Vonoprazan

Vonoprazan
Clinical data

Trade names	Takecab
ATC code	None
Pharmacokinetic data
Bioavailability	Unknown
Protein binding	80%
Metabolism	Hepatic, by cytochrome P450 (3A4, 2B6, 2C19, 2D6)
Biological half-life	7.7 h
Duration of action	> 24 h
Excretion	Renal
Identifiers
IUPAC name 1-[5-(2-fluorophenyl)-1-(pyridine-3-sulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine
CAS Number	881681-00-1 1260141-27-2 (fumarate)
ChemSpider	13112797
Chemical and physical data
Formula	C₁₇H₁₆FN₃O₂S
Molar mass	345.39 g·mol⁻¹
3D model (Jmol)	Interactive image
SMILES CNCc1cc(n(c1)S(=O)(=O)c2cccnc2)c3ccccc3F
InChI 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 fumarate is a first-in-class potassium-competitive acid blocker. It was approved in the Japanese market in February 2015.^[1]

Vonoprazan can be used 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]

References

↑ Garnock-Jones KP (2015). "Vonoprazan: first global approval". Drugs. 75 (4): 439–43. doi:10.1007/s40265-015-0368-z. PMID 25744862.
↑ Echizen H (2016). "The First-in-Class Potassium-Competitive Acid Blocker, Vonoprazan Fumarate: Pharmacokinetic and Pharmacodynamic Considerations". Clin Pharmacokinet. 55 (4): 409–18. doi:10.1007/s40262-015-0326-7. PMID 26369775.

Drugs for peptic ulcer and GERD/GORD (A02B)

H₂ antagonists ("-tidine")	Cimetidine Famotidine Lafutidine Lavoltidine (loxtidine) Niperotidine Nizatidine Ranitidine Roxatidine

Prostaglandins (E)/analogues ("-prost-")	Misoprostol Enprostil

Proton-pump inhibitors ("-prazole")	Dexlansoprazole Esomeprazole Ilaprazole Lansoprazole Omeprazole Pantoprazole Picoprazole Rabeprazole Tenatoprazole Timoprazole

Potassium-competitive acid blockers ("-prazan")	Linaprazan Revaprazan Soraprazan Vonoprazan

Others	Aceglutamide aluminum Acetoxolone Alginic acid Arbaclofen placarbil Carbenoxolone Cetraxate Gefarnate Lesogaberan Pirenzepine Proglumide Rebamipide Sucralfate Sulglicotide Telenzepine Teprenone Troxipide Zinc L-carnosine Zolimidine

Combinations	Bismuth subcitrate/metronidazole/tetracycline

See also: Helicobacter pylori* eradication protocols*

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