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Safety Information

SML3812

Sigma-Aldrich

Asunaprevir

≥98% (HPLC)

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Synonym(s):
Asunaprevir, BMS650032, 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, ASV, BMS 650032, BMS-650032
Empirical Formula (Hill Notation):
C35H46ClN5O9S
CAS Number:
630420-16-5
Molecular Weight:
748.29
MDL number:
MFCD27987900
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

CC(C)(C)[C@@H](C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@]2(C[C@H]2C=C)C(=O)NS(=O)(=O)C3CC3)OC4=NC=C(C5=C4C=C(C=C5)Cl)OC)NC(=O)OC(C)(C)C

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

InChI key

XRWSZZJLZRKHHD-QGQNBIQGSA-N

Biochem/physiol Actions

Asunaprevir (ASV; BMS-650032) is an orally active, potent and selective hepatitis C virus (HCV) NS3 protease inhibitor (HCV NS3/4A IC50 = 0.7 nM; GBV-B NS3/4A IC50 = 21 µM, IC50 >5 µM using 11 human serine and cysteine proteases) that targets the NS3/4A protease complex with high affinity (Ki = 0.4 and 0.24 nM, using genotypes 1a (H77) and 1b (J4L6S), respectively). ASV inhibits HCV replication in cultures (IC50 = 1-4 nM/replicon genotypes 1 & 4, 67 nM-1.162 µM/replicon genotypes 2 & 3, >12 μM against a panel of other RNA viruses).

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H373

Precautionary Statements

P260 - P314 - P501

Hazard Classifications

STOT RE 2

Target Organs

Liver

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Combinations of lambda interferon with direct-acting antiviral agents are highly efficient in suppressing hepatitis C virus replication
Antimicrobial Agents and Chemotherapy, 57(3), 1312-1322 (2013)
Combination treatment with hepatitis C virus protease and NS5A inhibitors is effective against recombinant genotype 1a, 2a, and 3a viruses
Antimicrobial Agents and Chemotherapy, 57(3), 1291-1303 (2013)
Preclinical Profile and Characterization of the Hepatitis C Virus NS3 Protease Inhibitor Asunaprevir (BMS-650032)
Antimicrobial Agents and Chemotherapy, 56(10), 5387-5396 (2012)

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