Method for refining clopidogrel hydrogen sulfate

A technology of clopidogrel bisulfate and crude clopidogrel bisulfate, which is applied in the direction of organic chemistry, can solve the problems of cumbersome operation steps and unfavorable large-scale production, and achieve the effects of simple post-processing, convenient operation and high yield

Active Publication Date: 2014-07-16
ZHEJIANG HUAHAI PHARMACEUTICAL CO LTD
View PDF8 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

CN102391283 Tao Lingang and others have reported the refining of clopidogrel hydrogen sulfate, but neutral alumina chromatographic column i

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
  • Method for refining clopidogrel hydrogen sulfate
  • Method for refining clopidogrel hydrogen sulfate
  • Method for refining clopidogrel hydrogen sulfate

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0027] Example 1: 100 g of crude clopidogrel hydrogen sulfate, 10 g of methanol solution and 800 g of acetone solution were added together into a reaction flask, and then the reaction solution was heated to 20° C. After being completely dissolved, the temperature was slowly lowered to 15°C, and off-white crystals were precipitated. The crystals were slurried in acetone solution, filtered, and vacuum-dried at 30°C to obtain white crystals with a yield of 90%, a purity of 99.8%, and mp : 184~186℃, [α] D =55.0°.

Example Embodiment

[0028] Example 2: 100 g of crude clopidogrel hydrogen sulfate, 100 g of methanol solution and 100 g of ethyl acetate solution were added together into a reaction flask, and then the reaction solution was heated to 35°C. After complete dissolution, slowly lower the temperature to -15°C, precipitate off-white crystals, filter with suction, beat the crystals in ethyl acetate solution, filter, and then vacuum dry at 50°C to obtain white crystals with a yield of 87% , with a purity of 99.6%, mp: 184-186°C, [α] D =55.0°.

Example Embodiment

[0029] Example 3: 100 g of crude clopidogrel hydrogen sulfate, 20 g of methanol solution and 300 g of methyl tert-butyl ether solution were added into a reaction flask, and then the reaction solution was heated to 30°C. After completely dissolving, slowly lower the temperature to 5°C to precipitate off-white crystals, filter them with suction, beat the crystals in a solution of methyl tert-butyl ether, filter, and then dry them under vacuum at 60°C to obtain white crystals. 85%, purity 99.7%, mp: 184-186°C, [α] D =55.0°.

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 provides a method for refining clopidogrel hydrogen sulfate. The method comprises the steps of adding a clopidogrel hydrogen sulfate crude product to be purified to mixed solvents, firstly stirring and heating the mixture until the solution is clear, and then cooling and crystallizing the solution, thus obtaining clopidogrel hydrogen sulfate. Obtained clopidogrel hydrogen sulfate can be further pulped and dried in organic solvents to obtain high-purity clopidogrel hydrogen sulfate. The refining method provided by the invention is convenient to operate, is simple in after-treatment and especially has an obvious effect on removing the impurity C, namely the enantiomer of clopidogrel hydrogen sulfate. The obtained product has high yield and good purity and is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a method for refining clopidogrel hydrogen sulfate, in particular to the purification of impurity C of clopidogrel hydrogen sulfate, and belongs to the field of chemical pharmacy. technical background [0002] Clopidogrel bisulfate (trade name: Plavix) is an anti-platelet aggregation drug developed by the French company Sanofi-Aventis in 1986. It is selectively coupled to platelet surface adenylate cyclase ADP receptor binds and irreversibly inhibits platelet aggregation and reduces thrombus formation in blood vessels. The drug has remarkable clinical curative effect, few side effects, and high tolerance. It has gradually replaced aspirin and ticlopidine, and has become the first-line drug for the treatment of thrombotic diseases. Its structural formula is as follows: [0003] [0004] Because clopidogrel bisulfate has a broad market prospect, it has attracted extensive attention from the pharmaceutical industry. At presen...

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): C07D495/04
CPCC07D495/04
Inventor 刘洋吴进泉张文灵王鹏陈健陈曦
Owner ZHEJIANG HUAHAI PHARMACEUTICAL CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap