Vonoprazan

Pharmaceutical compound From Wikipedia, the free encyclopedia

Vonoprazan, sold under the brand name Voquezna among others, is a first-in-class potassium-competitive acid blocker medication.[2][1] 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]

Trade namesVoquezna, others
License data
Quick facts Clinical data, Trade names ...
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, by cytochrome P450 (3A4, 2B6, 2C19, 2D6)
Elimination half-life7.7 h
Duration of action> 24 h
ExcretionKidney
Identifiers
  • 1-[5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)pyrrol-3-yl]-N-methylmethanamine
CAS Number
PubChem CID
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
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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

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]

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

Adverse effects

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

Long-term use may lead to vitamin B12 deficiency, hypomagnesemia, and fundic gland polyps.[11]

Society and culture

Names

Vonoprazan is the international nonproprietary name (INN).[12]

References

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