An internal standard for the quantification of lopinavir
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Unlabeled Version(s)
13854Lopinavir
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Lopinavir-d8

Item No. 25284

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-N-[(1R,3R,4R)-4-[[2-(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-α-[1-(methyl-d3)ethyl-1,2,2,2-d4]-2-oxo-1(2H)-pyrimidineacetamide-α-d
CAS Number
1322625-54-6
Molecular Formula
C37H40D8N4O5
Formula Weight
636.9
Purity
≥99% deuterated forms (d1-d8)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly SolubleMethanol: Slightly Soluble
SMILES
O=C1NCCCN1C(C(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])([2H])C(N[C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC3=CC=CC=C3)NC(COC4=C(C)C=CC=C4C)=O)=O
InChi Code
InChI=1S/C37H48N4O5/c1-25(2)34(41-20-12-19-38-37(41)45)36(44)39-30(21-28-15-7-5-8-16-28)23-32(42)31(22-29-17-9-6-10-18-29)40-33(43)24-46-35-26(3)13-11-14-27(35)4/h5-11,13-18,25,30-32,34,42H,12,19-24H2,1-4H3,(H,38,45)(H,39,44)(H,40,43)/t30-,31-,32-,34?/m0/s1/i1D3,2D3,25D,34D
InChi Key
KJHKTHWMRKYKJE-JOYHXWCXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Lopinavir-d8 is intended for use as an internal standard for the quantification of lopinavir (Item No. 13854) by GC- or LC-MS. Lopinavir is a potent HIV-1 protease inhibitor (Ki = 1.3 pM for wild-type enzyme).1 It inhibits the replication of clinical isolates of HIV-1 (EC50s = 5-52 nM). Lopinavir reduces the infectious virus yield and viral RNA copy numbers in the culture supernatant of Vero E6 cells infected with severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2; EC50s = 26.63 and 26.10 µM, respectively).2 It reduces lung and kidney viral load, bronchointerstitial pneumonia, and pulmonary inflammatory cell infiltration in a marmoset model of Middle East respiratory syndrome coronavirus (MERS-CoV) infection when administered in combination with ritonavir (Item No. 13872).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sham, H.L., Kempf, D.J., Molla, A., et al. ABT-378, a highly potent inhibitor of the human immunodeficiency virus protease. Antimicrob. Agents Chemother. 42(12), 3218-3224 (1998).

    2. Choy, K.-T., Wong, A.-Y., Kaewpreedee, P., et al. Remdesivir, lopinavir, emetine, and homoharringtonine inhibit SARS-CoV-2 replication in vitro. Antiviral Res. 178, 104786 (2020).

    3. Chan, J.-F., Yao, Y., Yeung, M.-L., et al. Treatment with lopinavir/ritonavir or interferon-β1b improves outcome of MERS-CoV infection in a nonhuman primate model of common marmoset. J. Infect. Dis. 212(12), 1904-1913 (2015).