CAS 630420-16-5

Asunaprevir

Description:

Asunaprevir is an antiviral medication primarily used in the treatment of hepatitis C virus (HCV) infections. It functions as a direct-acting antiviral agent, specifically a protease inhibitor, which interferes with the viral replication process by inhibiting the NS3/4A protease enzyme essential for the virus's life cycle. The chemical formula of Asunaprevir reflects its complex structure, which includes multiple functional groups that contribute to its pharmacological activity. It is typically administered in combination with other antiviral agents to enhance efficacy and reduce the risk of resistance. Asunaprevir is characterized by its moderate solubility in organic solvents and relatively low solubility in water, which can influence its bioavailability. The substance is generally well-tolerated, although it may have side effects, including fatigue and gastrointestinal disturbances. Its development represents a significant advancement in hepatitis C treatment, particularly for patients with specific genotypes of the virus. Asunaprevir's mechanism of action and its role in combination therapy highlight the importance of targeted antiviral strategies in managing viral infections.

Formula: C₃₅H₄₆ClN₅O₉S

InChI: InChI=1S/C35H46ClN5O9S/c1-9-19-16-35(19,31(44)40-51(46,47)22-11-12-22)39-28(42)25-15-21(49-29-24-14-20(36)10-13-23(24)26(48-8)17-37-29)18-41(25)30(43)27(33(2,3)4)38-32(45)50-34(5,6)7/h9-10,13-14,17,19,21-22,25,27H,1,11-12,15-16,18H2,2-8H3,(H,38,45)(H,39,42)(H,40,44)/t19-,21-,25+,27-,35-/m1/s1

InChI key: InChIKey=XRWSZZJLZRKHHD-WVWIJVSJSA-N

SMILES: N(C(=O)[C@H]1N(C([C@@H](NC(OC(C)(C)C)=O)[C@](C)(C)C)=O)C[C@H](OC=2C3=C(C(OC)=CN2)C=CC(Cl)=C3)C1)[C@@]4(C(NS(=O)(=O)C5CC5)=O)[C@H](C=C)C4

Synonyms:

• (1R,2S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-methyl-<span class="text-smallcaps">L</smallcap>-valyl-(4R)-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-<smallcap>L</span>-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethenylcyclopropanecarboxamide
• 1,1-dimethylethyl [(1S)-1-{[(2S,4R)-4-(7-chloro-4methoxyisoquinolin-1-yloxy)-2-({(1R,2S)-1-[(cyclopropylsulfonyl)carbamoyl]-2-ethenylcyclopropyl}carbamoyl)pyrrolidin-1-yl]carbonyl}-2,2-dimethylpropyl]carbamate
• 1-[[N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</smallcap>-tert-leucyl-trans-4-[(7-chloro-4-methoxyisoquinolin-1-yl)oxy]-<smallcap>L</span>-prolyl]amino]-N-(cyclopropylsulfonyl)-(1R,2S)-2-vinylcyclopropane-1-carboxamide
• 3-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-valyl-(4R)-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-N-{(1R,2S)-1-[(cyclopropylsulfonyl)carbamoyl]-2-vinylcyclopropyl}-L-prolinamide
• Bms 650032
• Cyclopropanecarboxamide, N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-<span class="text-smallcaps">L</smallcap>-valyl-(4R)-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-<smallcap>L</span>-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethenyl-, (1R,2S)-
• Cyclopropanecarboxamide, N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-L-valyl-(4R)-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-L-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethenyl-, (1R,2S)-
• L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-L-valyl-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-N-[(1R,2S)-1-[[(cyclopropylsulfonyl)amino]carbonyl]-2-ethenylcyclopropyl]-, (4R)-
• Sunvepra
• (1R,2S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-methyl-L-valyl-(4R)-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-L-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethenylcyclopropanecarboxamide
• Asunaprevir (BMS-650032)
• Asunaprevir

(1R,2S)-N-[(1,1-Dimethylethoxy)carbonyl]-3-methyl-L-valyl-(4R)-4-[(7-chloro-4-methoxy-1-isoquinolinyl)oxy]-L-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethenylcyclopropanecarboxamide

CAS: 630420-16-5

Formula: C₃₅H₄₆ClN₅O₉S

Purity: 98%

Color and Shape: Solid

Molecular weight: 748.2858

Ref: IN-DA0039UQ

Asunaprevir

CAS: 630420-16-5

Asunaprevir

Formula: C₃₅H₄₆ClN₅O₉S

Purity: ≥98%

Molecular weight: 748.29

Ref: 54-BUP09612

Asunaprevir

CAS: 630420-16-5

Asunaprevir (BMS-650032) is an effective hepatitis C virus (HCV) NS3 protease inhibitor.

Formula: C₃₅H₄₆ClN₅O₉S

Purity: 99.34% - 99.8%

Color and Shape: Solid

Molecular weight: 748.29

Ref: TM-T4474

Asunaprevir

CAS: 630420-16-5

tert-Butyl ((S)-1-((2S,4R)-4-((7-chloro-4-methoxyisoquinolin-1-yl)oxy)-2-(((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

Formula: C₃₅H₄₆ClN₅O₉S

Purity: 98%

Molecular weight: 748.29

Ref: IN-DG626409

Asunaprevir

CAS: 630420-16-5

A competitive inhibitor of HCV NS3/4A protease that blocks viral replication. Efficacious in treating HCV-infected patients in combination with daclatasvir. Asunaprevir-resistant replicons are sensitive to NS5A replication complex inhibitor, suggesting potential combination therapy.

Formula: C₃₅H₄₆ClN₅O₉S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 748.29 g/mol

Ref: 3D-FA64945

Asunaprevir-[d9]

CAS: 630420-16-5

Ref: BE-MD-7643

Asunaprevir

Controlled Product

CAS: 630420-16-5

Applications Asunaprevir is an inhibitor of the viral enzyme serine protease HCV NS3. Also functions as a second generation NS3/4A protease inhibitor used in the treatment of hepatitis C.
References Takehara, T., et al.: Igaku no Ayumi, 255, 1155 92015); Kalaghatgi, P., et al.: PLoS One, 11, 5 (2016)

Formula: C₃₅H₄₆ClN₅O₉S

Color and Shape: Neat

Molecular weight: 748.29

Ref: TR-A788753