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

A kind of synthetic method and application of fospropofol sodium and intermediate thereof

A technology of fospropofol sodium and a synthesis method, applied in the field of drug synthesis and application, can solve the problems of large side effects, low biosafety and the like, and achieve the effects of simple operation, high yield and mild reaction conditions

Active Publication Date: 2022-08-05
RINGPU TIANJIN BIOLOGICAL PHARMA
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] However, in the traditional process, the synthesis of such compounds often uses chlorobromomethane as a highly toxic reagent, which has large side effects and low biological safety.

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
  • A kind of synthetic method and application of fospropofol sodium and intermediate thereof
  • A kind of synthetic method and application of fospropofol sodium and intermediate thereof
  • A kind of synthetic method and application of fospropofol sodium and intermediate thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] A preparation method of water-soluble propofol prodrug fospropofol sodium, the preparation method comprising the following steps:

Embodiment 1-a

[0046] Compound A (propofol) was dissolved in DMF (the volume-to-mass ratio of 5V:DMF to compound A was 5 mL / g), and potassium carbonate (2.0eq: the molar ratio of potassium carbonate to compound A was 2.0) was added, The reaction solution was cooled to 0-5°C, and CH was added dropwise with stirring. 3 I (2.0eq:CH 3 The molar ratio of I to Compound A is 2.0) in DMF (1V:DMF to CH 3 The volume-to-mass ratio of I is 1mL / g) solution, after the addition is completed, the reaction is raised to room temperature for 2-3h, TLC plate layer monitoring, after the reaction is completed, take the reaction solution and dilute it into ice water, separate out a large amount of solid, filter, dry to obtain the compound The crude product B, the mass yield of 106.8%, was used directly for the next reaction without further purification.

Embodiment 1-b

[0048] Compound B was dissolved in DMF (5V: The volume-to-mass ratio of DMF to Compound B was 5 mL / g), phosphorus pentachloride was added (1.0eq: the molar ratio of phosphorus pentachloride to Compound B was 1.0), and heated The reaction was carried out at 70°C for 3-4 hours, monitored by TLC, filtered after the reaction was completed, the filtrate was concentrated, water and ethyl acetate were added to the remaining liquid, and the liquid was separated. 3 The solution was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated to dryness to obtain a crude compound C with a mass yield of 115.9%.

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 provides a method for synthesizing fospropofol sodium and an intermediate thereof, including intermediate B and intermediate C, and the application of fospropofol sodium prepared by the synthetic method in an anesthetic sedative for animals . The method for synthesizing fospropofol sodium provided by the invention avoids using the highly toxic reagent chlorobromomethane, and has high safety; the prepared fospropofol intermediate has mild reaction conditions, simple and convenient operation, and the mass yield: >97%, which is easy to use. Industrialized production, the propofol prodrug prepared by the fospropofol sodium synthesized by the synthetic method provided by the present invention can produce the same clinical effect as the commercially available propofol emulsion injection, and no fospropofol anesthesia occurs induced myocardial depressive response.

Description

technical field [0001] The invention belongs to the field of drug synthesis and application, and relates to the synthesis and application of a propofol prodrug. Background technique [0002] Propofol is a phenol derivative, which has sedative and hypnotic effects after intravenous injection. It has been widely used for the induction and maintenance of anesthesia or sedation. Propofol injection has been approved for use in animals in China. Injection is a kind of fat emulsion. In addition to causing local pain after injection, it may also cause vascular embolism. As a fat emulsion, it will bring inconvenience during transportation, storage and use. Fospropofol sodium and its hydrate are a water-soluble prodrug of propofol, which is metabolized by alkaline phosphatase on the surface of endothelial cells to produce the active drug propofol after intravenous administration. It quickly reaches equilibrium in the brain tissue, thereby exerting a dose-dependent sedative-hypnotic e...

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): C07C41/22C07C41/16C07F9/09A61K31/661A61P23/00A61P25/20C07C43/225C07C43/205
CPCC07C41/22C07C41/16C07F9/091A61K31/661A61P23/00A61P25/20C07C43/225C07C43/205
Inventor 梁莉刘爱玲李亚玲张玉良李守军吴燕子
Owner RINGPU TIANJIN BIOLOGICAL 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