2026-05-15T23:40:34Z https://www.eurjchem.com/index.php/eurjchem/oai

oai:ojs.www.eurjchem.com:article/1109 2014-12-31T04:47:25Z eurjchem:ART driver

Synthesis, anti-HIV activity and molecular modeling study of some new pyrimidine analogues Marich, Yossra Abood Al-Salihi, Niran Jassim Al-Masoudi, Najim Aboud Pyrimidines Anti-HIV activity Sodium hypochlorite Molecular modeling study Structure activity relationship Non-nucleoside reverse transcriptase inhibitors A new series of 2,6-diamino-5-arylazo-4-chloropyrimidine analogues (6-13) were synthesized from the pyrimidine scaffold 5, via diazotization with various amines. Nucleophilic displacement of compound 5 by ethanethiolate or arylthio nucleophiles, afforded the 4-alkylthio analogues (14-16). Treatment of compound 17 or 18 with thiourea under MWI gave the 4-thione derivatives 19 and 20, respectively. On treatment of compound 20 with 2-mercaptoacetic acid furnished the 4-thio analogue (21). Reaction of compound 19 or 20 with sodium hypochlorite followed by ammonium hydroxide afforded the 4-aminothio analogues 22 and 23, respectively. Oxidation of compound 23 with H2O2 led to the 4-sulphonamide derivative 24. All new compounds were evaluated for their in vitro antiviral activity against the replication of HIV-1 and HIV-2 in MT-4 cells. Compounds 14-16 and 21 showed an EC50 values of > 2.12, 1.99, 1.80 and 1.92 μg/mL, respectively. In addition, preliminary structure-activity relationship and molecular modeling of compound 15 has been studied. Atlanta Publishing House LLC 2014-12-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://www.eurjchem.com/index.php/eurjchem/article/view/1109 10.5155/eurjchem.5.4.588-594.1109 European Journal of Chemistry; Vol. 5 No. 4 (2014): December 2014; 588-594 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/1109/pdf_1109