Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Rabeprazole sodium compound and novel preparation method thereof

A technology of rabeprazole sodium and rabeprazole, which is applied in the field of medicine and can solve the problems of low yield, large dosage and high cost

Inactive Publication Date: 2012-11-21
HAINAN MEILAN SMITH KLINE PHARMA
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] In order to overcome the low yield and long synthetic steps in the production of rabeprazole sodium in the above-mentioned prior art, the weaker or easily controlled oxidant m-chloroperoxybenzoic acid and 30 % of hydrogen peroxide is difficult to control the disadvantage of oxidation to sulfoxide, which brings convenience to the purification; it also avoids the use of tert-butyl peroxyacid and vanadium pentoxide as catalyst oxidation in the literature reports, which leads to a relatively large amount of consumption and relatively high cost , not suitable for industrialization

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Rabeprazole sodium compound and novel preparation method thereof
  • Rabeprazole sodium compound and novel preparation method thereof
  • Rabeprazole sodium compound and novel preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] The synthesis of embodiment 1 rabeprazole sodium

[0027] (1) Synthesis of 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylthio}-1H-benzimidazole

[0028] 300g (2mol) 2-mercaptobenzimidazole, 505g (2.2mol) 2-chloromethyl-3-methyl-4-[(3-methoxy)propoxy]-pyridine and 100g (2.4mol) Sodium hydroxide was added to 2500ml of ethanol, stirred and reacted at 50°C for 3 hours, then the ethanol was distilled off under reduced pressure, 5L of purified water was added, stirred, a solid was precipitated, filtered, and dried to obtain 632g of the product, with a yield of 92%.

[0029] (2) Synthesis of Rabeprazole

[0030] In a 5L reaction flask, add 343g (1mol) 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylthio}-1H-benzimidazole, 2L The volume ratio is a mixed solvent of acetonitrile and dichloromethane of 1:1, then add 255g (1.1mol) trichloroisocyanuric acid and 95g (1.2mol) pyridine, stir at room temperature for 4 hours, then pour the reactant into 1L Stir in water, the...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention aims at providing a novel rabeprazole sodium compound and a novel preparation method thereof. A novel oxidizing agent of trichloroisocyanuric acid is adopted for controlling the oxidization from thioether into sulfoxide, and the oxidization from the thioether into the sulfoxide is perfectly controlled. Because the invention shortens the reaction steps, and few other impurities are introduced in the process of synthesizing chiral rabeprazole sodium, so the purification process is easier, the purity and the yield of obtained finally products are high, and the invention is applicable to large-scale industrial production.

Description

technical field [0001] The invention relates to a rabeprazole sodium compound and a new preparation method thereof, belonging to the technical field of medicine. Background technique [0002] Rabeprazole sodium, its chemical name is: 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole sodium , molecular formula: C 18 h 20 N 3 NaO 3 S, molecular weight: 381.43, structural formula: [0003] [0004] Rabeprazole sodium, a benzimidazole compound, is a second-generation proton pump inhibitor that specifically inhibits gastric parietal cell H + 、K + -ATPase system to block the final step of gastric acid secretion. The effect is dose-dependent, and can inhibit both basal and stimulated gastric acid secretion. This product is against choline and histamine H 2 No receptor antagonistic effect. [0005] The synthetic route of the rabeprazole sodium that literature has reported is as follows: [0006] Route 1: [0007] [0008] Route 2: [0...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/12
Inventor 郝志艳
Owner HAINAN MEILAN SMITH KLINE PHARMA
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com