CAS 145416-34-8: 2(1H)-Pyrimidinone,4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2S-trans)- (9CI)

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

2-epi-(-)-emtricitabine is an analog of the nucleoside cytidine, which inhibits the phosphorylation and subsequent degradation of deoxycytidine kinase, thereby blocking the production of the viral DNA polymerase. The compound also inhibits tyrosine kinases, which are enzymes that play a vital role in cell signaling. This inhibition may contribute to its antiviral activity. 2-epi-(-)-emtricitabine has been shown to inhibit human immunodeficiency virus (HIV) replication in vitro and in vivo. It is a prodrug that is converted to emtricitabine, its active form, by deoxycytidine kinase and then hydrolyzed by esterases. 2-epi-(-)-emtricitabine has been shown to be effective against hepatitis B virus and cancer cells.

Applications The 2-epi-enantiomer analogue of (-)-Emtricitabine (E525000) evaluated against HIV-1 in human peripheral blood mononuclear (PBM) cells. References Jeong, L.S., et al.: J. Med. Chem., 36, 2627 (1993),