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Description: Clevudine (L-FMAU; L FMAU; Levovir and Revovir) is a potent antiviral drug approved in South Korea and the Philippines for the treatment of hepatitis B (HBV) infections with EC50 0.1 uM in HepG2 2.2.15 cells as well as EBV. Clevudine has low cytotoxicities in a variety of cell lines including MT2, CEM, H1 and HepG2 2.2.15 and bone marrow progenitor cells. Clevudine is metabolized in cells by the cellular thymidine kinase as well as deoxycytidine kinase to its monophosphate, and subsequently to the di- and triphosphate.
References: Bioorg Med Chem Lett. 2002 Dec 2; 12(23):3459-62; Antimicrob Agents Chemother. 2005 May; 49(5):2044-9.
Related CAS#: 174625-00-4 (Clevudine triphosphate); 163252-36-6 (free base)
Chemical Name: 1-((2S, 3R, 4S, 5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2, 4(1H, 3H)-dione
InChi Key: GBBJCSTXCAQSSJ-XQXXSGGOSA-N
InChi Code: InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2, 5-7, 9, 14-15H, 3H2, 1H3, (H, 12, 16, 17)/t5-, 6+, 7-, 9-/m0/s1
SMILES Code: O=C1NC(C(C)=CN1[CH]2[CH](F)[CH]([CH](CO)O2)O)=O
L-FMAU; L FMAU; LFMAU
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