An internal standard for the quantification of PSI-7977
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Unlabeled Version(s)
15402PSI-7977
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PSI-7977-13C-d3

Item No. 25045

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
isopropyl ((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-(methyl-13C-d3)tetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alaninate
CAS Number
2070009-25-3
Synonyms
  • Sofosbuvir-13C-d3
Molecular Formula
C21[13C]H26D3FN3O9P
Formula Weight
533.5
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 0.2 mg/ml
SMILES
O=C(NC(C=C1)=O)N1[C@H]2[C@@](F)([13C]([2H])([2H])[2H])[C@H](O)[C@@H](CO[P@@](N[C@@H](C)C(OC(C)C)=O)(OC3=CC=CC=C3)=O)O2
InChi Code
InChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16+,18+,20+,22+,36-/m0/s1/i4+1D3
InChi Key
TTZHDVOVKQGIBA-VKRIPBSLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    PSI-7977-13C-d3 is intended for use as an internal standard for the quantification of PSI-7977 (Item No. 15402) by GC- or LC-MS. PSI-7977 is a phosphoramidate prodrug of PSI-7851, a nucleoside analog that, when phosphorylated, inhibits the RNA-dependent RNA polymerase of hepatitis C virus (EC50 = 92 nM).1,2,3 PSI-7977 is effective in vitro and in vivo.2,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Murakami, E., Tolstykh, T., Bao, H., et al. Mechanism of activation of PSI-7851 and its diastereoisomer PSI-7977. The Journal of Biological Chemisty 285(45), 34337-34347 (2010).

    2. Sofia, M.J., Bao, D., Chang, W., et al. Discovery of a β-D-2'-deoxy-2'-α-fluoro-2'-β-C-methyluridine nucleotide prodrug (PSI-7977) for the treatment of hepatitis C virus. J. Med. Chem. 53(19), 7202-7218 (2010).

    3. Lam, A.M., Espiritu, C., Bansal, S., et al. Genotype and subtype profiling of PSI-7977 as a nucleotide inhibitor of hepatitis C virus. Antimicrob. Agents Chemother. 56(6), 3359-3368 (2012).

    4. Gane, E.J., Stedman, C.A., Hyland, R.H., et al. Nucleotide polymerase inhibitor sofosbuvir plus ribavirin for hepatitis C. N. Engl. J. Med. 368(1), 34-44 (2013).

    5. Lawitz, E., Mangia, A., Wyles, D., et al. Sofosbuvir for previously untreated chronic hepatitis C infection. N. Engl. J. Med. 368(20), 1878-1887 (2013).