Sofosbuvir 3',5'-Bis-(S)-phosphate

CAS: 1337482-17-3

Ref. TR-S675605

Product Information

• Name: Sofosbuvir 3',5'-Bis-(S)-phosphate
• Synonyms: L-Alanine, N-[(S)-hydroxyphenoxyphosphinyl]-, 1-methylethyl ester, (P→3'),(P'→5')-diester with (2'R)-2'-deoxy-2'-fluoro-2'-methyluridine (ACI)
• CAS: 1337482-17-3

Description

Applications Sofosbuvir 3',5'-Bis-(S)-phosphate is an impurity of PSI-7977 (P839640), a prodrug that is metabolized to the active antiviral agent 2'-deoxy-2'-α-fluoro-β-C-methyluridine-5'-monophosphate and is currently being investigated in phase 3 clinical trials for the treatment of hepatitis C. Studies have profiled PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase.
References Lam, A.M.,et al.: Antimicrob. Agents. Chemotherapy., 56, 3359 (2012); Lam, A.M., et al.: J. Virol., 85, 12334 (2011); Sofia, M.J., et al.: J. Medn. Chem., 53, 7202 (2010)

• Brand: TRC

Chemical properties

• Molecular weight: 798.686
• Formula: C₃₄H₄₅FN₄O₁₃P₂
• InChI: InChI=1S/C34H45FN4O13P2/c1-21(2)47-30(41)23(5)37-53(44,50-25-14-10-8-11-15-25)46-20-27-29(34(7,35)32(49-27)39-19-18-28(40)36-33(39)43)52-54(45,51-26-16-12-9-13-17-26)38-24(6)31(42)48-22(3)4/h8-19,21-24,27,29,32H,20H2,1-7H3,(H,37,44)(H,38,45)(H,36,40,43)/t
• InChI key: InChIKey=WVORGVRHMQFKTN-AINIZZRTSA-N
• SMILES: CC(C)OC(=O)[C@H](C)NP(=O)(Oc1ccccc1)O[C@@H]1[C@@H](CO[P@](=O)(N[C@@H](C)C(=O)OC(C)C)Oc2ccccc2)O[C@@H](n2ccc(=O)[nH]c2=O)[C@]1(C)F