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Compound

Vonoprazan

Also called Vocinti, Voquezna&reg, 4-hydroxy-4'-metho

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

Enzymes that break it down: CYP3A4, CYP2B6, CYP2C19 and CYP2D6. Wikipedia’s drug infobox says: “Liver, by cytochrome P450 (3A4, 2B6, 2C19, 2D6)” (revision 1337697053).

Overview

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

It was approved in Japan in February 2015, and in Russia in April 2021. Vonoprazan was approved for medical use in the United States in November 2023. Co-packaged combinations of vonoprazan with amoxicillin and vonoprazan with amoxicillin and clarithromycin are available.[2–8] WP

Uses, dosage and effects

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.[2][7][9] WP

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

Risks and side effects

Adverse effects

The most common side effects are constipation, diarrhea, enlarged feeling of abdomen, nausea, rash, and edema.[2][11] WP

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

Chemistry

Formula
C17H16FN3O2S PC
CAS number
881681-00-1 PC
Molar mass (g/mol)
345.4 PC
IUPAC name (computed by PubChem)
1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-N-methylmethanamine PC
SMILES
CNCC1=CN(C(=C1)C2=CC=CC=C2F)S(=O)(=O)C3=CN=CC=C3 PC
InChIKey
BFDBKMOZYNOTPK-UHFFFAOYSA-N PC
PubChem CID
15981397

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

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Sources

  1. Journal / agency Echizen H. The First-in-Class Potassium-Competitive Acid Blocker, Vonoprazan Fumarate: Pharmacokinetic and Pharmacodynamic Considerations. Clinical Pharmacokinetics. April 2016. doi:10.1007/s40262-015-0326-7 · PMID 26369775
  2. Journal / agency Voquezna- vonoprazan fumarate tablet. 8 November 2023
  3. Journal / agency Garnock-Jones KP. Vonoprazan: first global approval. Drugs. 2015. doi:10.1007/s40265-015-0368-z · PMID 25744862
  4. Other Takecab Now Available for the Treatment of Acid-related Diseases in Japan. 26 February 2015
  5. Other Russian State Register of Medicines. Vocinti (vonoprazan) Film-Coated Tablets. Full Prescribing Information
  6. Other 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. 28 November 2023
  7. Journal / agency Voquezna Dual Pak- vonoprazan fumarate and amoxicillin kit; Voquezna Triple Pak- vonoprazan fumarate, amoxicillin and clarithromycin kit. 21 June 2022
  8. Other 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. 3 May 2022
  9. Journal / agency Drug Approval Package: Voquezna. 8 June 2022
  10. Other Phathom Pharmaceuticals Announces FDA Approval of Voquezna (vonoprazan) Tablets for the Relief of Heartburn Associated with Non-Erosive GERD in Adults. 18 July 2024
  11. Other drugs.com pro voquezna
  12. Journal / agency International nonproprietary names for pharmaceutical substances (INN): recommended INN: list 68. WHO Drug Information. 2012

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.