2,6-Di(arylamino)-3-fluoropyridine Derivatives as HIV Non-Nucleoside Reverse Transcriptase Inhibitors

Journal of Medicinal Chemistry
Sergey SergeyevBert U W Maes

Abstract

New non-nucleoside reverse transcriptase inhibitors (NNRTI), which are similar in structure to earlier described di(arylamino)pyrimidines but featuring a 2,6-di(arylamino)-3-fluoropyridine, 2,4-di(arylamino)-5-fluoropyrimidine, or 1,3-di(arylamino)-4-fluorobenzene moiety instead of a 2,4-disubstituted pyrimidine moiety, are reported. The short and practical synthesis of novel NNRTI relies on two sequential Pd-catalyzed aminations as the key steps. It is demonstrated through direct comparison with reference compounds that the presence of a fluorine atom increases the in vitro anti-HIV activity, both against the wild type virus and drug-resistant mutant strains.

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Citations

Apr 3, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ting-Ting LiFen-Er Chen
Mar 11, 2018·Biochemistry. Biokhimii︠a︡·V T Valuev-Elliston, S N Kochetkov
Nov 20, 2020·Chemical Communications : Chem Comm·Shaoke ZhangMatthias Beller

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