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Vonoprazan

Summary

Vonoprazan, sold under the brand name Voquezna among others, is a first-in-class potassium-competitive acid blocker medication.[2] Vonoprazan is used in form of the fumarate for the treatment of gastroduodenal ulcer (including some drug-induced peptic ulcers) and reflux esophagitis, and can be combined with antibiotics for the eradication of Helicobacter pylori.[2] It is a potassium-competitive acid blocker.[1]

Vonoprazan
Skeletal formula of a vonoprazan molecule
Clinical data
Trade namesVoquezna, Takecab, Vocinti
AHFS/Drugs.comVoquezna
License data
Routes of
administration		By mouth
Drug classPotassium-competitive acid blocker
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityUnknown
Protein binding80%
MetabolismLiver, by cytochrome P450 (3A4, 2B6, 2C19, 2D6)
Elimination half-life7.7 h
Duration of action> 24 h
ExcretionKidney
Identifiers
CAS Number
  • 881681-00-1
  • as fumarate: 1260141-27-2
PubChem CID
  • 15981397
  • as fumarate: 45375887
DrugBank
  • DB11739
ChemSpider
  • 13112797
UNII
  • 1R5L3J156G
  • as fumarate: 4QW3X4AMLB
KEGG
  • D11784
  • as fumarate: D10466
ChEBI
  • CHEBI:136048
ChEMBL
  • ChEMBL2079130
  • as fumarate: ChEMBL2064032
PDB ligand
  • HKT (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID20236869 Edit this at Wikidata
Chemical and physical data
FormulaC17H16FN3O2S
Molar mass345.39 g·mol−1
3D model (JSmol)
  • Interactive image
  • Fc1ccccc1-c2cc(CNC)cn2S(=O)(=O)c3cccnc3
  • InChI=InChI=1S/C17H16FN3O2S/c1-19-10-13-9-17(15-6-2-3-7-16(15)18)21(12-13)24(22,23)14-5-4-8-20-11-14/h2-9,11-12,19H,10H2,1H3
  • Key:BFDBKMOZYNOTPK-UHFFFAOYSA-N

It was approved in Japan in February 2015,[3][4] and in Russia in April 2021.[5] Vonoprazan was approved for medical use in the United States in November 2023.[1][6] Co-packaged combinations of vonoprazan with amoxicillin and vonoprazan with amoxicillin and clarithromycin are available.[7][8]

Medical uses edit

Vonoprazan is indicated for healing of all grades of erosive esophagitis and relief of heartburn associated with erosive esophagitis in adults; to maintain healing of all grades of erosive esophagitis and relief of heartburn associated with erosive esophagitis in adults; in combination with amoxicillin and clarithromycin for the treatment of Helicobacter pylori (H. pylori) infection in adults; in combination with amoxicillin for the treatment of H. pylori infection in adults.[1][7][9]

Society and culture edit

Names edit

Vonoprazan is the international nonproprietary name (INN).[10]

References edit

  1. ^ a b c d "Voquezna- vonoprazan fumarate tablet". DailyMed. 8 November 2023. Retrieved 20 November 2023.
  2. ^ a b Echizen H (April 2016). "The First-in-Class Potassium-Competitive Acid Blocker, Vonoprazan Fumarate: Pharmacokinetic and Pharmacodynamic Considerations". Clinical Pharmacokinetics. 55 (4): 409–418. doi:10.1007/s40262-015-0326-7. PMID 26369775. S2CID 5984975.
  3. ^ Garnock-Jones KP (2015). "Vonoprazan: first global approval". Drugs. 75 (4): 439–43. doi:10.1007/s40265-015-0368-z. PMID 25744862. S2CID 43293048.
  4. ^ "Takecab Now Available for the Treatment of Acid-related Diseases in Japan". Takeda Pharmaceuticals (Press release). 26 February 2015. Archived from the original on 26 October 2023. Retrieved 20 November 2023.
  5. ^ "Russian State Register of Medicines. Vocinti (vonoprazan) Film-Coated Tablets. Full Prescribing Information". grls.rosminzdrav.ru (in Russian). Takeda Pharmaceutical Company Limited. Archived from the original on 18 February 2023. Retrieved 18 February 2023.
  6. ^ "Phathom Pharmaceuticals Announces Commercial Availability of Voquezna (vonoprazan) Tablets, a Powerful First-In-Class PCAB for the Treatment of Erosive GERD and Relief of Associated Heartburn". GlobeNewswire (Press release). Phathom Pharmaceuticals. 28 November 2023. Retrieved 26 January 2024.
  7. ^ a b "Voquezna Dual Pak- vonoprazan fumarate and amoxicillin kit; Voquezna Triple Pak- vonoprazan fumarate, amoxicillin and clarithromycin kit". DailyMed. 21 June 2022. Archived from the original on 3 July 2022. Retrieved 3 July 2022.
  8. ^ "Phathom Pharmaceuticals Announces FDA Approval of Voquezna Triple Pak (vonoprazan, amoxicillin, clarithromycin) and Voquezna Dual Pak (vonoprazan, amoxicillin) for the Treatment of H. pylori Infection in Adults" (Press release). Phathom Pharmaceuticals. 3 May 2022. Archived from the original on 10 May 2022. Retrieved 9 May 2022 – via GlobeNewswire.
  9. ^ "Drug Approval Package: Voquezna". U.S. Food and Drug Administration (FDA). 8 June 2022. Retrieved 3 February 2024.
  10. ^ World Health Organization (2012). "International nonproprietary names for pharmaceutical substances (INN): recommended INN: list 68". WHO Drug Information. 26 (3). hdl:10665/109813.

External links edit

  • Clinical trial number NCT04124926 for "Efficacy and Safety of Vonoprazan Compared to Lansoprazole in Participants With Erosive Esophagitis" at ClinicalTrials.gov
  • Clinical trial number NCT04167670 for "Efficacy and Safety of Vonoprazan Compared to Lansoprazole in Participants With Helicobacter Pylori Infection" at ClinicalTrials.gov