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

Preparation method for compound cortisone acetate

A technology of cortisone acetate and compound, applied in the field of preparation of pine acetate, can solve the problems of long synthesis steps, low yield, and high production requirements, and achieves reducing process cost, improving product yield, improving quality and Yield effect

Active Publication Date: 2015-04-08
ZHEJIANG XIANJU PHARMA
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] This preparation method has long synthesis steps and low yield, and the reaction also involves dangerous operations such as bromination and hydrogenation, and has high requirements for production.

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
  • Preparation method for compound cortisone acetate

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0015] The preparation method of the compound cortisone acetate of the present invention comprises the following steps:

[0016] The first step is to carry out hydroxyl oxidation on the 11th position;

[0017] Put the compound 4-pregnene-11α, 17α-alcohol-3,20-dione (I) and the oxidation reaction solvent into it, stir to cool down, add the oxidation reagent dropwise, and the dropwise addition is completed in about 1 to 3 hours; The reaction is incubated at the temperature for 1.5 to 2 hours. After the insulation is completed, an oxidizing reagent quencher is added, and the material is pulled into a concentrated water separation tank. After concentration, water is added and stirred for water separation. The material is filtered and dried to obtain the compound 4-pregnene-17α-ol -3,11,20-triketone (II);

[0018] Oxidation reaction solvent can be a kind of in acetone, glacial acetic acid, methylene dichloride, preferably acetone;

[0019] Oxidizing reagent quencher can be a kind...

Embodiment 1

[0030] Preparation process of compound 4-pregnene-21-iodo-17α, 21-diol-3,11,20-triketo-21-acetate (IV):

[0031] Put 11g of chromic anhydride and 33ml of water into the oxidation reagent preparation bottle, stir to dissolve, cool down to below 10°C, add 8.8ml of concentrated sulfuric acid dropwise, set aside; put acetone and 4-pregnene-11α into the oxidation reaction bottle, 17α-alcohol-3,20-dione (I) 50g, stir to cool down; when the temperature drops to 10~20℃, add the oxidizing reagent dropwise, control the dropwise temperature at 5~10℃, and complete the dropwise addition in about 2 hours; After the reaction is kept at a temperature of 5 to 10 ° C for 2 hours, 10 g of sodium sulfite and 100 ml of water are added after the insulation is completed, and stirring is continued for 15 minutes. Oxide 4-pregnene-17α-ol-3,11,20-trione (II) 47.5g, yield 95%, purity 98.8%;

[0032] Put 30ml of methanol and 3g of anhydrous calcium chloride into the reaction flask, stir and dissolve, co...

Embodiment 2

[0034] Preparation process of compound 4-pregnene-21-iodo-17α, 21-diol-3,11,20-triketo-21-acetate (IV):

[0035] Put 12g of chromic anhydride and 36ml of water into the oxidation reagent preparation bottle, stir and dissolve, cool down to below 10°C, add 9.6ml of concentrated sulfuric acid dropwise, set aside; put 200ml of acetone, 4-pregnene-11α into the oxidation reaction bottle , 50 g of 17α-alcohol-3,20-dione (I), stir to cool down; when the temperature drops to 10~20 ℃, add the oxidizing reagent dropwise, the dropwise temperature is controlled at 10~20 ℃, and the dropwise addition is completed in about 1 hour; After dripping, the reaction was incubated for 2 hours at a temperature of 10 to 20°C. After the insulation was completed, 20 ml of isopropanol was added, and stirring was continued for 15 minutes. After that, the mixture was concentrated under reduced pressure to a solvent-free state, and then lowered to normal temperature. Obtained oxide 4-pregnene-17α-ol-3,11,20-...

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 preparation method of a compound cortisone acetate. The method takes a compound 4-pregnen-11(alpha),17(alpha)-alcohol-3,20-diketone (I) as a raw material and a mixed solution of chromic anhydride, sulfuric acid and water as an oxidation reagent, and comprises the following steps of: oxidizing the eleventh site to obtain a compound 4-pregnen-17(alpha)-alcohol-3,11,20-triketone (II); then iodizing the twenty-first site to obtain a compound 4-pregnen-21-iodine-17(alpha)-alcohol-3,11,20-triketone (III); and finally performing a replacement reaction to enable the compound 4-pregnen-21-iodine-17(alpha)-alcohol-3,11,20-triketone (III) to react with potassium acetate in a replacement reaction solvent to obtain a compound 4-pregnen-21-iodine-17(alpha),21-diol-3,11,20-triketone-21-acetate (IV), namely cortisone acetate. Through the invention, the dangerous operation of bromination and hydrogenation reaction can be avoided, the product yield can be improved, the process cost can be lowered, and the production is more economical, safer and more environment-friendly, thus the method is more suitable for industrial production.

Description

technical field [0001] The invention relates to a chemical synthesis method of a medicine, in particular to a preparation method of a compound cortisone acetate. Background technique [0002] The compound cortisone acetate is an adrenal cortical hormone drug, which has effects on glucose metabolism, anti-inflammatory, anti-allergic, and anti-toxic effects. It is mainly used for the treatment of primary or secondary adrenal insufficiency and various types of congenital adrenal hyperplasia caused by the deficiency of the enzymes required for the synthesis of glucocorticoids. If necessary, its pharmacological effects can also be used to treat various diseases. , including: 1. Autoimmune diseases: such as systemic lupus erythematosus, vasculitis, polymyositis, dermatomyositis, Still's disease, Graves' eye disease, autoimmune hemolysis, thrombocytopenic purpura, myasthenia gravis; 2. Allergic diseases, such as severe bronchial asthma, anaphylactic shock, serum sickness, atopic ...

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 Patents(China)
IPC IPC(8): C07J5/00
Inventor 艾荣华唐苏杭方五飞
Owner ZHEJIANG XIANJU 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