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

Synthetic method of cefpirome sulfate

A technology of cefpirome sulfate and a synthesis method, which is applied in the directions of organic chemistry, antibacterial drugs, etc., can solve the problems of high synthesis cost and low yield, and achieve the effects of low raw material cost, convenient operation and simple synthesis route.

Active Publication Date: 2008-10-15
GUANGDONG JIUMING PHARMA
View PDF0 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is to provide a synthetic method of cefpirome sulfate, which solves the problem that the current synthetic method of cefpirome sulfate has low yield and high synthetic cost

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
  • Synthetic method of cefpirome sulfate

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment approach 1

[0033] The synthetic method of cefpirome sulfate provided in this specific embodiment first needs to prepare the dihydrobromide of cefpirome, and then prepare target product cefpirome sulfate with the dihydrobromide of the cefpirome produced, Its synthetic route is as follows:

[0034]

[0035] The specific steps of its synthesis are described as follows:

[0036] Preparation of cefpirome dihydrobromide comprises the following three steps:

[0037] Prepare the solution: After fixing the reaction flask in an ice-water bath, add 200 ml of dry tetrahydrofuran (THF) as an organic solvent to the reaction flask; then add the protective agent bromotrimethylsilane (21.42 g, 18.5mL, 140mmol), the temperature was controlled below 5°C during the addition process, and nitrogen was passed through to remove oxygen for 20 minutes.

[0038] Substitution reaction: Add 2,3-cyclopentenopyridine (20.23 g, 20 mL, 170 mmol) to the prepared solution, and keep the temperature of the system aroun...

specific Embodiment approach 2

[0047] Using dimethylformamide (DMF) instead of tetrahydrofuran in Embodiment 1, and then using benzene instead of carbon tetrachloride, the same target product can be obtained, but the yield is lower.

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
lengthaaaaaaaaaa
Login to View More

Abstract

The invention relates to a synthesis method for making cefpirome sulfate. The method comprises the following steps that: cefotaxime and 2, 3-cyclopenopyridine, with the molar ratio of between 1:7 and 1:12, are mixed with trimethyl bromosilicane used as protecting agent inside organic solvent to carry out substitution reaction, thereby generating cefpirome dihydrobromide; and the salt-forming reaction of the cefpirome dihydrobromide is carried out to make cefpirome sulfate. According to the synthesis method of cefpirome sulfate provided by the technical proposal of the invention, cefotaxime and trimethyl bromosilicane are respectively used as raw material and protecting agent to make cefpirome sulfate. Because enough supply and technical maturity of cefotaxime are realized in China and trimethyl bromosilicane is more active than trimethylchlorosilane and is cheaper than trimethyliodosiliane, the synthesis method has the advantages of low cost of raw material, high yield, simple synthetic route and convenient operation.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to an improved antibiotic synthesis process, in particular to a synthesis method of cefpirome sulfate. Background technique [0002] Cefpirome (cefpirome, CPR), trade name Cefrom, alias HR-810, is the fourth generation of new super-broad-spectrum cephalosporin jointly developed by the company Roselle Youkraf of France and Hoechst of Germany. Mycocin was first launched in Sweden in 1992. The molecular structure of cefpirome has the characteristics of zwitterions of tetravalent quaternary ammonium salts, and this structure makes it have obvious advantages when passing through the outer membrane of bacteria. Cefpirome is more effective than most third-generation cephalosporins for severe bacterial infections. It not only maintains the strong effect of the third-generation cephalosporins on Gram-negative bacteria, but also enhances the antibacterial effect on Gram-positive bacte...

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): C07D501/46A61P31/04
Inventor 管小明龚拥军
Owner GUANGDONG JIUMING 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