My watch list
my.bionity.com  
Login  

Rabeprazole



Rabeprazole
Systematic (IUPAC) name
2-[(4-(3-methoxypropoxy)- 3-methyl-pyridin-2-yl) methylsulfinyl]- 1H-benzoimidazole
Identifiers
CAS number 117976-89-3
ATC code A02BC04
PubChem 5029
DrugBank APRD01212
Chemical data
Formula C18H21N3O3S 
Mol. mass 359.444 g/mol
Pharmacokinetic data
Bioavailability 52%
Metabolism Hepatic
Half life 1 - 1.5 hours
Excretion Renal
Therapeutic considerations
Licence data

US

Pregnancy cat.

B(US)

Legal status

POM(UK) -only(US)

Routes Oral

Rabeprazole is an antiulcer drug in the class of proton pump inhibitors. It was developed by Eisai Co. and is marketed by Janssen-Cilag as rabeprazole sodium under the brand names Aciphex and Pariet.

Additional recommended knowledge

Contents

Pharmacology

Rabeprazole is a prodrug (metabolized by the cytochrome P450 (or CYP450)) - in the acid environment of the parietal cells it turns into active sulphenamide form associated with cysteine of H+, K+ATPase (proton pump). Rabeprazole inhibits (partly reversibly) H+, K+ATPase of the coating gastric cells and dose-dependent oppresses basal and stimulated gastric acid secretion. Rabeprazole has anti Helicobacter pylori activity (MIC 4-16 mg/ml) and shows synergistic activity with some antibiotics. Rabeprazole has been demonstrated to be effective in patients with pathological hypersecretory activity (incl. Zollinger-Ellison Syndrome).

Indications and usage

  • gastric ulcer
  • peptic ulcer (PUD)
  • Maintenance of Healing of Erosive or Ulcerative GERD
  • Healing of Erosive and Ulcerative GERD
  • Healing of Duodenal Ulcers.
  • Treatment of Symptomatic GERD
  • Treatment of Pathological Hypersecretory conditions (Zollinger-Ellison)
  • Helicobactor Pylori Eradication to Reduce Risk of Duodenal Ulcer Recurrence

    Contraindications

  • hypersensitivity to Rabeprazole, substituted benzimidazoles or any of components of its pharmaceutical forms.
  • pregnancy
  • lactation

    Restriction of usage

  • acute hepatic failure
  • pediatric use in patients under 18 years of age (there are insufficient data about safety and efficiency of Rabeprazole in this group of patients)

    Side effects

    Rabeprazole Adverse reactions/Side effects include:

  • In clincal trials the most common side effect assessed as possibly or probably related to ACIPHEX was Headache in 2.4% of patients vs 1.6% taking placebo.
  • diarrhea
  • vomiting
  • nausea
  • abdominal pains
  • constipation
  • meteorism
  • dry mouth
  • increased or decreased appetite
  • asthenia
  • headache
  • sleeplessness
  • vertigo
  • thrombocytopenia
  • granulocytopenia
  • leukocytopenia
  • skin eruption
  • erythema
  • myalgia
  • arthralgia
  • muscle or bone pain

    Drug interactions

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

    Overdosage

    There is no available data on symptoms of rabeprazole overdose.

    How supplied

    Rabeprazole as Aciphex,Rabeloc, Pariet is supplied in:

  • Tablet, Enteric-Coated; 10mg
  • Tablet, Enteric-Coated; 20mg

    References

    • Morii M, Takata H, Fujisaki H, Takeguchi N., The potency of substituted benzimidazoles such as E3810, omeprazole, Ro 18-5364 to inhibit gastric H+, K(+)-ATPase is correlatedwith the rate of acid-activation of the inhibitor, Biochem. Pharmacol. 1990 Feb 15;39(4):661-7.
    • Prakash A, Faulds D., Rabeprazole, Drugs. 1998 Feb;55(2):261-7; discussion 268.
  •  
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Rabeprazole". A list of authors is available in Wikipedia.
    Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE