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Rebeprazole sodium

CAS No.
117976-90-6
Chemical Name:
Rebeprazole sodium
Synonyms
RABEPRAZOLE SODIUM;Dexrabeprazole SodiuM;Rabeprazole Na;PARIET;RABEPRAZOL SODIUM;SODIUM RABEPRAZOLE;Rabeprazole SodiuM USP;Rabeprazole sodium hydrate CRS;Parie;Pariprazole
CBNumber:
CB2420819
Molecular Formula:
C18H20N3NaO3S
Molecular Weight:
381.42
MDL Number:
MFCD02092688
MOL File:
117976-90-6.mol
MSDS File:
SDS
Last updated:2024-03-16 07:03:48

Rebeprazole sodium 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
InChIKey KRCQSTCYZUOBHN-UHFFFAOYSA-N
FDA UNII 3L36P16U4R
NCI Drug Dictionary rabeprazole sodium

Pharmacokinetic data

Protein binding 97%
Excreted unchanged in urine 0 (90 as metabolites)
Volume of distribution 0.34(L/kg)
Biological half-life 0.7-1.5 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H413
Precautionary statements  P264-P270-P273-P301+P312-P501
WGK Germany  3
HS Code  2933399090
NFPA 704
0
2 0

Rebeprazole sodium price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1525 Rabeprazole Sodium Pharmaceutical Secondary Standard; Certified Reference Material 117976-90-6 1g $153 2024-03-01 Buy
Sigma-Aldrich 1598019 Rabeprazole sodium United States Pharmacopeia (USP) Reference Standard 117976-90-6 250MG $724 2024-03-01 Buy
Sigma-Aldrich 1598019 Rabeprazole sodium United States Pharmacopeia (USP) Reference Standard 117976-90-6 200mg $639 2022-05-15 Buy
TCI Chemical R0115 Rabeprazole Sodium Salt >98.0%(HPLC) 117976-90-6 100mg $119 2024-03-01 Buy
TCI Chemical R0115 Rabeprazole Sodium Salt >98.0%(HPLC) 117976-90-6 1g $490 2024-03-01 Buy
Product number Packaging Price Buy
PHR1525 1g $153 Buy
1598019 250MG $724 Buy
1598019 200mg $639 Buy
R0115 100mg $119 Buy
R0115 1g $490 Buy

Rebeprazole sodium Chemical Properties,Uses,Production

Anti-ulcer drug

Rabeprazole sodium is a anti-ulcer disease drug belonging to proton pump inhibitor and is the sodium salt form of Rabeprazole. The Japanese company Eisai had successfully developed it for the first time with the trade name being “Bolite”. The function of the proton pump inhibitors is reducing the gastric acid secretion so that the lesion site can be stable in order to achieving the effect of curing gastric and duodenal ulcers and stomach-esophageal reflux disease. Clinically it is majorly used for the treatment of acid-related diseases such as stomach and duodenal ulcers, peptic ulcer, gastroesophageal reflux disease and zollinger-ellison syndrome. Rabeprazole is a kind of benzimidazole-substituted compounds. It inhibits the secretion of gastric acid through forming bond with the cytoplasmic proton pump in the gastric cavity wall. This product can specifically inhibit the effect of the adenosine triphosphatase that is the key enzyme during the production of stomach acid. It has inhibitory effect on both basal gastric acid and the gastric acid secretion caused by the stimulation.
Rabeprazole is white-yellowish-white powder with no odor and a molecular weight being 381.43. This product is highly soluble in water or methanol, also soluble in ethanol or ethyl acetate but almost insoluble in ether or ethane. This product does not exhibit optical activity, has hygroscopic effect. Its melting point is 225 ℃ and its partition coefficient at water/octane system of pH 7.0 is about 214. This product is light yellow film-coated tablets (enteric-coated tablets).
Adverse reactions and precautions: gastric cancer should be excluded after use of the drug. Adverse reactions include allergic reactions, palpitations, constipation, diarrhea, headache, edema, leukopenia, AST, ALT, total bilirubin and proteinuria. The combination of Rabeprazole sodium and digoxin can cause increased digoxin concentration. It can’t be taken simultaneously with antacids. Patients of history of drug allergy, cirrhosis, the elderly, pregnant and lactating women, children should take with caution.
The above information is edited by the chemicalbook of Dai Xiongfeng.

