Synthesis and evaluation of antipyrine derivatives bearing a thiazole moiety as antibacterial and antifungal agents

Abstract

One of the best ways to design new biocidal agents is synthesizing hybrid molecules. So, new series of antipyrine-bearing thiazole moiety were synthesized using 4-antipyrinecarboxaldehyde thiosemicarbazones 1a–e. Cyclization of thiosemicarbazone derivatives 1a–e with ethyl 2-chloroacetate, ethyl 2-chloropropanoate, 1-chloropropan-2-one (chloroacetone) and 2-bromo-1-phenylethanone (phenacyl bromide) afforded the corresponding thiazolidin-4-ones 2a–e, 5-methyl-thiazolidin-4-ones 3a–e, 4-methylthiazoles 4a–e and 4-phenylthiazoles 5a–e, respectively. The antibacterial and antifungal activates for the synthesized compounds were investigated.

Graphical Abstract

Keywords:

• Antibacterial and antifungal activities
• antipyrine
• thiosemicarbazones
• thiazoles