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Rabeprazole

Catalog No. DB01129 Name DrugBank
CAS Number 117976-89-3 Website http://www.ualberta.ca/
M. F. C18H21N3O3S Telephone (780) 492-3111
M. W. 359.44264 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1000

SYNONYMS

IUPAC name
2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
IUPAC Traditional name
2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
Brand Name
Pariet
AcipHex
Synonyms
Irsogladine Maleate
rabeprazole sodium
Rebeprazole sodium

DATABASE IDS

PubChem CID 5029
PubChem SID 46506366
CAS Number 117976-89-3

PROPERTIES

Hydrophobicity(logP) 0.6

DETAILS

Description (English)
Item Information
Drug Groups approved; investigational
Description Rabeprazole is an antiulcer drug in the class of proton pump inhibitors. It is a prodrug - in the acid environment of the parietal cells it turns into active sulphenamide form. Rabeprazole inhibits the H+, K+ATPase of the coating gastric cells and dose-dependent oppresses basal and stimulated gastric acid secretion.
Indication For the treatment of acid-reflux disorders (GERD), peptic ulcer disease, H. pylori eradication, and prevention of gastroinetestinal bleeds with NSAID use.
Pharmacology Rabeprazole prevents the production of acid in the stomach. It reduces symptoms and prevents injury to the esophagus or stomach in patients with gastroesophageal reflux disease (GERD) or ulcers. Rabeprazole is also useful in conditions that produce too much stomach acid such as Zollinger-Ellison syndrome. Rabeprazole may also be used with antibiotics to get rid of bacteria that are associated with some ulcers. Rabeprazole is a selective and irreversible proton pump inhibitor, suppresses gastric acid secretion by specific inhibition of the H+, K+ -ATPase, which is found at the secretory surface of parietal cells. In doing so, it inhibits the final transport of hydrogen ions (via exchange with potassium ions) into the gastric lumen.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Absolute bioavailability is approximately 52%.
Half Life 1-2 hours (in plasma)
Protein Binding 96.3% (bound to human plasma proteins)
Elimination Following a single 20 mg oral dose of 14C-labeled rabeprazole, approximately 90% of the drug was eliminated in the urine, primarily as thioether carboxylic acid; its glucuronide, and mercapturic acid metabolites.
External Links
Wikipedia
RxList
PDRhealth
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REFERENCES