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Vonoprazan

From Wikipedia, the free encyclopedia
Pharmaceutical compound

Pharmaceutical compound
Vonoprazan
Skeletal formula of a vonoprazan molecule
Clinical data
Trade namesVoquezna, others
AHFS/Drugs.comVoquezna
MedlinePlusa624006
License data
Routes of
administration
By mouth
Drug classPotassium-competitive acid blocker
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityUnknown
Protein binding80%
MetabolismLiver, bycytochrome P450 (3A4,2B6,2C19,2D6)
Eliminationhalf-life7.7 h
Duration of action> 24 h
ExcretionKidney
Identifiers
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
PDB ligand
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC17H16FN3O2S
Molar mass345.39 g·mol−1
3D model (JSmol)
  • 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

Vonoprazan, sold under the brand nameVoquezna among others, is afirst-in-classpotassium-competitive acid blocker medication.[2][1] Vonoprazan is used in form of thefumarate for the treatment ofgastroduodenal ulcer (including some drug-induced peptic ulcers) and refluxesophagitis, and can be combined with antibiotics for the eradication ofHelicobacter pylori.[2]

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 ofvonoprazan with amoxicillin andvonoprazan with amoxicillin and clarithromycin are available.[7][8]

Medical uses

[edit]

Vonoprazan isindicated 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]

In July 2024, the indication was expanded in the US to include non-erosive gastroesophageal reflux disease.[10]

Adverse effects

[edit]

The most common side effects are constipation, diarrhea,enlarged feeling of abdomen, nausea, rash, andedema.[1][11]

Long-term use may lead tovitamin B12 deficiency,hypomagnesemia, andfundic gland polyps.[11]

Society and culture

[edit]

Names

[edit]

Vonoprazan is theinternational nonproprietary name (INN).[12]

References

[edit]
  1. ^abcde"Voquezna- vonoprazan fumarate tablet".DailyMed. 8 November 2023. Retrieved20 November 2023.
  2. ^abEchizen 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. Retrieved20 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. Retrieved18 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. Retrieved26 January 2024.
  7. ^ab"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. Retrieved3 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. Retrieved9 May 2022 – via GlobeNewswire.
  9. ^"Drug Approval Package: Voquezna".U.S.Food and Drug Administration (FDA). 8 June 2022. Retrieved3 February 2024.
  10. ^"Phathom Pharmaceuticals Announces FDA Approval of Voquezna (vonoprazan) Tablets for the Relief of Heartburn Associated with Non-Erosive GERD in Adults" (Press release). Phathom Pharmaceuticals. 18 July 2024. Retrieved19 July 2024 – via GlobeNewswire.
  11. ^abFDA Professional Drug Information
  12. ^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 numberNCT04124926 for "Efficacy and Safety of Vonoprazan Compared to Lansoprazole in Participants With Erosive Esophagitis" atClinicalTrials.gov
  • Clinical trial numberNCT04167670 for "Efficacy and Safety of Vonoprazan Compared to Lansoprazole in Participants With Helicobacter Pylori Infection" atClinicalTrials.gov
H2 antagonists ("-tidine")
Prostaglandins (E)/
analogues ("-prost-")
Proton-pump inhibitors
("-prazole")
Potassium-competitive
acid blockers
("-prazan")
Others
Combinations
Portals:
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