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Rabeprazole

CAS No.
117976-89-3
Chemical Name:
Rabeprazole
Synonyms
Rebeprazole;CS-1363;NSC24156;ly-307640;NSC 24156;NSC-24156;RABEPRAZOLE;Rabeprazole USP/EP/BP;Rabeprazole-IP/USP/IHS;Rabeprazole, LY 307640
CBNumber:
CB3680731
Molecular Formula:
C18H21N3O3S
Molecular Weight:
359.44
MDL Number:
MFCD00868879
MOL File:
117976-89-3.mol
MSDS File:
SDS
Last updated:2025-09-18 19:10:02

Rabeprazole Properties

Melting point 99-100° (dec)
Boiling point 603.9±65.0 °C(Predicted)
Density 1.33±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility DMSO (Slightly), Methanol (Slightly)
pka 9.57±0.10(Predicted)
form Solid
color Light Brown to Very Dark Brown
BCS Class 1,3
Stability Hygroscopic
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)
InChIKey YREYEVIYCVEVJK-UHFFFAOYSA-N
SMILES C1(S(CC2=NC=CC(OCCCOC)=C2C)=O)NC2=CC=CC=C2N=1
CAS DataBase Reference 117976-89-3(CAS DataBase Reference)
FDA UNII 32828355LL
ATC code A02BC04,A02BC54

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H413
Precautionary statements  P264-P270-P301+P312-P330-P501
Hazard Codes  Xi
Risk Statements  36/38
Safety Statements  26-37/39
Hazardous Substances Data 117976-89-3(Hazardous Substances Data)

Rabeprazole price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC R070540 Rabeprazole 117976-89-3 500mg $875 2021-12-16 Buy
Biosynth Carbosynth IM57864 Rabeprazole 117976-89-3 10g $550 2021-12-16 Buy
Medical Isotopes, Inc. 61545 Rabeprazole 117976-89-3 50mg $610 2021-12-16 Buy
ApexBio Technology B3467 Rabeprazole 117976-89-3 10mM(in 1mL DMSO) $90 2021-12-16 Buy
Biosynth Carbosynth IM57864 Rabeprazole 117976-89-3 2g $180 2021-12-16 Buy
Product number Packaging Price Buy
R070540 500mg $875 Buy
IM57864 10g $550 Buy
61545 50mg $610 Buy
B3467 10mM(in 1mL DMSO) $90 Buy
IM57864 2g $180 Buy

Rabeprazole Chemical Properties,Uses,Production

Description

Rabeprazole, a proton pump inhibitor (PPI), effectively lowers stomach acid production to alleviate conditions such as gastroesophageal reflux disease (GERD), ulcers, and other issues caused by excessive acid production. It belongs to the benzimidazole derivative family, sharing a structural similarity with omeprazole, another PPI. Rabeprazole hampers the activity of the gastric proton pump responsible for acid production. By binding to the pump, it obstructs the release of hydrogen ions into the stomach, ultimately reducing acid production. Furthermore, rabeprazole exhibits various biochemical and physiological effects. A study conducted on rats revealed that rabeprazole effectively decreases the gastric proton pump′s activity, leading to a decrease in gastric acid secretion.

Uses

Rabeprazole is used to treat hyperacidity. It is a proton pump inhibitor that helps heal gastrointestinal ulcers, treats gastroesophageal reflux disease, and also treats hypersecretory disorders.

Definition

ChEBI: Rabeprazole is a member of benzimidazoles, a sulfoxide and a member of pyridines. It has a role as an EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor and an anti-ulcer drug. It is a conjugate acid of a rabeprazole(1-).

brand name

Aciphex (Eisai Medical Research) .

Mechanism of action

Rabeprazole is a proton pump inhibitor (PPI) and as such covalently binds with and inactivates the gastric parietal cell proton pump (H+/K+-ATPase). This inhibits in turn gastric acid production and raises gastric pH[1].

Pharmacokinetics

Rabeprazole is marketed as an enterically coated formulation due to the instability of all PPIs in an acid environment. After oral ingestion, it is relatively rapidly absorbed as the maximal plasma concentration reaches between 2.8 and 5.1 postdose. The pharmacokinetics of the molecule is linear in the range 10–80 mg with an overall bioavailability of 52%. Rabeprazole does not have a saturable first-pass metabolism, and it can be absorbed in high doses.
Neither antacids nor food influences the bioavailability of the molecule, even if food intake delayed the absorption of rabeprazole 20 mg of about 1.7 h and reduced the apparent elimination half-life due to a probable delayed gastric emptying. Preclinical studies have demonstrated that rabeprazole’s volume of distribution is 0.34 L/kg in various tissues, including the gastric mucosa, stomach, kidney, bladder, liver, intestine, and thyroid. In healthy volunteers, it was demonstrated to be bound to 94.8%–97.5% of plasma proteins.

Side effects

The more common side effects of rabeprazole can include: headache. pain in the abdomen (stomach area) sore throat.
The serious side effects of rabeprazole can include: has stomach cramps, bloated feeling, watery and severe diarrhea which may also be bloody sometimes, fever, nausea or vomiting, or unusual tiredness or weakness. This medicine may increase your risk of having fractures of the hip, wrist, and spine.

