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

Preparation method of esomeprazole impurity H431/41

A technology of esomeprazole and impurities, applied in the field of drug synthesis, can solve the problems of high cost and low practical application value, and achieve the effects of low cost, low price and mild reaction route

Pending Publication Date: 2022-04-29
南京亿华药业有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] This method adopts the preparation liquid phase, because of the high cost, the practical application value is not high

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
  • Preparation method of esomeprazole impurity H431/41
  • Preparation method of esomeprazole impurity H431/41
  • Preparation method of esomeprazole impurity H431/41

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] (1) 8-(or 9-)methoxy-1,3-dimethyl-12-thiopyrido[1,2:3,4]-imidazo[1,2-a]benzimidazole Synthesis of -2(12H)-one (intermediate)

[0037] Add 19.0g esomeprazole and 380ml methanol to a 3000ml reaction bottle, stir to dissolve, add 1900ml0.1M hydrochloric acid, react at room temperature (20-25°C) for 1-2 hours, filter; wash with water (25ml 3), 50±5 blast drying for 6 hours to obtain 0.59g of reddish-brown solid.

[0038] (2) 1,4-dihydro-1 (5-methoxy-1 H Synthesis of -benzimidazol-2-yl)-3,5-dimethyl-4-oxo-2-pyridinecarboxylic acid (omeprazole impurity H431 / 41)

[0039] Add 0.5g 8-(or 9-)methoxy-1,3-dimethyl-12-thiopyrido[1,2:3,4]-imidazo[1,2-a]benzene to a 100ml flask Dissolve imidazol-2(12H)-one (intermediate) in 5ml of methanol, then add 2.5ml of 25% ammonia water, heat and reflux for 5 hours, cool to room temperature, add 10g of column chromatography silica gel to make sand, dry it and pack it into the column to wash (gradient elution with dichloromethane:methanol=10...

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 discloses a preparation method of an esomeprazole impurity H431 / 41, which comprises the following steps: degrading esomeprazole at room temperature (20-25 DEG C) by using hydrochloric acid to generate 8-(or 9-) methoxy-1, 3-dimethyl-12-thiopyridino [1, 2: 3, 4]-imidazo [1, 2-a] benzimidazole-2 (12H)-ketone, and then carrying out alkaline hydrolysis to generate the esomeprazole impurity H431 / 41. The method has simple reaction routes, does not involve reactions under harsh chemical reaction conditions, does not involve a high-risk chemical reaction process, and is suitable for trial production of impurity reference substances in laboratories.

Description

technical field [0001] The invention relates to a preparation method of esomeprazole impurity H431 / 41, which belongs to the field of drug synthesis. Background technique [0002] Esomeprazole, a proton pump inhibitor, was applied for listing in Switzerland by AstraZeneca. Esomeprazole has a strong and long-lasting inhibitory effect on gastric acid secretion, and is superior to H in terms of healing rate, symptom relief, curative effect length, tolerance and recurrence rate in the treatment of gastric and duodenal ulcers. 2 Receptor antagonists cimetidine and ranitidine. Oral bioavailability of this product is 54%, half-life is 1 hour, and most of it is excreted from the body in the form of metabolites after 16 hours of administration. This product can also inhibit Helicobacter pylori. [0003] During the stability study of esomeprazole and its preparations, impurity H431 / 41 was found, which was formed when the relative humidity was high. Therefore, it is necessary to con...

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
IPC IPC(8): C07D401/04
CPCC07D401/04
Inventor 杨鹏辉周明健
Owner 南京亿华药业有限公司
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