Refining method of sodium taurocholate

A technology of sodium taurocholate and a purification method, applied in the field of medicinal chemistry, can solve problems such as low purity and low yield, and achieve the effects of good product purity, high yield and reducing solvent volatilization

Inactive Publication Date: 2019-05-21
AMPHASTAR NANJING PHARMA +1
View PDF5 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] The purpose of the present invention is to overcome the deficiencies in the prior art, to provide a new

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
  • Refining method of sodium taurocholate
  • Refining method of sodium taurocholate
  • Refining method of sodium taurocholate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Preparation of sodium taurocholate: Measure 5L of N,N'-dimethylformamide into a reaction kettle, raise the temperature to 90°C, add cholic acid, and stir until all the solids are dissolved. Add 0.7kg 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, 0.3kg triethylamine, 0.36kg taurine, and stir for 2 hours at 90°C. After cooling down to room temperature, 25 L of methyl tert-butyl ether was added to the reaction kettle to precipitate a solid, which was filtered. The resulting solid was dissolved in 5L of methanol, 0.07kg of sodium hydroxide was added, and stirred at room temperature for 1 h. Add 25L of methyl tert-butyl ether into the reaction kettle, filter, and dry under vacuum at 60°C to obtain crude sodium taurocholate.

Embodiment 2

[0050] Add 20g of crude sodium taurocholate (self-made, HPLC content 93.78%, maximum simplex 2.53%) and 80ml of methanol into a 250ml reaction bottle, heat to 50°C to dissolve, add 120ml of ethyl acetate while it is hot, cool to 25°C and stir Crystallized, filtered, and dried under reduced pressure to obtain 18.2 g of sodium taurocholate finished product, with a yield of 91%, an HPLC content of 99.91%, and a maximum simple A content of 0.09%. as attached figure 1 As shown: the peak with a peak time of 9.96 min is sodium taurocholate, and the peak with a peak time of 20.04 min is impurity A, and the mass spectrum is as follows figure 2 As shown, the molecular weight is 904.59.

Embodiment 3

[0052] Add 20g of crude sodium taurocholate (self-made, HPLC purity 93.78%, maximum 2.53%) and 60ml of methanol into a 250ml reaction bottle, heat to 50°C to dissolve, add 120ml of ethyl acetate while it is hot, cool to 25°C and stir Crystallized, filtered, and dried under reduced pressure to obtain 19 g of sodium taurocholate finished product, with a yield of 95%, an HPLC content of 99.71%, and a maximum simple impurity B content of 0.29%. as attached image 3 Shown: the peak with a peak time of 9.77 min is sodium taurocholate, and the peak with a peak time of 11.43 min is impurity B: sodium taurochenodeoxycholate.

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 refining method for sodium taurocholate. The method includes the following steps that a crude sodium taurocholate product is dissolved in alcoholic solvents, ester solvents are added while the alcoholic solvents are hot, after cooling, the temperature is reduced, and high-purity sodium taurocholate is obtained by vacuum drying. Compared with the prior art, the method hasthe advantages that the refining method is simple in operation, ester solvents with relatively higher boiling points are adopted to reduce solvent volatilization, thus use of acetone with irritating odor and the use of low-boiling-point ether are avoided, operation is safer, and industrial production is facilitated. The yield is high, the product purity is high and not less than 91%, the purity ofrefined sodium taurocholate is 100% through an area normalization method, the purity of HPLC is more than and equal to 99.00% through ELSD detection, the purity of HPLC can be up to 99.91%, the content of a single impurity A is smaller than 0.30%, the content of a single impurity B is smaller than 0.8%, the type of impurities is significantly reduced, and the refined final product are free of impurities C and D.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to a method for refining sodium taurocholate. Background technique [0002] Taurocholic acid (TCA) is the main bile acid in ox bile and one of its active ingredients. It is a conjugated bile acid formed by combining cholic acid and taurine. TCA widely exists in the bile of cattle, sheep, snakes, rabbits and other animals, and is an important active ingredient. Its pharmacodynamic studies have shown that the substance has the effects of promoting choleresis, antitussive, expectorant, and asthma, and at the same time has bactericidal and anti-inflammatory effects. It also has an impact on the cardiovascular system, can lower blood pressure, reduce the amplitude and frequency of cardiac contraction, and it has been reported that it also has a certain therapeutic effect on cancer. It can be seen that taurocholic acid is a drug with development and application prospects....

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): C07J41/00
CPCC07J41/00
Inventor 徐奎刘鹏飞徐勇刚陈松张昊宁
Owner AMPHASTAR NANJING PHARMA
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