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

Method for splitting pinocembrin enantiomers through simulated moving bed chromatography

A technique of simulating moving bed and pinocerine, which is applied in the field of separation of chiral drugs, can solve problems such as no public reports, and achieve the effect of simple process and stable product quality

Inactive Publication Date: 2014-05-14
JIANGSU HANBON SCI & TECH CO
View PDF0 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, simulated moving bed chromatography technology has achieved rapid development in the separation of drugs, especially in the resolution of chiral drugs, showing unique advantages. The method has not been reported publicly so far

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

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0028] 1. Sample preparation: The sample is dissolved in methanol to a concentration of 5g / L, filtered through a 0.45um organic filter membrane for use;

[0029] 2. Selection of simulated moving bed parameters: The parameters are determined as follows: injection flow rate 0.3mL / min, elution flow rate 2.0mL / min, extract flow rate 1.2mL / min, raffinate flow rate 1.1mL / min, switching time 13min, The temperature is controlled at 20-30℃;

[0030] 3. Product collection: After the simulated moving bed system is operating stably, collect the products from the two outlets respectively, and obtain the final product after concentration under reduced pressure and recrystallization;

[0031] 4. Finished product inspection: After the obtained product is dissolved in the mobile phase, the purity of the two export products R-pinocerin and S-pinocerin are 97.3% and 98.1%, respectively;

[0032] Each kilogram of stationary phase can produce 0.55kg of R-pinoselin and S-pinoselin each day, the consumption...

example 2

[0035] 1. Sample preparation: the sample is dissolved in methanol to a concentration of 10g / L, filtered through a 0.45um organic filter membrane for use;

[0036] 2. Selection of simulated moving bed parameters: Determine the parameters as follows: injection flow rate 0.6mL / min, elution flow rate 4.2mL / min, extract flow rate 2.6mL / min, raffinate flow rate 2.2mL / min, switching time 12min, The temperature is controlled at 20-30℃;

[0037] 3. Product collection: After the simulated moving bed system runs stably, collect the products from the two outlets respectively, and obtain the final product after concentration under reduced pressure and recrystallization;

[0038] 4. Finished product inspection: After the obtained product is dissolved in the mobile phase, the purity of the two export products R-pinocerin and S-pinocerin is 97.3% and 97.9%, respectively;

[0039] Each kilogram of stationary phase can produce 1.26kg of R-pinocerin and S-pinocerin each day, the mobile phase consumption...

example 3

[0042] 1. Sample preparation: the sample is dissolved in methanol to a concentration of 20g / L, filtered through a 0.45um organic filter membrane for use;

[0043] 2. Selection of simulated moving bed parameters: Determine the parameters as follows: injection flow rate 1.2mL / min, elution flow rate 6.8mL / min, extract flow rate 4.2mL / min, raffinate flow rate 3.8mL / min, switching time 11min, The temperature is controlled at 20-30℃;

[0044] 3. Product collection: After the simulated moving bed system runs stably, collect the products from the two outlets respectively, and obtain the final product after concentration under reduced pressure and recrystallization;

[0045] 4. Finished product inspection: After the obtained product is dissolved in the mobile phase, the purity of the two export products R-pinoselin and S-pinoseline are 97.3% and 98.3% respectively;

[0046] Each kilogram of stationary phase can produce 2.32kg of R-pinocerin and S-pinocerin each day, the mobile phase consumptio...

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 method for splitting pinocembrin enantiomers through simulated moving bed chromatography. The method is characterized in that a simulated moving bed chromatographic system is adopted, a filler is amylase-tri(3,5-dimethylphenylcarbamate), a mobile phase is methanol, and the naproxen pinocembrin are split under normal phase conditions to obtain highly pure R-pinocembrin and S-pinocembrin. The simulated moving bed chromatographic system has the advantages of continuous production, high automation degree and high production efficiency.

Description

Technical field [0001] The invention relates to a separation technology of chiral drugs, in particular to a simulated moving bed chromatographic separation method of pinoseline. Background technique [0002] Pinocembrin, its chemical name is 2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one (2,3-dihydro- 5,7-d ihydroxy-2-phenyl-4H-1-benzopyran-4-one), originally a flavanone compound with multiple biological activities obtained from propolis. In the process of pharmacological screening, it was discovered for the first time that racemic pinoxerine has significant protective activity on the neurovascular unit (NVU) of acute cerebral ischemia rats, which can significantly reduce the percentage of cerebral edema and cerebral infarction volume, and improve neurobehavioral It has the characteristics of treating acute cerebral ischemia and has good development prospects. The molecular structure of pinocerin contains a chiral center, there is a pair of optical isomers, the natura...

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): C07D311/32
CPCC07D311/32
Inventor 张大兵张宁刘玉明罗军侠王亚辉
Owner JIANGSU HANBON SCI & TECH CO
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