700361-47-3

700361-47-3 structure

Name: rilpivirine hydrochloride
Chemical Name: rilpivirine hydrochloride
CAS Number: 700361-47-3
Molecular Formula: C₂₂H₁₉ClN₆
Molecular Weight: 402.88
Catalog: Signaling Pathways Anti-infection SARS-CoV
Create Date: 2017-03-26 20:02:56
Modify Date: 2024-01-14 23:37:52
Rilpivirine (R278474) hydrochloride is a potent and specific diarylpyrimidine (DAPY) non-nucleoside reverse transcriptase inhibitor (NNRTI). Rilpivirine hydrochloride has high antiviral activity against wild-type HIV (EC50=0.4 nM) and mutant viruses (EC50=0.1-2.0 nM). Rilpivirine hydrochloride has a high genetic barrier to resistance development of HIV[1][2].

Name	rilpivirine hydrochloride
Synonyms	Edurant 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]pyrimidin-2-yl]amino]benzonitrile hydrochloride TMC278 hydrochloride (E)-4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile monohydrochloride Rilpivirine HCl Rilpivirine hydrochloride rilpivirine monohydrochloride 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile monohydrochloride Edurant (TN) UNII-212WAX8KDD 4-[[4-[4-[(E)-2-cyanoethenyl]-2,6-dimethylanilino]pyrimidin-2-yl]amino]benzonitrile,hydrochloride

Description	Rilpivirine (R278474) hydrochloride is a potent and specific diarylpyrimidine (DAPY) non-nucleoside reverse transcriptase inhibitor (NNRTI). Rilpivirine hydrochloride has high antiviral activity against wild-type HIV (EC50=0.4 nM) and mutant viruses (EC50=0.1-2.0 nM). Rilpivirine hydrochloride has a high genetic barrier to resistance development of HIV[1][2].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> SARS-CoV Signaling Pathways >> Metabolic Enzyme/Protease >> MMP
Target	IC50: 20±10 μM (MMP)[1]Ki: 1.5±0.27 nM (MMPs)[1]
In Vitro	R278474 对野生型 HIV-1 具有活性 (EC50=0.4 nM) 和所有测试的单突变体和双突变体 (EC50=0.1-2.0 nM)[1]。 R278474 (10-5000 nM; 30 d) 在 30 天内未观察到 1 μM 野生型 HIV-1 突破的迹象[1]。 R278474 在 50% 抑制浓度 (EC50) 小于 1 nM 时抑制 81% 的临床分离株（约 1200 种重组临床分离株），在 EC50 小于 10 nM 时则抑制 94%[1]。 TMC278 对野生型 HIV-1 M 组分离株 (0.07-1.01 nM) 显示亚纳摩尔的 EC50[2]。
In Vivo	R278474 (10-160 mg/kg; p.o. for 1 month) does not produce abnormal effects in rat, apart from liver weight increase and species-specific thyroid hypertrophy, both at the higher dose levels[1]. R278474 (i.v.) exhibits elimination half-life ranges from 4.4 h in rat to 31 h in dog, and exposure (AUCinf) amounts to 3.1 μg?h/mL (4 mg/kg) in rat, 8.7 μg?h/mL (1.25 mg/kg) in dog, 1.4 μg?h/mL (1.25 mg/ kg) in monkey, and 44?μg h/mL (1.25 mg/kg) in rabbit[1]. R278474 (p.o.) exhibits half-life ranges between 2.8 h in rat and 39 h in dog, and oral bioavailability of 32% and 31% in rat and dog[1].
References	[1]. Shiori Haga, et al. TACE Antagonists Blocking ACE2 Shedding Caused by the Spike Protein of SARS-CoV Are Candidate Antiviral Compounds. Antiviral Res. 2010 Mar;85(3):551-5. [2]. Wang R, et al. A Disintegrin and Metalloproteinase Domain 17 Regulates Colorectal Cancer Stem Cells and Chemosensitivity Via Notch1 Signaling. Stem Cells Transl Med. 2016 Mar;5(3):331-8. [3]. Kruse MN, et al. Human meprin alpha and beta homo-oligomers: cleavage of basement membrane proteins and sensitivity to metalloprotease inhibitors. Biochem J. 2004 Mar 1;378(Pt 2):383-9.

Molecular Formula	C₂₂H₁₉ClN₆
Molecular Weight	402.88
Exact Mass	402.13600
PSA	100.65000
LogP	5.28596

500287-72-9

700361-47-3

Literature: HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; VENKAT NARSIMHA REDDY, Adulla; VAMSI KRISHNA, Bandi Patent: WO2013/38425 A1, 2013 ; Location in patent: Page/Page column 10; 11 ;

Precursor 1
500287-72-9
DownStream 0

700361-47-3	1406-14-0
6138-79-0	127228-87-9
143851-98-3	929-73-7
65546-09-0	1135280-78-2
56-99-5	1406-02-6
1158522-08-7	940364-43-2
134104-43-1	131615-57-1
6906-52-1	930439-75-1
1018584-77-4	1375289-11-4
849349-65-1	127437-46-1