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: 2025-09-18 12:26:03
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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]. |
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| Related Catalog | |
| 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 |
| Molecular Formula | C22H19ClN6 |
|---|---|
| Molecular Weight | 402.88 |
| Exact Mass | 402.13600 |
| PSA | 100.65000 |
| LogP | 5.28596 |
|
~%
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 | |
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| DownStream 0 | |