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/GIF/500287-72-9.gif)
- 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
- MDL Number:
- MFCD11046372
- MOL File:
- 500287-72-9.mol
- MSDS File:
- SDS
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 |
FDA UNII | FI96A8X663 |
ATC code | J05AG05 |
UNSPSC Code | 51111800 |
NACRES | NA.77 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS07,GHS09 |
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---|---|---|---|---|---|---|---|---|---|---|
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 | |||||||||
Hazardous Substances Data | 500287-72-9(Hazardous Substances Data) | |||||||||
NFPA 704 |
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4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile price More Price(31)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Cayman Chemical | 21559 | Rilpivirine ≥98% | 500287-72-9 | 1mg | $29 | 2024-03-01 | Buy |
Cayman Chemical | 21559 | Rilpivirine ≥98% | 500287-72-9 | 5mg | $85 | 2024-03-01 | Buy |
Cayman Chemical | 21559 | Rilpivirine ≥98% | 500287-72-9 | 10mg | $156 | 2024-03-01 | Buy |
Cayman Chemical | 21559 | Rilpivirine ≥98% | 500287-72-9 | 25mg | $281 | 2024-03-01 | Buy |
TRC | R509800 | Rilpivirine | 500287-72-9 | 2.5mg | $115 | 2021-12-16 | Buy |
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
Originator
Janssen (Belgium)
Uses
A novel non-nucleoside reverse transcriptase inhibitor. Rilpivirine seems to be well tolerated with less CNS disturbance than Efavirenz, and has non-teratogenic potential. An anti-HIV agent.
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.
brand name
Edurant
Clinical Use
Non-nucleoside reverse transcriptase inhibitor:
Treatment of progressive or advanced HIV infection
in combination with at least two other antivirals
target
reverse transcriptase
Drug interactions
Potentially hazardous interactions with other drugs
Antibacterials: avoid with clarithromycin and
erythromycin - concentration possibly increased;
concentration decreased by rifampicin and rifabutin
- avoid with rifampicin, increase dose of rilpivirine
to 50 mg daily.
Antidepressants: concentration possibly reduced by
St John’s wort - avoid.
Antiepileptics: concentration possibly reduced
by carbamazepine, fosphenytoin, oxcarbazepine,
phenobarbital, primidone and phenytoin - avoid.
Corticosteroids: avoid with dexamethasone (except
as a single dose).
Orlistat: absorption possibly reduced by orlistat.
Ulcer-healing drugs: concentration possibly reduced
by esomeprazole, lansoprazole, omeprazole,
pantoprazole and rabeprazole - avoid; avoid
histamine H2
-antagonists for 12 hours before and 4
hours after rilpiverine.
Metabolism
Primarily undergoes oxidative metabolism mediated by
the cytochrome P450 (CYP) 3A system.
85% excreted via the faeces (25% as unchanged drug) and
6% via the urine.
storage
Store at -20°C
References
[1] moss d m, liptrott n j, curley p, et al. rilpivirine inhibits drug transporters abcb1, slc22a1, and slc22a2 in vitro. antimicrobial agents and chemotherapy, 2013, 57(11): 5612-5618.
[2] garvey l, winston a. rilpivirine: a novel non-nucleoside reverse transcriptase inhibitor. 2009.
[3] weiss j, haefeli w e. potential of the novel antiretroviral drug rilpivirine to modulate the expression and function of drug transporters and drug-metabolising enzymes in vitro. international journal of antimicrobial agents, 2013, 41(5): 484-487.
[4] baert l, van’t klooster g, dries w, et al. development of a long-acting injectable formulation with nanoparticles of rilpivirine (tmc278) for hiv treatment. european journal of pharmaceutics and biopharmaceutics, 2009, 72(3): 502-508.
4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile synthesis


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
4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Yanxi Chemical Co., Ltd. | +8617531153977 | allison@yan-xi.com | China | 5855 | 58 |
Capot Chemical Co.,Ltd. | +86-(0)57185586718 +86-13336195806 | sales@capot.com | China | 29730 | 60 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21631 | 55 |
Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33025 | 60 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29865 | 58 |
Shaanxi Yikanglong Biotechnology Co., Ltd. | 17791478691 | yklbiotech@163.com | CHINA | 296 | 58 |
Biochempartner | 0086-13720134139 | candy@biochempartner.com | CHINA | 965 | 58 |
Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22963 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19552 | 58 |
View Lastest Price from 4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
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2025-03-07 | rilpivirine
500287-72-9
|
US $0.00-0.00 / KG | 25KG | 0.99 | 5000kg/month | Hebei Yanxi Chemical Co., Ltd. | |
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2024-11-19 | Rilpivirine
500287-72-9
|
US $32.00-80.00 / mg | 98.83% | 10g | TargetMol Chemicals Inc. | ||
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2024-09-25 | Rilpivirine
500287-72-9
|
US $0.00 / KG | 1KG | 99% | 20 TONS | Wuhan Senwayer Century Chemical Co.,Ltd |
-
- rilpivirine
500287-72-9
- US $0.00-0.00 / KG
- 0.99
- Hebei Yanxi Chemical Co., Ltd.
-
- Rilpivirine
500287-72-9
- US $32.00-80.00 / mg
- 98.83%
- TargetMol Chemicals Inc.
-
- Rilpivirine
500287-72-9
- US $0.00 / KG
- 99%
- Wuhan Senwayer Century Chemical Co.,Ltd
500287-72-9(4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile)Related Search:
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