N-[[[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]hydroxyphosphinyl]-D-alanine 1-Methylethyl Ester

CAS: 376633-26-0

Ref. TR-A601665

Product Information

• Name: N-[[[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]hydroxyphosphinyl]-D-alanine 1-Methylethyl Ester
• Synonyms: GS 7485

Description

Applications N-[[[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]hydroxyphosphinyl]-D-alanine 1-Methylethyl Ester prorug of PMPA, phenyl monophosphoramidate, and is a Tenofovir (T018500) derivative, an acyclic phosphonate nucleotide analogue; reverse transcriptase inhibitor. Used as an anti-HIV agent. Antiviral.
References Shaw, J.-P., et al.: Pharm. Res., 14, 1824 (1997), Wyles, D., et al.: Clin Infect. Dis., 40, 174 (2005), Peng, J., et al.: J. Clin. Pharmacol., 46, 265 (2006), Seminari, E., et al.: J. Antimicrob. Chemother., 60, 831 (2007), Lee, W. et al.: Antimicrob. Agents Chemother., 49, 1898 (2005);

• Brand: TRC

Chemical properties

• Molecular weight: 400.37
• Formula: C₁₅H₂₅N₆O₅P
• Purity: >85%
• Color/Form: Neat
• InChI: InChI=1S/C15H25N6O5P/c1-9(2)26-15(22)11(4)20-27(23,24)8-25-10(3)5-21-7-19-12-13(16)17-6-18-14(12)21/h6-7,9-11H,5,8H2,1-4H3,(H2,16,17,18)(H2,20,23,24)/t10-,11-/m1/s1
• InChI key: InChIKey=BOVSGPQGGHVIEX-GHMZBOCLSA-N
• SMILES: CC(C)OC(=O)[C@@H](C)NP(=O)(O)CO[C@H](C)Cn1cnc2c(N)ncnc21