An NNRTI
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Labeled Version(s)
28902Etravirine-d6
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Etravirine

Item No. 20946

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[6-amino-5-bromo-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethyl-benzonitrile
CAS Number
269055-15-4
Synonyms
  • R165335
  • TMC125
Molecular Formula
C20H15BrN6O
Formula Weight
435.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 20 mg/ml
λmax
234, 310 nm
SMILES
CC1=CC(C#N)=CC(C)=C1OC2=NC(NC3=CC=C(C#N)C=C3)=NC(N)=C2Br
InChi Code
InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
InChi Key
PYGWGZALEOIKDF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Etravirine is a non-nucleoside reverse transcriptase inhibitor (NNRTI).1 It is active against the wild-type HIV-1 strains LAI, SF2, and Ba-L (EC50s = 1.4-4.8 nM) but not the HIV-2 strain ROD (EC50 = 3,479 nM). Etravirine is also active against 18 HIV-1 strains carrrying NNRTI resistance-associated mutations (EC50s = <5 nM). Etravirine (5 μM) increases intracellular processing of the viral polyproteins Gag and Gag-Pol and decreases viral particle production in HEK293T cells transfected with a plasmid encoding the NL4.3 infectious molecular clone of HIV-1.2 Formulations containing etravirine have been used in the treatment of HIV-1 infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Andries, K., Azijn, H., Thielemans, T., et al. TMC125, a novel next-generation nonnucleoside reverse transcriptase inhibitor active against nonnucleoside reverse transcriptase inhibitor-resistant human immunodeficiency virus type 1. Antimicrob. Agents Chemother. 48(12), 4680-4686 (2004).

    2. Figueiredo, A., Moore, K.L., Mak, J., et al. Potent nonnucleoside reverse transcriptase inhibitors target HIV-1 Gag-Pol. PLoS Pathog. 2(11), e119 (2006).