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Compound

Paritaprevir

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Part of the metabolic pathway of Paritaprevir. See the timeline on the metabolic highway.

Enzymes that break it down: CYP3A4 and CYP3A5. Wikipedia’s drug infobox says: “Hepatic, CYP3A4 and CYP3A5” (revision 1259356335).

Overview

Paritaprevir (previously known as ABT-450) is an acylsulfonamide inhibitor of the NS3-4A serine protease manufactured by Abbott Laboratories that shows promising results as a treatment of hepatitis C. When given in combination with ritonavir and ribavirin for 12 weeks, the rate of sustained virologic response at 24 weeks after treatment has been estimated to be 95% for those with hepatitis C virus genotype 1. Resistance to treatment with paritaprevir is uncommon, because it targets the binding site, but has been seen to arise due to mutations at positions 155 and 168 in NS3.[1–5] WP

Paritaprevir was a component of Viekira Pak and Technivie. In May 2018, the FDA announced that Technivie and Viekira were to be discontinued. The discontinuation was voluntary and not related to the safety, quality, or efficacy of the medicine. It was estimated that both medications would be available until January 1, 2019.[6][7] WP

Chemistry

Formula
C40H43N7O7S PC
CAS number
1216941-48-8 PC
Molar mass (g/mol)
765.9 PC
IUPAC name (computed by PubChem)
(1S,4R,6S,7Z,14S,18R)-N-cyclopropylsulfonyl-14-[(5-methylpyrazine-2-carbonyl)amino]-2,15-dioxo-18-phenanthridin-6-yloxy-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxamide PC
SMILES
CC1=CN=C(C=N1)C(=O)N[C@H]2CCCCC/C=C\[C@@H]3C[C@]3(NC(=O)[C@@H]4C[C@H](CN4C2=O)OC5=NC6=CC=CC=C6C7=CC=CC=C75)C(=O)NS(=O)(=O)C8CC8 PC
InChIKey
UAUIUKWPKRJZJV-QPLHLKROSA-N PC
PubChem CID
45110509

Harm reduction information

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Sources

  1. Other Hepatitis C: antiviral drug discovery and development. 2011
  2. Other Hepatitis C. 2013
  3. Other Abbott Announces Phase 3 Hepatitis C Program Details
  4. Journal / agency Kowdley KV, Lawitz E, Poordad F, Cohen DE, Nelson DR, Zeuzem S, Everson GT, Kwo P, Foster GR, Sulkowski MS, Xie W, Pilot-Matias T, Liossis G, Larsen L, Khatri A, Podsadecki T, Bernstein B. Phase 2b trial of interferon-free therapy for hepatitis C virus genotype 1. The New England Journal of Medicine. January 2014. doi:10.1056/NEJMoa1306227 · PMID 24428468
  5. Other Lange C, Sarrazin C. Hepatology 2013 a clinical textbook. 2013
  6. Other TECHNIVIE™ (ombitasvir, paritaprevir and ritonavir) Tablets, for Oral Use. Full Prescribing Information
  7. Journal / agency Current and Resolved Drug Shortages and Discontinuations Reported to FDA

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.