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

Method for preparing gamithromycin

A technology of gamimycin and high erythromycin, which is applied to the preparation of sugar derivatives, chemical instruments and methods, and medical preparations containing active ingredients, etc., can solve the problems of high equipment requirements and expensive reagent prices, and reduce The effect of production cost, easy scale-up production, and mild reaction process

Active Publication Date: 2017-05-24
CHINA ANIMAL HUSBANDRY IND
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the existing disclosed synthetic method of gamithromycin, there are problems such as expensive reagents and high equipment requirements

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
  • Method for preparing gamithromycin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A preparation method of Gamithromycin: 9-deoxy-8a-aza-8a-homoerythromycin A (5.0g, 6.8mmol) and n-propanal (0.6g, 10.3mmol) were added in 100mL toluene, Then add 263mgPd / NiO, stir for 12 hours at 35°C under hydrogen, and detect by TLC. After the reaction is complete, filter with suction, spin dry under reduced pressure, add 60mL of water and 100mL of dichloromethane, and stir until the solids are completely dissolved. Finally, let stand to separate the liquid, discard the water layer, wash the organic layer twice, dry over anhydrous sodium sulfate, and spin dry under reduced pressure. The obtained crude product is recrystallized with methanol to obtain 4.7 g of white solid, the yield is 89.0%, and the purity by HPLC detection is 98.8 %.

Embodiment 2

[0024] A preparation method of gamithycin: 9-deoxy-8a-aza-8a-homoerythromycin A (5.0g, 6.8mmol) and n-propanal (0.6g, 10.3mmol) are added in 100mL xylene , then add 263mgPd / NiO, stir for 12 hours at a temperature of 25°C under hydrogen, and detect by TLC. After dissolving, stand for liquid separation, discard the water layer, wash the organic layer twice with water, dry over anhydrous sodium sulfate, and spin dry under reduced pressure. The obtained crude product is recrystallized with methanol to obtain 4.6 g of a white solid with a yield of 87.1%. The purity is determined by HPLC: 98.9%.

Embodiment 3

[0026] A preparation method of gamithycin: 9-deoxy-8a-aza-8a-homoerythromycin A (5.0g, 6.8mmol) and n-propanal (0.6g, 10.3mmol) were added to 100mL isopropanol Then add 263mgPd / NiO, stir for 12 hours at 35°C under hydrogen, TLC detection, after the reaction is over, filter with suction, spin dry under reduced pressure, add 60mL of water and 100mL of dichloromethane, stir until solid After complete dissolution, let stand to separate the liquid, discard the water layer, wash the organic layer twice, dry over anhydrous sodium sulfate, and spin dry under reduced pressure. The obtained crude product is recrystallized with methanol to obtain 4.8 g of white solid, the yield is 90.9%, and the purity is detected by HPLC. : 99.0%.

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 the technical field of chemical synthesis, in particular to a method for preparing gamithromycin. According to the preparation method, 9-deoxy-8a-aza-high erythromycin A and n-propanal are taken as raw materials, hydrogen is taken as a reducing agent, reaction is performed under the catalytic action of Pd / NiO, and gamithromycin is obtained. According to the preparation method, the reaction process is mild, no special hydrogenation device is required, and the production is amplified easily; a catalyst can be recycled many times, the production cost is reduced, and the method is more economical and environmentally friendly and conforms to large-scale industrial production requirements.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to a preparation method of gamithromycin. Background technique [0002] Gamithromycin is a veterinary antibiotic approved by the European Union in September 2007. It is the latest animal-specific macrolide semi-synthetic antibiotic developed by Merial, France. It is the main active ingredient of the veterinary antibiotic injection ZactranR. It is mainly used to prevent and treat respiratory diseases of non-lactating cows caused by pathogenic bacteria such as Mannella hemolyticus, Pasteurella and histophilia. Gamithromycin has better antibacterial effect than azithromycin, especially has strong antibacterial activity against Gram-negative and positive bacteria, and has been approved for the treatment of upper respiratory tract diseases in cattle. Gamithromycin has the advantages of special use for animals, single administration, rapid absorption, high bioavailability, low res...

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): C07H17/00C07H1/00A61K31/7052A61P31/04
CPCC07H1/00C07H17/00Y02P20/584
Inventor 张传良张国栋葛辛玫赵梅仙张淼马佳颖宋敏吴家鑫张刚
Owner CHINA ANIMAL HUSBANDRY IND
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