((((R)-1-(6-((((5-Fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)amino)methyl)amino)-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic Acid

CAS: 1962115-01-0

Ref. TR-F532125

Product Information

• Name: ((((R)-1-(6-((((5-Fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)amino)methyl)amino)-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic Acid
• Synonyms: 1-[6-[[[5-fluoro-1-[(2S,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2-oxopyrimidin-4-yl]amino]methylamino]purin-9-yl]propan-2-yloxymethylphosphonic acid

Description

Applications ((((R)-1-(6-((((5-Fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)amino)methyl)amino)-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic acid is impurity of Emtricitabine (E525000), a reverse transcriptase inhibitor. It is an effective antiviral agent against HIV, HBV, and other viruses replicating in a similar manner. A nucleoside analog structurally related to Lamivudine (L172500).
References FASEB J., 13, 1511 (1999), Molina, J.-M., et al.: J. InfecSchinazi, R.F., et al.: Antimicrob. Ag. Chemother., 36, 2423 (1992), Shockeor, J.P., et al.: Xenobioica, 26, 189 (1996), Feng, J.Y., et al.: . Dis., 182, 599 (2000)

• Brand: TRC

Chemical properties

• Molecular weight: 546.47
• Formula: C₁₈H₂₄FN₈O₇PS
• Color/Form: Neat
• InChI: InChI=1S/C18H24FN8O7PS/c1-10(33-9-35(30,31)32)2-26-8-24-14-16(22-7-23-17(14)26)21-6-20-15-11(19)3-27(18(29)25-15)12-5-36-13(4-28)34-12/h3,7-8,10,12-13,28H,2,4-6,9H2,1H3,(H,20,25,29)(H,21,22,23)(H2,30,31,32)/t10?,12-,13-/m0/s1
• InChI key: InChIKey=FRNRFGRDEUADPQ-OLPBLLBXSA-N
• SMILES: CC(Cn1cnc2c(NCNc3nc(=O)n([C@@H]4CS[C@@H](CO)O4)cc3F)ncnc21)OCP(=O)(O)O