Rabeprazole sodium , ≥98.0%(HPLC) , 117976-90-6

Synonym(s):
2-([4-(3-Methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole;Pariprazole;Rabeprazole sodium

CAS NO.：117976-90-6

Empirical Formula: C18H20N3NaO3S

Molecular Weight: 381.42

MDL number: MFCD02092688

EINECS: 629-730-3

PRODUCT Properties

• Melting point: 140-141°C dec.
• storage temp.: -20°C
• solubility: H2O: soluble10mg/mL (clear solution)
• form: powder
• color: white to beige
• Merck: 14,8089
• Stability: Hygroscopic
• InChI: InChI=1S/C18H20N3O3S.Na/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;/q-1;+1
• InChIKey: KRCQSTCYZUOBHN-UHFFFAOYSA-N
• SMILES: O=S(CC1C(C)=C(OCCCOC)C=CN=1)C1[N-]C2=CC=CC=C2N=1.[Na+]

Description and Uses

Rebeprazole sodium was launched as Pariet in Japan, its first market, for the treatment of peptic ulcers including gastric and duodenal ulcers. From 4-chloro- 2,3-dimethylpyridine N-oxide, a six step synthesis allows access to the basic skeleton after successive condensations. Rabeprazole, a structural analog of Omeprazole, the first compound to have been marketed in this class up to now, is reported to be a more potent inhibitor of gastric H+/K+-adenosine triphosphate (ATPase) ; a common mechanism of action of this chemical class involves the conversion at low pH to a reactive sulphonamide that itself binds to cysteine residues located on the enzyme. Moreover, rabeprazole showed an antibacterial activity against Helicobacter Pylori, with a MIC90 of 1.56 μg/ml.
Rebeprazole sodium has a faster onset of action compared with omeprazole, but a shorter duration of action, being extensively and rapidly metabolized in several animal species. In clinical studies in patients with gastric ulcers, 10 and 20 mg rabeprazole sodium once-daily significantly inhibited basal and stimulated acid output. Rabeprazole is awaiting registration in the US for treatment of gastrooesophageal reflux disease (GORD) and other pathologic hypersecretory conditions including Zollinger-Ellison syndrome.

Rebeprazole sodium is a partially reversible gastric proton pump inhibitor. It belongs to a national second-class drug that can be used for the treatment of gastric ulcers. It can treat peptic ulcer, gastroesophageal reflux disease, zollinger-ellison syndrome and other diseases. This compound has the effects of anthelminthic, antiseptic, and expectorant. As an antibacterial and antifungal agent, it is effective against gram-positive and gram-negative bacteria, yeast and fungi.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H413
• Precautionary statements: P264-P270-P273-P301+P312-P501
• WGK Germany: 3
• HS Code: 2933399090