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

Citation
G. Capan et al., New 6-phenylimidazo[2,1-b]thiazole derivatives: Synthesis and antifungal activity, MONATS CHEM, 130(11), 1999, pp. 1399-1407
Citations number
11
Categorie Soggetti
Chemistry
Journal title
MONATSHEFTE FUR CHEMIE
ISSN journal
00269247 → ACNP
Volume
130
Issue
11
Year of publication
1999
Pages
1399 - 1407
Database
ISI
SICI code
0026-9247(199911)130:11<1399:N6DSAA>2.0.ZU;2-N
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-thiosemicarbaz ides, 2-aryl-3-((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetamido)-4-thiazolid inones, and 3-alkyl-2-(((6-phenylimidazo[2,1-b]thiazol-3-yl)-acetyl)-hydraz ono)-4-thiazolidinones, were synthesized from 6-phenylimidazo[2,1-b]thiazol e-3-acetic acid hydrazide and evaluated for antifungal activity against thr ee dermatophyte strains using ketoconazole as standard. Several of them wer e found as effective as the standard against Trichophyton rubrum and Micros porum 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. audo unii 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-thiaz olidinone showed the highest activity against Trichophyton mentagrophytes v ar. erinacei NCPF-375 (MIC = 3 mu g/cm(3)).