(2S-cis)-5-Fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)-pyrimidinedione

Chemical Name:(2S-cis)-5-Fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)-pyrimidinedione
Synonyms:5-Fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)-pyrimidinedione; 5-Fluoro-3′-thia-2′,3′-dideoxyuridine
CAS Number:145281-92-1
Molecular Formula:C₈H₉FN₂O₄S
Molecular Weight:248.23
Category:Standards; Pharmaceutical/API Drug Impurities/Metabolites; Carbohydrates and Oligosaccharides;
Applications:5-Fluoro-3′-thia-2′,3′-dideoxyuridine is an impurity of ent-Emtricitabine (E525005), a reverse transcriptase inhibitor and an effective antiviral agent against HIV, HBV, and other viruses replicating in a similar manner. In addition, ent-Emtricitabine (E525005) is a nucleoside analog structurally related to Lamivudine (L172500).
References:Mellors, J., et al.: Science, 72, 1167 (1996), Reimann, K., et al.: J. Virol., 79, 8878 (2005), Rose, J., et al.: J. Biol. Chem.,  280, 7413 (2005), Acierno, P., et al.: J. Immunol., 176, 5338 (2006)
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