Synthesis, characterization and antiinflammatory-analgesic properties of 6-(alpha-amino-4-chlorobenzyl)thiazolo [3,2-b]-1,2,4-triazol-5-ols.
A series of 6-(alpha-amino-4-chlorobenzyl)-thiazolo[3,2-b]-1,2,4-triazol-5-ols (2a-j) were synthesized from 6-(4-chlorobenzylidene) thiazolo[3,2-b]-1,2,4-triazolo-5(6H)-one (2) by applying Michael addition reaction. All the compounds were characterized by their melting points, elementary analysis, IR and 1H-NMR spectra and screened for their anti-inflammatory and analgesic activities. Among the derivatives compound 2i bearing 4-(4-acetylphenyl)piperazine showed the highest and dose-dependent analgesic and anti-inflammatory activity without inducing any gastric lesion.
Hacettepe University, Faculty of Pharmacy, Department of Pharmaceutical Chemistrya, Sihhiye, Ankara, Turkey.
Birsen
B
Tozkoparan
Nesrin
N
Gökhan
Esra
E
Küpeli
Erdem
E
Yeşilada
Mevlüt
M
Ertan
D019342:Acetic Acid; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D001241:Aspirin / Q000627:therapeutic use; D016227:Benzoquinones; D002199:Capillary Permeability / Q000187:drug effects; D002351:Carrageenan; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy / Q000473:pathology; D005528:Foot / Q000473:pathology; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D009288:Naproxen / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D010146:Pain / Q000139:chemically induced / Q000517:prevention & control; D017550:Spectroscopy, Fourier Transform Infrared; D013276:Stomach Ulcer / Q000139:chemically induced / Q000473:pathology; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D014230:Triazoles / Q000138:chemical synthesis* / Q000493:pharmacokinetics* / Q000633:toxicity
D000894:Anti-Inflammatory Agents, Non-Steroidal; D016227:Benzoquinones; D007202:Indicators and Reagents; D013844:Thiazoles; D014230:Triazoles; C004532:quinone; D009288:Naproxen; D002351:Carrageenan; D019342:Acetic Acid; D001241:Aspirin