Uses

It belongs to national second-class drug that can be used for the treatment of gastric ulcer. It can be used for the treatment of peptic ulcer, gastroesophageal reflux disease, zollinger-ellison syndrome and other diseases.

Description

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.

Description

Rabeprazole is a proton pump inhibitor that selectively and irreversibly inhibits the gastric H+/K+ ATPase (IC50 = 72 nM). It can be activated more rapidly and over a greater pH range than other proton pump inhibitors such as omeprazole , lansoprazole , and pantoprazole . Rabeprazole (30 mg/kg) inhibits gastric acid secretion in pylorus-ligated rats and a rat model of gastric fistula. It also inhibits the growth of several strains of H. pylori in vitro (MIC50s = 1.57-3.13 μg/mL). Formulations containing rabeprazole have been used in the treatment of ulcers, pathological hypersecretory conditions, and gastroesophageal reflux disease (GERD).

Chemical Properties

Rebeprazole sodium is White Crystalline Solid

Originator

Eisai (Japan)

Uses

antibacterial and antifungal agent effective against gram-positive and gram-negative bacteria, yeast and fungi

Uses

anthelminthic, antiseptic, expectorant

Uses

Rebeprazole sodium is a partially reversible gastric proton pump inhibitor

Definition

ChEBI: Rabeprazole sodium is an organic sodium salt. It contains a rabeprazole(1-).

brand name

Aciphex (Eisai Medical Research) .

General Description

Rabeprazole sodium, 2[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole sodium salt (Aciphex), is a white toslightly yellowish white solid. It is very soluble in water andmethanol, freely soluble in ethanol, chloroform, and ethyl acetate,and insoluble in ether and hexane. Rabeprazole is aweak base (pyridine N, pKa 4.53) and a weak acid (benzimidazoleN-H, pKa 0.62), faciliting sodium salt formation.
Rabeprazole sodium is formulated as enteric-coated,delayed-release tablets to allow the drug to pass throughthe stomach relatively intact. After oral administration of20-mg peak plasma concentrations (Cmax) occur over arange of 2 to 5 hours (Tmax). Absolute bioavailability for a20-mg oral tablet of rabeprazole (vs. IV administration) isapproximately 52%. The plasma half-life ofrabeprazole ranges from 1 to 2 hours. The effects of foodon the absorption of rabeprazole have not been evaluated.Rabeprazole is 96% bound to human plasma proteins.Rabeprazole is extensively metabolized in the liver. Thethioether and sulfone are the primary metabolites measuredin human plasma resulting from CYP3A oxidation.Additionally, desmethyl rabeprazole is formed via the actionof CYP2C19. Approximately 90% of the drug is eliminatedin the urine, primarily as thioether carboxylic acidand its glucuronide and mercapturic acid metabolites. Theremainder of the dose is recovered in the feces. No unchangedrabeprazole is excreted in the urine or feces.

Biochem/physiol Actions

Rabeprazole sodium is gastric proton pump inhibitor. It suppresses the production of acid in the stomach by inhibiting the gastric H+/K+ATPase (hydrogen-potassium adenosine triphosphatase) at the secretory surface of the gastric parietal cell. Rabeprazole sodium has been used clinically to treat acid-reflux disorders (GERD), peptic ulcer disease, H. pylori eradication, and prevent gastroinetestinal bleeds associated with NSAID use.

Clinical Use

Gastric acid suppression

Drug interactions

Potentially hazardous interactions with other drugs
Antifungals: absorption of itraconazole and ketoconazole reduced; avoid with posaconazole.
Antivirals: concentration of atazanavir and rilpivirine reduced - avoid; concentration of raltegravir and saquinavir possibly increased - avoid.
Clopidogrel: possibly reduced antiplatelet effect.
Cytotoxics: possibly reduced excretion of methotrexate; avoid with dasatinib, erlotinib and vandetanib; possibly reduced lapatinib absorption; possibly reduced absorption of pazopanib.
Ulipristal: reduced contraceptive effect, avoid with high dose ulipristal.

