An internal standard for the quantification of boceprevir
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Unlabeled Version(s)
18379Boceprevir
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Boceprevir-d9

Item No. 31461

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2S,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3-[(2S)-2-[[[[1,1-di(methyl-d3)ethyl-2,2,2-d3]amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
CAS Number
1256751-11-7
Molecular Formula
C27H36D9N5O5
Formula Weight
528.7
Purity
≥99% deuterated forms (d1-d9)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
NC(C(C(CC1CCC1)NC([C@H]2N(C([C@@H](NC(NC(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])=O)C(C)(C)C)=O)C[C@@]3([H])[C@]2([H])C3(C)C)=O)=O)=O
InChi Code
InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16?,17-,18-,20+/m0/s1/i4D3,5D3,6D3
InChi Key
LHHCSNFAOIFYRV-BHJZPCNUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $1,293

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    Product Description

    Boceprevir-d9 is intended for use as an internal standard for the quantification of boceprevir (Item No. 18379) by GC- or LC-MS. Boceprevir is an inhibitor of hepatitis C virus (HCV) non-structural protease 3/4A (NS3/4A; Ki = 14 nM for the HCV genotype 1b enzyme).1 Boceprevir inhibits HCV replication in Huh7 cells (EC50 = 200 nM).2 It also inhibits severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) main protease (Mpro; Ki = 1.8 µM) and reduces cytopathic effects of SARS-CoV-2 in Vero cells (EC50 = 1.31 µM).3 Formulations containing boceprevir 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. Malcolm, B.A., Liu, R., Lahser, F., et al. SCH 503034, a mechanism-based inhibitor of hepatitis C virus NS3 protease, suppresses polyprotein maturation and enhances the antiviral activity of alpha interferon in replicon cells. Antimicrob. Agents Chemother. 50(3), 1013-1020 (2006).

    2. Maren, T.H. Carbonic anhydrase: Chemistry, physiology, and inhibition. Physiol. Rev. 47(4), 595-781 (1967).

    3. Ma, C., Sacco, M.D., Hurst, B., et al. Boceprevir, GC-376, and calpain inhibitors II, XII inhibit SARS-CoV-2 viral replication by targeting the viral main protease. Cell Res. 30(8), 678-692 (2020).