Asunaprevir Explained

Atc Prefix:J05
Atc Suffix:AP06
Cas Number:630420-16-5
Pubchem:16076883
Iuphar Ligand:10882
Drugbank:DB11586
Chemspiderid:17235944
Unii:S9X0KRJ00S
Kegg:D10093
Chebi:134723
Chembl:2105735
Synonyms:BMS-650032
Iupac Name:tert-butyl N-[(2S)-1-[(2S,4R)-4-(7-chloro-4-methoxyisoquinolin-1-yl)oxy-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-ethenylcyclopropyl]carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate| C=35 | H=46 | Cl=1 | N=5 | O=9 | S=1| molecular_weight = | SMILES = 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| Jmol = | StdInChI = 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| StdInChI_comment = | StdInChIKey = XRWSZZJLZRKHHD-WVWIJVSJSA-N| density = | density_notes = | melting_point = | melting_high = | melting_notes = | boiling_point = | boiling_notes = | solubility = | sol_units = | specific_rotation = }}

Asunaprevir (formerly BMS-650032, brand name in Japan and Russia[1] Sunvepra) is an experimental drug candidate for the treatment of hepatitis C. It was undergoing development by Bristol-Myers Squibb and has completed Phase III clinical trials in 2013.[2]

Asunaprevir is an inhibitor of the hepatitis C virus enzyme serine protease NS3.[3] Asunaprevir is being tested in combination with pegylated interferon and ribavirin, as well as in interferon-free regimens with other direct-acting antiviral agents including daclatasvir.[4] [5] [6]

References

Notes and References

  1. Web site: Sunvepra (asunaprevir) soft gelatin capsules 100 mg. Registration certificate. State Register of Medicines. 26 August 2015. Russian.
  2. Web site: A Phase 3 Study in Combination With BMS-790052 and BMS-650032 in Japanese Hepatitis C Virus (HCV) Patients . 23 September 2015 . ClinicalTrials.gov.
  3. Asunaprevir. HCV serine protein NS3 inhibitor, Treatment of hepatitis C virus . C. Reviriego . Drugs of the Future . 2012 . 37 . 4 . 247–254 . 10.1358/dof.2012.037.04.1789350.
  4. Lok AS, Gardiner DF, Lawitz E, Martorell C, Everson GT, Ghalib R, Reindollar R, Rustgi V, McPhee F, Wind-Rotolo M, Persson A, Zhu K, Dimitrova DI, Eley T, Guo T, Grasela DM, Pasquinelli C . Preliminary study of two antiviral agents for hepatitis C genotype 1 . The New England Journal of Medicine . 366 . 3 . 216–24 . January 2012 . 22256805 . 10.1056/NEJMoa1104430 . free .
  5. Web site: Bristol-Myers' Daclatasvir, Asunaprevir Cured 77%: Study . . Apr 19, 2012.
  6. http://www.hivandhepatitis.com/hepatitis-c/hepatitis-c-topics/hcv-treatment/3337-aasld-daclatasvir-plus-asunaprevir-rapidly-suppresses-hcv-in-prior-null-responders AASLD: Daclatasvir plus Asunaprevir Rapidly Suppresses HCV in Prior Null Responders