Condensed Heterocyclic Compounds: Synthesis and Antiinflammatory Activity of Novel Thiazolo[3,2-a]pyrimidines

• Published in: Archiv der Pharmazie (Weinheim) Vol. 331; no. 6; pp. 201 - 206
• Main Authors: Tozkoparan, Birsen, Ertan, Mevlüt, Krebs, Bernt, Läge, Mechtild, Kelicen, Pelin, Demirdamar, Rümeysa
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag GmbH 01.06.1998; WILEY‐VCH Verlag GmbH; Wiley; Wiley-VCH
• Subjects: 2-a]pyrimidines; 5H-thiazolo; 5H‐thiazolo[3,2‐a]pyrimidines; Animals; Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis; Anti-Inflammatory Agents, Non-Steroidal - therapeutic use; Antiinflammatory agents; Biological and medical sciences; Bones, joints and connective tissue. Antiinflammatory agents; Carrageenan; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Edema - chemically induced; Edema - drug therapy; Female; Heterocyclic Compounds - chemical synthesis; Hindlimb; Life Sciences & Biomedicine; Male; Medical sciences; Mice; pharmacology; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Physical Sciences; Pyrimidines - chemical synthesis; Pyrimidines - therapeutic use; Science & Technology; Stomach Ulcer - chemically induced; Stomach Ulcer - drug therapy; Structure-Activity Relationship; synthesis; Thiazoles - chemical synthesis; Thiazoles - therapeutic use; X-ray structure determination; antiinflammatory agents; synthesis; X-ray structure determination; 5H-thiazolo[3,2-a]pyrimidines; pharmacology; CALCIUM-ANTAGONISTS; DERIVATIVES; Sulfur nitrogen heterocycle; Edema; Toxicity; Rodentia; Antiinflammatory agent; Benzene derivatives; Oral administration; Vertebrata; Chemotherapy; Gastroduodenal; Experimental disease; Mammalia; Treatment; Structure activity relation; Mouse; Animal; Bicyclic compound; Ulcer; Chemical synthesis
• ISSN: 0365-6233; 1521-4184
• DOI: 10.1002/(SICI)1521-4184(199806)331:6<201::AID-ARDP201>3.0.CO;2-T

In this study, thirty six new 2‐benzylidene‐7‐methyl‐3‐oxo‐5‐phenyl‐2,3‐dihydro‐5H‐thiazolo[3,2‐a]pyrimidine‐6‐carboxylic acid methyl esters were synthesized and characterized by spectral, crystallographic, and elemental analysis. The antiinflammatory activity of the compounds was tested by the carrageenan hind paw edema test. It was found that compound 6a having a 2‐methoxyphenyl group at position 5 and a benzylidene group at position 2 was the most potent compound in this series. All the compounds that were tested for ulcer activity gave positive results.