Synthesis and isomerization of thienotriazolopyrimidine and thienotetrazolopyrimidine derivatives with potential anti-inflammatory activity

✍ Scribed by A. E. Rashad; O. A. Heikal; A. O. H. El-Nezhawy; F. M. E. Abdel-Megeid

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 198 KB
• Volume: 16
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20114

✦ Synopsis

Several derivatives containing the thieno [2,3-d]pyrimidine system were prepared starting from 2-amino-4,5-dihydronaphtho[2,1-b]thiophene-1-carbonitrile (1). In particular, the synthesis and structure characterization of 8,9-dihydronaphtho- [1 ,2 :4,5]thieno [3,2-e][1,2,4]triazolo [4,3-c]pyrimidine derivatives 13-16 and their isomerization to 8,9-dihydronaphtho [1 ,2 :4,5]thieno [3,2-e][1,2,4]triazolo [1,5-c]pyrimidine derivatives 17-20 under different suitable reaction conditions were reported and verified with X-ray analysis. Moreover, compounds 13, 14 and 22 were tested as potential anti-inflammatory agents and derivative 14 showed potent activity in carrageenan test.