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Asian Journal of Research in Chemistry
Year : 2017, Volume : 10, Issue : 6
First page : ( 771) Last page : ( 782)
Print ISSN : 0974-4169. Online ISSN : 0974-4150.
Article DOI : 10.5958/0974-4150.2017.00130.4

Facile One-Pot Synthesis, Characterization, and Biological Activity of 2-(5-(4-subsituted phenyl)-3-(4-subsituted phenyl)-4, 5-dihydropyrazol-1-yl)N-(5-(3-subsitutedphenyl)-1, 3, 4-thiadiazol-2-yl)acetamide Derivatives

Shukla Parjanya Kumar1,*, Verma Amita2, Pathak Prateek2, Mishra Pragya3

1Associate Professor, Pharmaceutical chemistry, Krishnarpit Institute of Pharmacy, Allahabad, India

2Department of Pharmaceutical Sciences, Faculty of Health Science, Sam Higginbottom Institute of Agriculture, Technology & Sciences, Allahabad, India

3Centre of Food Technology, Institute of Professional Studies, University of Allahabad, Allahabad, India

*Corresponding Author E-mail: parjanya24@gmail.com

Online published on 26 March, 2018.

Abstract

Dihydropyrazole and 1, 3, 4-Thiadizole derivatives are an attractive class of biologically active heterocyclic compounds. An efficient procedure for the synthesis of Novel 2-(5-(4-bromophenyl)-3-(4-fluorophenyl)-4, 5dihydropyrazol-1-yl)-N-(5-(3 hydroxyphenyl)-1, 3, 4-thiadiazol-2-yl)acetamide via one-pot threecomponent condensation of 2-hydrazinyl-N-(4-subsituted phenyl thiadiazol-2-yl) with aromatic aldehydes and substituted acetophenones is described. The structures of synthesized compounds were confirmed by analytical and spectroscopic methods including, infrared, nuclear magnetic resonance and mass spectroscopy. This protocol has advantages of mild conditions, high yield, and simple workup procedure. All the synthesized compounds were tested for their in-vitro growth inhibitory activity against a panel of standard strains of pathogenic microorganism including M. tuberculosis (H37Rv) and Gram positive bacteria (Staphylococcus aures, Bacillus subtilis and Bacillus cerus), Gram negative bacteria (Escherichia coli, Proteus vulgaris, and Pseudomonas aeruginosa) and fungal strains (Aspergillus, A. fumigates and C. albicans). Their antitubercular, antimicrobial activity study revealed that all the compounds tested showed moderate to good antitubercular, antibacterial and antifungal activity.

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Keywords

Multicomponent reaction, 1, 3, 4-Thiadizole, Dihydropyrazole, Antitubercular activity, Antimicrobial activity, One pot synthesis.

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