Synthesis

2-{[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl]methylthio}-1H-benzimidazole

117977-21-6

Rabeprazole

117976-89-3

The general procedure for the synthesis of 2-(((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole from 2-(((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole was as follows: Example 6: 2.0 g of 2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzo[d]imidazole was suspended in 36 mL of methanol at room temperature. Subsequently, 1.93 g of a 14 mL aqueous solution of 45% NaOH was added with stirring. 0.09 g of Na2WO4-2H2O oxidizing catalyst was dissolved in 0.66 g of 50% H2O2 aqueous solution and further diluted with 10 mL of water. The oxidizer/catalyst solution was slowly added dropwise to the reactant/base solution, and the dropwise process was completed in about 30 minutes while maintaining room temperature and continuous stirring. After the dropwise addition was completed, the reaction was continued with stirring for 10 minutes. Then, 10 mL of 10% Na2S2O3 aqueous solution was added and the reaction mixture was concentrated under reduced pressure to remove methanol. Finally, the pH was adjusted to about 8 by adding dilute aqueous acetic acid to form a precipitate. The precipitate was filtered, washed with water, and dried under vacuum to give rabeprazole in about 88% yield (LC purity >95%).

Drug interactions

A product that may interact with this drug is: methotrexate (especially high-dose treatment).
Some products need stomach acid so that the body can absorb them properly. Rabeprazole decreases stomach acid, so it may change how well these products work. Some affected products include ampicillin, atazanavir, erlotinib, levoketoconazole, nelfinavir, pazopanib, rilpivirine, sparsentan, certain azole antifungals (itraconazole, ketoconazole, posaconazole), among others.

Dosage

Rabeprazole is usually taken once a day. Follow all directions on the prescription label and read all dosing instructions or instruction sheets. Use the medication exactly as directed.Rabeprazole is only suitable for short-term use, usually 4 to 8 weeks. If you need additional treatment time, your doctor may recommend a second course of treatment.

References

[1] Fabio Pace. “A review of rabeprazole in the treatment of acid-related diseases.” Therapeutics and Clinical Risk Management 3 3 (2007): 363–79.

1080503-70-3
1080503-68-9
117976-89-3
Synthesis of Rabeprazole from 2,3-dimethyl-4-(3-methoxy-propoxy)pyridine and 1H-Benzimidazole-2-sulfinic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
Global( 266)Suppliers
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Henan Tianfu Chemical Co.,Ltd.
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18871490254 linda@hubeijusheng.com CHINA 28172 58
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TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32431 58
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029-89275612 +8618991951683 mcbio_sales@163.com China 2251 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7958 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 sales@afinechem.com China 15146 58

Related articles

View Lastest Price from Rabeprazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Rabeprazole pictures 2025-09-18 Rabeprazole
117976-89-3
US $31.00-77.00 / mg 97.06% 10g TargetMol Chemicals Inc.
Rabeprazole pictures 2025-09-18 Rabeprazole
117976-89-3
US $0.00-0.00 / Kg/Drum 1KG 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Rabeprazole pictures 2025-07-11 Rabeprazole
117976-89-3
US $0.00-0.00 / G/Bag 1G/Bag 99% up, High Density 20 tons Sinoway Industrial co., ltd.
  • Rabeprazole pictures
  • Rabeprazole
    117976-89-3
  • US $31.00-77.00 / mg
  • 97.06%
  • TargetMol Chemicals Inc.
  • Rabeprazole pictures
  • Rabeprazole
    117976-89-3
  • US $0.00-0.00 / Kg/Drum
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Rabeprazole pictures
  • Rabeprazole
    117976-89-3
  • US $0.00-0.00 / G/Bag
  • 99% up, High Density
  • Sinoway Industrial co., ltd.

Rabeprazole Spectrum

2-[[4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl]methylsulfinyl]-1h-benzoimidazole 2-[[(3-METHYL-4-(3-METHOXYPROPOXY)-2-PYRIDINYL)METHYL]SULPHINYL]-1H-BENZIMIDAZOLE 2-(CHOLROMETHYL)-4-(3-METHOXYPROPOXY)-3-METHYLPYRIDINE ly-307640 1H-Benzimidazole,2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]- 1H-1,3-benzimidazol-2-yl [4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl sulfoxide-sodium salt 2-[[[3-Methyl-4-(3-methoxypropoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole 2-[[[4-(3-Methoxypropoxy)-3-methylpyridin-2-yl]methyl]sulfinyl]-1H-benzimidazole 2-[3-Methyl-4-(3-methoxypropoxy)-2-pyridinylmethylsulfinyl]-1H-benzimidazole Rebeprazole 2-[(S)-{[4-(3-Methoxypropoxy)-3-Methylpyridin-2-yl]Methane}sulfinyl]-1H-1,3-benzodiazole 2-(((4-(3-Methoxypropoxy)-3-Methylpyridin-2-yl)Methyl)sulfinyl)-1H-benzo[d]iMidazole Rabeprazole Sodium (200 mg) (Sodium 2-[(R)-[[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl]sulfinyl]benzimidazol-1-ide hydrate) RABEPRAZOLE CS-1363 Rabeprazole, LY 307640 2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methane}sulfinyl)-1H-1,3-benzodiazole Rabeprazole USP/EP/BP 2-[[(4-(3-Methoxypropoxy)- 3-methyl-2-pyridinyl)-2- methyl]sulfinyl] -1H-benzimidazole Rabeprazole-IP/USP/IHS NSC 24156 NSC24156 NSC-24156 RABEPRAZOLE 6.25%, 6.89%, 8.5%, 13.33%, 15%, 22.5% PELLETS Diclofop Impurity 10 (Diclocymet) 117976-89-3 117986-89-3 C18H21N3O3S Rabeprazole API's Active Pharmaceutical Ingredients APIs