Synthesis and antimicrobial study of fluoroquinolonebased 4-thiazolidinones

Article abstract of DOI:10.1007/s00044-009-9228-2

The title compounds 2-substituted phenyl-3-{1-cyclopropyl-6-fluoro- 7-[4-(4-methoxyphenylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline} carboxamido-1, 3-thiazolidin-4-ones 6a-j have been synthesized from lead molecule 7-chloro-1- cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 1; this reacted with thionyl chloride to give acid chloride 2 and with hydrazine hydrate to afford hydrazide 3. The hydrazide 3 on condensation with substituted aromatic aldehydes a-j gave Schiff base; these on reaction with N-(4-methoxyphenyl) piperazine and thioglycolic acid furnished title compounds 6a-j. All of the synthesized compounds have been established by elemental analysis. IR and NMR spectral data and have been screened for antifungal and antibacterial activities. Birkhaeuser Boston 2009.