An internal standard for the quantification of telaprevir
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Unlabeled Version(s)
20054Telaprevir
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Telaprevir-d4

Item No. 31317

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-((cyclopropyl-2,2,3,3-d4)amino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide
Molecular Formula
C36H49D4N7O6
Formula Weight
683.9
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: slightly
SMILES
O=C(N[C@@H](C1CCCCC1)C(N[C@@H](C(C)(C)C)C(N2[C@H](C(N[C@H](C(C(NC3C([2H])([2H])C3([2H])[2H])=O)=O)CCC)=O)[C@](CCC4)([H])[C@]4([H])C2)=O)=O)C5=NC=CN=C5
InChi Code
InChI=1S/C36H53N7O6/c1-5-10-25(29(44)34(48)39-23-15-16-23)40-33(47)28-24-14-9-13-22(24)20-43(28)35(49)30(36(2,3)4)42-32(46)27(21-11-7-6-8-12-21)41-31(45)26-19-37-17-18-38-26/h17-19,21-25,27-28,30H,5-16,20H2,1-4H3,(H,39,48)(H,40,47)(H,41,45)(H,42,46)/t22-,24-,25-,27-,28-,30+/m0/s1/i15D2,16D2
InChi Key
BBAWEDCPNXPBQM-WSZQYWDLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $769

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    Product Description

    Telaprevir-d4 is intended for use as an internal standard for the quantification of telaprevir (Item No. 20054) by GC- or LC-MS. Telaprevir is an inhibitor of hepatitis C virus (HCV) nonstructural protease 3/4A (NS3/4A; Ki = 7 nM).1 It inhibits viral replication in genotype 1b HCV replicon cells and isolated human fetal hepatocytes infected with genotype 1a HCV-positive patient sera (IC50s = 354 and 280 nM, respectively). Telaprevir (10-300 mg/kg) reduces plasma levels of a secreted placental alkaline phosphatase (SEAP) reporter gene in a mouse model of HCV NS3/4A protease activity. Formulations containing telaprevir have been used in the treatment of HCV.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Perni, R.B., Almquist, S.J., Byrn, R.A., et al. Preclinical profile of VX-950, a potent, selective, and orally bioavailable inhibitor of hepatitis C virus NS3-4A serine protease. Antimicrob. Agents Chemother. 50(3), 899-909 (2006).