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

Pyrazolines compound as well as application and preparation method thereof

A compound, sodium metabisulfite technology, applied in the direction of organic chemistry, etc., can solve problems such as drug quality decline, and achieve the effect of simple method and high yield

Active Publication Date: 2010-08-18
JIANGSU SIMCERE PHARMA +2
View PDF2 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] As a commonly used clinical drug, Edaravone may produce impurities during its production, storage, and use due to the existence of high-temperature processes such as sterilization, resulting in a decrease in the quality of the drug.
[0006] Most domestic reports on related substances in Edaravone injection are reaction raw materials ethyl acetoacetate and phenylhydrazine, but there are few research reports on related substances produced by Edaravone injection due to the interaction between Edaravone and excipients. There are also few reports on the preparation methods of the above-mentioned Edaravone and the auxiliary materials to produce related substances.

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
  • Pyrazolines compound as well as application and preparation method thereof
  • Pyrazolines compound as well as application and preparation method thereof
  • Pyrazolines compound as well as application and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Weigh 4g of Edaravone, 5g of sodium metabisulfite, 50g of 1,2-propanediol, and 50mL of water, respectively, and place them in an open container.

[0030] The suspension was placed in an oil bath at 50°C for heating and stirring, and was taken out after 96 hours, allowed to cool to room temperature, filtered, and the filtrate was set aside.

[0031] The above-mentioned compound A solution was separated by reverse-phase medium-pressure liquid chromatography, and 103 mg of compound A was prepared, with a yield of 1.4%.

Embodiment 2

[0033] Weigh 100 mg of Edaravone, 50 mg of sodium metabisulfite, 500 mg of 1,2-propanediol, and 1 mL of DMSO, respectively, and place them in an open container.

[0034] The solution was placed in an oil bath at 40°C for heating and stirring. After 168 hours, it was taken out, allowed to cool to room temperature, filtered, and the filtrate was set aside.

[0035] The above compound A solution was separated by reverse-phase high performance liquid chromatography, and 5 mg of compound A was prepared with a yield of 2.7%.

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 relates to a compound having a structure as shown in a specification as well as a preparation method and application thereof. The preparation method comprises the steps of: reacting edaravone, sodium pyrosulfite and 1,2-propylene glycol; placing the solution of the reaction under an environment with the temperature of 35-55 DEG C for 96-168 hours and filtering for later use; and separating the edaravone solution by using a reversed phase high performance liquid chromatography method for preparing 4-(1-hydroxy-2-sulfo-propane-2-yl)-3-methyl-1-phenyl-2-pyrazoline-5-ketone. The compound can be used a comparison product of edaravone impurities and is convenient for controlling edaravone and the content of the edaravone in relevant preparations.

Description

field of invention [0001] The present invention relates to 4-(1-hydroxyl-2-sulfonic acid group-propan-2-yl)-3-methyl-1-phenyl-2-pyrazolin-5-one and its preparation method and use. Background technique [0002] 3-Methyl-1-phenyl-2-pyrazolin-5-one, common name: Edaravone, is a medicine for ischemic stroke, and belongs to free radical scavenger neuroprotective agent, and its structural formula is as shown in formula I Show: [0003] [0004] Formula I [0005] As a commonly used clinical drug, Edaravone may produce impurities during its production, storage, and use due to the existence of high-temperature processes such as sterilization, resulting in a decrease in the quality of the drug. [0006] Most domestic reports on related substances in Edaravone injection are reaction raw materials ethyl acetoacetate and phenylhydrazine, but there are few research reports on related substances in Edaravone injection due to the interaction between Edaravone and excipients. There ar...

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): C07D231/26
Inventor 黄鑫杨士豹周春燕
Owner JIANGSU SIMCERE 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