An internal standard for the quantification of rilpivirine
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Unlabeled Version(s)
21559Rilpivirine
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Rilpivirine-d6 (hydrochloride)

Item No. 26520

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[4-[[4-[(1E)-2-cyanoethenyl]-2,6-di(methyl-d3)phenyl]amino]-2-pyrimidinyl]amino]-benzonitrile, monohydrochloride
Molecular Formula
C22H12D6N6 • HCl
Formula Weight
408.9
Purity
≥99% deuterated forms (d1-d6)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
[2H]C([2H])([2H])C(C=C(/C=C/C#N)C=C1C([2H])([2H])[2H])=C1NC2=NC(NC3=CC=C(C#N)C=C3)=NC=C2.Cl
InChi Code
InChI=1S/C22H18N6.ClH/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19;/h3-9,11-13H,1-2H3,(H2,25,26,27,28);1H/b4-3+;/i1D3,2D3;
InChi Key
KZVVGZKAVZUACK-QHNUCIEHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Rilpivirine-d6 is intended for use as an internal standard for the quantification of rilpivirine (Item No. 21559) by GC- or LC-MS. Rilpivirine is a non-nucleoside reverse transcriptase inhibitor (NNRTI) that inhibits growth of wild-type HIV with an EC50 value of 0.51 nM.1 It is active against NNRTI-resistant HIV strains with EC50 values of less than 1 nM for L100I, K103N, V106A, G190A, and G190S mutants in vitro. Rilpivirine also reduces growth of greater than 80% of 1,500 NNRTI-resistant clinical isolates (EC50s = <10 nM), including strains containing up to eight resistance mutations. In vivo, rilpivirine, when used in combination with cabotegravir, lamivudine (Item No. 18514), and abcavir, reduces the plasma viral titer in HIV-1 infected humanized mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Garvey, L., and Winston, A. Rilpivirine: A novel non-nucleoside reverse transcriptase inhibitor. Expert Opin. Drug Discov. 18(7), 1035-1041 (2009).

    2. Arainga, M., Edagwa, B., Mosley, R.L., et al. A mature macrophage is a principal HIV-1 cellular reservoir in humanized mice after treatment with long acting antiretroviral therapy. Retrovirology 14(1), 17 (2017).