Rabeprazole

Rabeprazole
Clinical data


AHFS/Drugs.com	Monograph
MedlinePlus	a699060
License data	US FDA: Finix&SearchType=BasicSearch AcipHex Finix
Pregnancy category	US: B (No risk in non-human studies)
Routes of administration	Oral
ATC code	A02BC04 (WHO)
Legal status
Legal status	UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Bioavailability	52%
Metabolism	mostly non-enzymatic, partly hepatic (CYP2C19)
Biological half-life	1 - 1.5 hours
Excretion	90% renal
Identifiers
IUPAC name (RS)-2-([4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole
CAS Number	117976-89-3^Y
PubChem CID	5029
IUPHAR/BPS	7290
DrugBank	DB01129^Y
ChemSpider	4853^Y
UNII	32828355LL
ChEBI	CHEBI:8768^Y
ChEMBL	CHEMBL1219^Y
PDB ligand	RZX (PDBe, RCSB PDB)
ECHA InfoCard	100.123.408
Chemical and physical data
Formula	C₁₈H₂₁N₃O₃S
Molar mass	359.444 g/mol
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
SMILES n1c2ccccc2[nH]c1S(=O)Cc3nccc(c3C)OCCCOC
InChI InChI=1S/C18H21N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)^Y Key:YREYEVIYCVEVJK-UHFFFAOYSA-N^Y

Rabeprazole /ˌræ.ˈbɛp.ræ.zɔːl/ is an antiulcer drug in the class of proton pump inhibitors. It was developed by Eisai Co. and is available worldwide under many brand names.

Short-term treatment in healing and symptomatic relief of duodenal ulcers and erosive or gastroesophageal reflux disease (GERD); maintaining healing and reducing relapse rates of heartburn symptoms in patients with GERD; treatment of daytime and nighttime heartburn and other symptoms associated with GERD; long-term treatment of pathological hypersecretory conditions, including Zollinger-Ellison syndrome and in combination with amoxicillin and clarithromycin to eradicate Helicobacter pylori.

Rabeprazole adverse reactions/side effects include:

Rabeprazole decreases the concentration of in the plasma (in 33%), increases the concentration of digoxin (in 22%), and does not interact with liquid antacids. Rabeprazole is compatible with any medicine metabolized by the CYP450 (theophylline, warfarin, diazepam, phenytoin).

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Wikipedia