darul Ehsan, Malaysia

Abstract:

The biological potential of N`-substituted-2-(5-(3-chlorophenyl)-1,3,4-Oxadiazol-2-ylthio)acetohydrazide (8a-p) has been evaluated against bacterial strains of Gram-negative and Gram-positive bacteria. The multistep synthesis involved the conversion of 3-chlorobenzoic acid (1) to ethyl 3-chlorobenzoate (2), 3-chlorobenzohydrazide (3), 5-(3- chlorophenyl)-1,3,4-Oxadiazol-2-thiol (4), ethyl 2-(5-(3-chlorophenyl)-1,3,4-Oxadiazol-2-ylthio) acetate (5) and 2-(5-(3- chlorophenyl)-1,3,4-Oxadiazol-2-ylthio)acetohydrazide (6). The last step involved the reaction of 6 and aryl aldehydes, 7a-p, in methanol to synthesize the Schiff bases, 8a-p, with better yields. The structures of all the molecules were corroborated by spectral analysis. The Schiff bases were further evaluated for the antibacterial activity and found to be moderately good inhibitors of bacterial strains of Gram-bacteria.

Page(s): 1307-1315

DOI: DOI not available

Published: Journal: Pakistan Journal of Pharmaceutical Sciences, Volume: 29, Issue: 4, Year: 2016

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