Metabolism

Rabeprazole is mainly metabolised via nonenzymatic reduction and, to a lesser extent, via the cytochrome P450 isoenzymes CYP2C19 and CYP3A4. Metabolites are excreted principally in the urine (about 90%) with the remainder in the faeces.

117976-89-3
117976-90-6
Synthesis of Rebeprazole sodium from Rabeprazole
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View Lastest Price from Rebeprazole sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Rabeprazole Sodium Enteric-Coated Capsules pictures 2024-04-10 Rabeprazole Sodium Enteric-Coated Capsules
117976-90-6
US $0.00 / Kg/Bag 2Kg/Bag GMP / DMF 20 tons Sinoway Industrial co., ltd.
Rebeprazole sodium pictures 2024-03-16 Rebeprazole sodium
117976-90-6
US $35.00-25.00 / kg 1kg 99.8% 200tons/year Sigma Audley
Rebeprazole sodium pictures 2024-03-16 Rebeprazole sodium
117976-90-6
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
rebeprazole sodium sodium 2-[[4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl]methylsulfinyl]benzoimidazole RABEPRAZOLE, SODIUM SALT 2-[[[4-(3-METHOXYPROPOXY)-3-METHYL-2-PYRIDINYL]METHYL]SULFINYL]-1H-BENZIMIDAZOLE, SODIUM SALT 2-[[[4-(3-METHOXYPROPOXY)-3-METHYLPYRIDIN-2-YL]METHYL]SULFINY]-1H-BENZIMIDAZOLE SODIUM SALT Parie Rabeprazole-d4 SodiuM Salt Rabeprazole SoduiM 2-[[[4-(3-METHOXYPROPOXY)-3-METHYLPYRIDIN-2-YL]METHYL]SULFINY]-1H-BENZIMIDAZOLE SODIUM SAL SodiuM (R)2-[[4-(3-Methoxypropoxy)-3-Methyl-pyridin-2-yl]Methylsulfinyl]benzoiMidazole 1H-BenziMidazole,2-[[[4-(3-Methoxypropoxy)-3-Methyl-2-pyridinyl]Methyl]sulfinyl]-, sodiuM salt(1:1) Pariprazole Rabeprazole sodium, >=99% 2-[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methylsulfinyl]benzimidazol-1-ide Rebeprazole sodium 117976-90-6 Aciphex Sodium Habeprazole Sodium LY307640 sodium Rabeprazole for system suitability Rabeprazole Sodium Salt > Rabeprazole Sodium RS Rabeprazole for system suitability CRS Rebeprazole sodium USP/EP/BP Rabeprazole Sodium Enteric-Coated Capsules Fast Delivery Wholesale CAS 117976-90-6 Rabeprazole Sodium Powder Sodium 2-(((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide Rabeprazole Sodium (LY307640 sodium) Rabeprazole 13C D3 Sodium saltQ: What is Rabeprazole 13C D3 Sodium salt Q: What is the CAS Number of Rabeprazole 13C D3 Sodium salt Q: What is the storage condition of Rabeprazole 13C D3 Sodium salt Q: What are the applications of Rabeprazole 13C D3 Sodium salt Rabeprazole SodiumQ: What is Rabeprazole Sodium Q: What is the CAS Number of Rabeprazole Sodium Q: What is the storage condition of Rabeprazole Sodium Q: What are the applications of Rabeprazole Sodium PARIET RABEPRAZOLE SODIUM RABEPRAZOL SODIUM Dexrabeprazole SodiuM Rabeprazole SodiuM USP Rabeprazole Na SODIUM RABEPRAZOLE Rabeprazole sodium hydrate CRS Synthetic Retinol Concentrate (Powder Form) Rabeprazole Sodium (Amorphous and Form Y) Rabeprazole Sodium Sodium 2-[[4-(3-methoxypropoxy)-3-methyl-pyridin-2- yl]methylsulfinyl ]benzoimidazole 117976-90-6 C18H21N3NaO3S C18H20N3NaO3S Rabeprazole Intermediates & Fine Chemicals Pharmaceuticals