ChemicalBook > Product Catalog >Biochemical Engineering >Inhibitors >Microbiology >Reverse Transcriptase Inhibitors >4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile

4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile

4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile Structure
CAS No.
500287-72-9
Chemical Name:
4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile
Synonyms
Rilpivirine;Rilpivirin;(E)-4-(4-(4-(2-cyanovinyl)-2,6-diMethylphenylaMino)pyriMidin-2-ylaMino)benzonitrile;TMC 278;DB08864;Pivelin;R 278474;pivirine;Rilpivirine(RPV);Rilpivirine, >=98%
CBNumber:
CB81454833
Molecular Formula:
C22H18N6
Molecular Weight:
366.42
MOL File:
500287-72-9.mol
MSDS File:
SDS
Modify Date:
2024/4/26 17:21:34

4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile Properties

Melting point 245℃
Boiling point 634.1±65.0 °C(Predicted)
Density 1.27
storage temp. Refrigerator
solubility Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Water (Very Slightly)
pka 4.56±0.10(Predicted)
form Solid
color Yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H319-H400-H302-H410
Precautionary statements  P273-P391-P501-P264-P270-P301+P312-P330-P501-P273-P391-P501-P264-P280-P305+P351+P338-P337+P313P
NFPA 704
0
2 0

4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile Chemical Properties,Uses,Production

Description

In May 2011, the U.S. FDA approved rilpivirine in combination with other antiretroviral agents for the treatment of human immunodeficiency virus (HIV) 1 infection in treatment-naive adult patients. Rilpivirine is a member of the nonnucleoside reverse transcriptase inhibitor (NNRTI) class of anti-HIV agents. It is highly potent against a range of wild-type HIV strains (EC50=0.07–1.0 nM),~10–20 timesmore potent than the NNRTI efavirenz (Sustiva), and active against HIV strains resistant to other NNRTIs. The discovery of rilpivirine was guided by molecular modeling and X-ray crystallography of HIV-1 RT complexed with inhibitors. The synthesis of rilpivirine is accomplished by an efficient 6-step route in which the key step is coupling of 4-((4-chloropyrimidin-2-yl)amino)benzonitrile with (E)-3-(4-amino-3,5-dimethylphenyl)acrylonitrile.

Chemical Properties

N/ABright Yellow Solid

Definition

ChEBI: An aminopyrimidine that is pyrimidine-2,4-diamine in which the amino groups at positions 2 and 4 are substituted by 4-cyanophenyl and 4-[(E)-2-cyanovinyl]-2,6-dimethylphenyl groups respectively. Used for treatment of HIV.

4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile Spectrum

4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile 4-[[4-[[4-[(E)-2-Cyanovinyl]-2,6-diMethylphenyl]aMino]pyriMidin-2-yl]aMino]benzonitrile 4-{[4-({4-[(1E)-2-cyanoeth-1-en-1-yl]-2,6-diMethylphenyl}aMino)pyriMidin-2-yl]aMino}benzonitrile Rilpivirine(R 278474 Rilpivirine (R 278474, TMC 278) 4-[[4-[[4-[(1E)-2-Cyanoethenyl]-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile R 278474 TMC 278 Benzonitrile,4-[[4-[[4-[(1E)-2-cyanoethenyl]-2,6-diMethylphenyl]aMino]-2-pyriMidinyl]aMino]- 4-[[4-[[4-[(1E)-2-Cyanoethenyl]-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile Rilpivirine R 278474 Rilpivirine, >=98% R 278474; TMC 278; R-278474; R278474; TMC278; TMC-278 DB08864 pivirine BENZONITRILE。RILPIVIRINE 4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile USP/EP/BP 4-[4-[4-[(E)-2-Cyanovinyl]-2,6-dimethylphenylamino]pyrimidin... RilpivirineQ: What is Rilpivirine Q: What is the CAS Number of Rilpivirine Q: What is the storage condition of Rilpivirine Q: What are the applications of Rilpivirine (E)-4-(4-(4-(2-cyanovinyl)-2,6-diMethylphenylaMino)pyriMidin-2-ylaMino)benzonitrile Rilpivirine Rilpivirin Pivelin Rilpivirine/TMC-278 Rilpivirine(RPV) Glycerol Impurity 39 500287-72-9 C22H18N6 Aromatics Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals