Design and synthesis of some substituted thiazolo[3,2-a]pyrimidine derivatives of potential biological activities

作者：Moty Samia G Abdel; Hussein Mostafa A^*; Aziz Salah A Abdel; Abou Salim Mahrous A

来源：Saudi Pharmaceutical Journal, 2016, 24(2): 119-132.

DOI：10.1016/j.jsps.2013.12.016

• Thiazolopyrimidines
• Synthesis
• Antimicrobial
• Anti-inflammatory
• Analgesic

In continuation to our previous work, thiazolopyrimidines 2a-x were synthesized through intramolecular cyclization of 2-phenacylthio-dihydropyrimidine hydrobromides 1a-x using polyphosphoric acid. On the other hand, thiazolo[3,2-a] pyrimidine-3-one 3 was coupled with aryldiazonium salts or condensed with isatin to afford compounds 4a-c or 5, respectively. Chemical structure of the target compounds was substantiated by IR, FT-IR, H-1-, C-13 and DEPT-C-13 NMR, MS as well as microanalyses. Moreover, the lipophilicity of the target compounds is expressed as ClogP. The antimicrobial screening of the test compounds 2a-x, 4a-c and 5 revealed moderate activity in comparison to reference drugs. Compounds 2a-c, 2e, 2o and 2v showed a gradual increase in their anti-inflammatory activity reaching its maximum at 5 h compared to indomethacin. Furthermore, the analgesic activity of compounds 2a-c, 2e, 2o and 2v revealed a maximum activity after 5 h of injection compared to aspirin and the LD50 of compounds 2e and 2v was determined.

• 出版日期2016-3