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

Preparation method of prednisone acetate and intermediate thereof

A technology of prednisone acetate and intermediates, which is applied in the field of preparation of steroid drugs and their intermediates, can solve the problems of unsatisfactory introduction, achieve low cost, improve selectivity, and reduce the pressure of environmental pollution

Inactive Publication Date: 2017-08-18
JIANGSU YUANDA XIANLE PHARMA
View PDF1 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Therefore, it is necessary to develop a kind of adopting 17α-hydroxyprogesterone as raw material, solve the unsatisfactory technological difficulty in the introduction of C11-position carbonyl and 1,2-position double bonds in the production process of prednisone acetate, so as to meet the needs of medical development need

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 of prednisone acetate and intermediate thereof
  • Preparation method of prednisone acetate and intermediate thereof
  • Preparation method of prednisone acetate and intermediate thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0043] A preparation method of prednisone acetate, using large-scale industrial production of 17α-hydroxyprogesterone as a raw material, first introduces the 11-position hydroxyl and the 1,2-position double bond simultaneously through a mixed microbial fermentation method, and first obtains 11α, 17α- Dihydroxypregna-1, 4-diene-3,20-dione intermediate; then undergo oxidation reaction to obtain 17α-hydroxypregna-1,4-diene-3,11,20-trione, and finally Prepare prednisone acetate through upper iodine displacement reaction, and concrete steps are:

[0044] (1) The specific steps for preparing 11α, 17α-dihydroxyprogesterone from 17α-hydroxyprogesterone through mixed microbial fermentation method are as follows:

[0045] 1) Mycelium culture

[0046] a) Mycelia culture of Rhizopus niger

[0047] Add culture medium into the shake flask, insert Rhizopus niger spores, place on a shaker at 26°C and 160 rpm, cultivate for 24-36 hours, collect mycelia by centrifugation, and expand the culture...

Embodiment 1

[0065] A kind of preparation method of prednisone acetate pharmaceutical intermediate, described prednisone acetate pharmaceutical intermediate is 11α, 17α-dihydroxypregna-1,4-diene-3,20-dione, its specific preparation The steps are:

[0066] 1) Mycelium culture

[0067] a) Mycelia culture of Rhizopus niger

[0068] Add culture medium into the shake flask, insert Rhizopus niger spores, place on a shaker at 26°C and 160 rpm, cultivate for 24-36 hours, collect mycelia by centrifugation, and expand the culture in a fermenter for later use;

[0069] b) Culture of Arthrobacter simplex

[0070] Add culture medium into the shake flask, insert Arthrobacter simplex, place in a shaker at 30°C and 120rpm, cultivate for 24-36 hours, collect the bacteria by centrifugation, and expand the culture in a fermenter for later use;

[0071] 2) Mixed culture to obtain the target product

[0072] The resting cell transformation is carried out in an aqueous buffer solution with a pH of 5-7 and a...

Embodiment 2

[0074] A kind of preparation method of prednisone acetate pharmaceutical intermediate, described prednisone acetate pharmaceutical intermediate is 17α-hydroxy pregna-1,4-diene-3,11,20-trione, its specific preparation steps for:

[0075] 1) Preparation of DMP oxidant

[0076] In the preparation tank, add 7 parts by volume of sulfuric acid, add 1.5-2.4 parts by weight of o-iodobenzoic acid while stirring, keep stirring vigorously at 55 ° C, and add 1.4-2.2 parts by weight of potassium bromate, heat up to 65 ° C and stir for 3 -4 hours, cooled to 0°C, filtered and washed with ethanol, dried to obtain Compound A for future use;

[0077] Add 4 parts by volume of acetic anhydride, 0.1-0.5 parts by weight of p-toluenesulfonic acid of crystal water into the preparation tank, add compound A while stirring, heat up to 80°C and stir for 2 hours, cool to 0°C and filter, use CH 3 CH 2 -O-CH 2 CH 3 After washing, the oxidizing agent B can be obtained for subsequent use;

[0078] 2) Ox...

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 preparation method of a steroid drug and an intermediate thereof, in particular to a preparation method of prednisone acetate and an intermediate thereof. The preparation method comprises the following steps: taking 17 alpha-hydroxyl progesterone which is industrially produced on a large scale as a raw material; carrying out mixed microorganism fermentation at first, and meanwhile introducing 11-position hydroxyl and 1,2-position double bonds to obtain 11 alpha, 17 alpha-dihydroxypregna-1,4-dien-3, 20-dione intermediate; then carrying out oxidizing reaction to obtain 17 alpha-hydroxypregna-1,4-dien-3, 11, 20- trione; and finally carrying out iodine replacement reaction to obtain prednisone acetate. The technological difficulty that C11-position carbonyl and 1,2-position double bonds cannot be introduced perfectly in a production process of the prednisone acetate is solved. Meanwhile, the process route has the characteristics of low cost and simplicity in operation; and pressure of environmental pollution can be greatly reduced.

Description

technical field [0001] The present invention relates to the preparation method of steroid medicine and intermediate thereof, particularly a kind of preparation method of prednisone acetate and intermediate thereof. Background technique [0002] Steroid drugs are the second largest class of drugs in the world after antibiotics in sales, and the molecular structures of different steroid drugs are derived from steroid hormone intermediates. The traditional production methods of steroid hormone intermediates include the method of extracting saponin from plants, which is harmful to the environment, and the structure of the reaction product is not unique and the cost is high, which is not conducive to industrial production. [0003] Steroid hormones have strong anti-infection, anti-allergic, anti-viral and anti-shock pharmacological effects, and are important drugs for treating rheumatism, cardiovascular, lymphoid leukemia, cellular encephalitis, skin diseases, anti-tumor and resc...

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): C12P39/00C12P33/02C12P33/00C07J5/00C12R1/845C12R1/06
CPCC12P39/00C07J5/0053C12P33/00C12P33/02
Inventor 杜艳冯永华潘永亮胡雄罗群赵百合
Owner JIANGSU YUANDA XIANLE 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