Supercharge Your Innovation With Domain-Expert AI Agents!

Diacerein synthesis method based on anthraquinone medicines

A technology of diacerein and synthesis method, which is applied in the field of diacerein synthesis, can solve the genotoxic impurity of aloe-emodin triacetylaloe-emodin. There is no economical and effective method suitable for industrial production, and the impurity removal control process is not related. Literature reports and other issues, to achieve the effect of reducing production costs

Pending Publication Date: 2020-07-17
江苏德健医疗科技有限公司
View PDF5 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] According to the current published technical data, the production process of diacerein has no effective method for the control of two genotoxic impurities, aloe-emodin (II) and triacetylaloe-emodin (VI), which are economical and suitable for industrial production. There is no relevant literature report on the impurity removal control process of the genotoxic impurities of rhubarb in acerein

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
  • Diacerein synthesis method based on anthraquinone medicines
  • Diacerein synthesis method based on anthraquinone medicines
  • Diacerein synthesis method based on anthraquinone medicines

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051]

[0052] Add 2kg N-methylpyrrolidone and 200g aloe-emodin to the reaction bottle, heat up to 70°C, add 230g IBX, then stir and keep warm for 2h; Wash, drain, and vacuum-dry at 80°C for 12 hours to obtain 181 g of rhein;

[0053] Feed 181g rhubaraldehyde and 2400g dichloromethane into the reaction bottle, add 160g acetyl chloride at 15°C, keep 15°C, add 280g triethylamine dropwise within 30 minutes, stir for 10min after the dropwise addition, and then stir the reaction at room temperature 1h; after the reaction, the feed liquid was rotary evaporated at 35°C, evaporated to dryness, added 350g of methanol and 350g of water, beat at room temperature for 0.5h, filtered with suction, and vacuum-dried the filter cake at 80°C for 8h to obtain 205g of diacetyl rhein as a solid;

[0054] Add 205g of diacetyl rhein, 1900g of acetone, and 570g of DMSO in the reaction flask, and add 450g of NaH dropwise within 30 minutes under stirring. 2 PO 4 2H 2 A solution of O mixed with 1...

Embodiment 2

[0060] On the basis of Example 1, the amount of all raw materials was increased by 100 times, and the rest remained unchanged to obtain a refined product of diacerein with a total yield of 51.6% and a purity of 99.72%; the obtained diacerein sample was tested by a genotoxicity method. The residue of aloe-emodin impurities is 11ppm, and the residue of rhein-type impurities is 8ppm.

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

PropertyMeasurementUnit
wavelengthaaaaaaaaaa
Login to View More

Abstract

The invention belongs to a medicine preparation technology, and particularly relates to a diacerein synthesis method based on anthraquinone medicines. The method comprises that aloe-emodin undergoes an oxidation reaction to obtain aldehyde aloe-emdion, aldehyde aloe-emdion undergoes an acylation reaction to obtain diacetyl aldehyde aloe-emdion, diacetyl aldehyde aloe-emdion undergoes an oxidationreaction to obtain a diacerein crude product, and the diacerein crude product is recrystallized to form the diacerein. The invention provides a process for preparing diacerein with low genotoxic impurity residue, which avoids using a resin adsorption or column chromatography purification means, also avoids using a large amount of solvent for continuous extraction and washing, can achieve the purpose by direct recrystallization, and is easy for industrial large-scale production. The content of aloe-emodin and the content of aldehyde aloe-emdion in the prepared diacerein final product are both lower than 15 ppm, and the total genotoxic impurity content is lower than 20 ppm.

Description

technical field [0001] The invention belongs to medicine preparation technology, specifically relates to a synthesis method of diacerein, and further relates to a synthesis method of diacerein based on anthraquinone drugs, which is green and economical and has low content of genotoxic impurities. Background technique [0002] Diacerein (Diacerein), chemical name: 4,5-diacetyl-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid, the drug is used to treat degenerative joint disease (bone arthritis and related diseases). Domestic studies have shown that this product can significantly improve symptoms such as pain and joint dysfunction caused by osteoarthritis and related diseases. After 2-4 weeks of taking it, it will start to be effective, and it will be obvious after 4-6 weeks. If the drug is discontinued after 3 months of continuous treatment, the curative effect can last for at least 1 month (follow-up effect). [0003] Diacerein is a typical anthraquinone compound. This...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/14C07C67/29C07C67/52C07C69/16C07C46/00C07C50/38
CPCC07C67/14C07C67/29C07C67/52C07C46/00C07C2603/26C07C50/38C07C69/16
Inventor 常峰乐小勇邢兴龙徐彦军
Owner 江苏德健医疗科技有限公司
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com