New 6-phenylimidazo[2,1-b]thiazole derivatives: Synthesis and antifungal activity

Abstract

New benzylidene-(6-phenylimidazo[2,1-b]thiazol-3-yl)-acetic acid hydrazides, 4-alkyl- 1-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetyl)-3-thiosemicarbazides, 2-aryl-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetamido)-4-thiazolidinones, and 3-alkyl-2-(((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetyl)-hydrazono)-4-thiazolidinones, were synthesized from 6-phenylimidazo[2,1-b]thiazole-3-acetic acid hydrazide and evaluated for antifungal activity against three dermatophyte strains using ketoconazole as standard. Several of them were found as effective as the standard against Trichophyton rubrum and Microsporum audounii (MIC = 6 mu g/cm(3)), whereas the activity of N-benzylidene-(6-phenylimidazo[2,1-b]-thiazol-3-yl)-acetic acid hydrazide against M. audounii was superior to the standard (MIC = 3 mu g/cm(3)). 2-(4-Methylphenyl)-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetamido)-4-thiazolidinone and 2-(4-chlorophenyl)-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)- acetamido)-4-thiazolidinone showed the highest activity against Trichophyton mentagrophytes var. erinacei NCPF-375 (MIC = 3 mu g/cm(3)).