Synthesis and Evaluation of N-Substituted Thiazolidine-2,4-dione Containing Pyrazole as a Potent Antimicrobial Agents
Nisheet C. Desai, Hitesh M. Satodiya, Kiran M. Rajpara, Vivek V. Joshi, Kandarp Bhatt and Hasit V. Vaghani
Affiliation: Division of Medicinal Chemistry, Department of Chemistry, DST-FIST Sponsored Department, Mahatma Gandhi Campus, Maharaja Krishnakumarsinhji Bhavnagar University, Bhavnagar 364 002, Gujarat, India.
In search of new antimicrobial agents with improved potency, we have synthesized a series of N-substituted
thiazolidinedione-pyrazole based 3-(3-(1H-pyrrol-1-yl)propyl)-5-((3-(substituted phenyl)-1-phenyl-1H-pyrazol-4-yl)
methylene)thiazolidine-2,4-diones (6a-j) in two successive steps. Initial step involves Knoevenagel type condensation of
3-(substituted phenyl)-1-phenyl-1H-pyrazole-4-carbaldehydes (2a-j) with thiazolidine-2,4-dione (3) to furnish
intermediate compounds (4a-j). Finally, target compounds (6a-j) were achieved via one-pot reaction of compounds (4a-j),
1,3-dibromopropane and 1H-pyrrole (5). The chemical structures of all the newly synthesized compounds were
established based on IR, 1H NMR, 13C NMR and mass spectra. All the synthesized compounds (4a-j, 6a-j) were evaluated
for their in vitro antimicrobial activity.
Keywords: Antimicrobial, knoevenagel, MIC, SAR, thiazolidinedione-pyrazole.
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