Check patentability & draft patents in minutes with Patsnap Eureka AI!

A kind of propofol phosphoramide derivative, its preparation method and its application in medicine

A pharmacy and drug technology, applied in the fields of propofol phosphoramide derivatives and intermediates and preparations thereof, can solve the problems of poor water solubility and poor stability of propofol, and achieve the effect of good oral absorption characteristics

Active Publication Date: 2021-11-02
XPISCORIC INC +1
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

After this type of drug enters the body orally, it can release 2,6-diisopropylphenol derivatives at a certain hydrolysis rate according to the design requirements, producing anesthetic, sedative and hypnotic effects, thereby overcoming the poor water solubility and poor stability of propofol Shortcomings

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 propofol phosphoramide derivative, its preparation method and its application in medicine
  • A kind of propofol phosphoramide derivative, its preparation method and its application in medicine
  • A kind of propofol phosphoramide derivative, its preparation method and its application in medicine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] (S)-2-[[(R)-(2,6-Diisopropyl)phenoxy-ethoxycarbonyl-phosphoryl]amino]propanoic acid isopropyl ester (1)

[0062] (S)-isopropyl 2-[[(R)-(2,6-diisopropylphenoxy)-(ethoxycarbonyl)phosphoryl]amino]propanoate(1)

[0063]

[0064]

[0065] first step

[0066] Ethoxycarbonylphosphonic acid (1b)

[0067] Ethoxycarbonylphosphonic acid

[0068] Ethyl diethoxyphosphoroformate 1a (210.0 g, 1.0 mol) was dissolved in 800 mL of acetonitrile, trimethylbromosilane (460.0 g, 3.0 mol) was added dropwise, and reacted at 65°C for 2 hours. After the reaction, it was concentrated under reduced pressure to obtain ethoxycarbonylphosphonic acid 1b as a yellow liquid (154.0 g, 1.0 mol, yield 100%).

[0069] second step

[0070] Ethyl dichlorophosphoroformate (1c)

[0071] Ethyl dichlorophosphorylformate

[0072] Dissolve methoxycarbonylphosphonic acid 1b (154.0g, 1.0mol) in 650mL of dichloromethane, under nitrogen protection, add oxalyl chloride (510.0g, 4.0mol) dropwise at 0°C, DMF (...

Embodiment 2

[0090] (S)-2-[[(R)-(2,6-diisopropyl)phenoxy-methoxycarbonyl-phosphoryl]amino]propanoic acid isopropyl ester (2)

[0091] (S)-isopropyl 2-[[(R)-(2,6-diisopropylphenoxy)-(methoxycarbonyl)phosphoryl]amino]propanoate(2)

[0092]

[0093]

[0094] first step

[0095] Methyl diethoxyphosphoroformate (2b)

[0096] Methyldiethoxyphosphorylformate

[0097] Triethyl phosphite 2a (50.0 g, 0.3 mol) was dissolved in 250 mL of dichloromethane, methyl chloroformate (28.4 g, 0.3 mol) was added dropwise at 0°C, and slowly raised to room temperature to react overnight. After the reaction, it was concentrated under reduced pressure to obtain methyl diethoxyphosphoroformate 2b as a colorless liquid (59.0 g, 0.3 mol, yield 100%).

[0098] second step

[0099] Methoxycarbonylphosphonic acid (2c)

[0100] Methoxycarbonylphosphonic acid

[0101] Methyl diethoxyphosphoroformate 2b (59.0 g, 0.3 mol) was dissolved in 250 mL of acetonitrile, trimethylbromosilane (138.2 g, 0.9 mol) was added d...

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

A propofol phosphoramide derivative, its preparation method and its application in medicine. The present invention relates to a kind of compound shown in general formula (I) and its stereoisomer or pharmaceutically acceptable salt, and the application in medicine, and the structure of the compound of general formula (I) is as follows, and its group definition is the same as The specification is consistent with the definition.

Description

technical field [0001] The invention relates to a propofol phosphoramide derivative, its intermediate, its preparation method, and its use in the preparation of medicines. Background technique [0002] Propofol, whose chemical name is 2,6-diisopropylphenol, is an alkyl acid short-acting intravenous general anesthetic widely used clinically, and is in a leading and dominant position in the intravenous anesthetic market at home and abroad . After intravenous injection, it is quickly distributed throughout the body, and can produce a sleep state within 40 seconds, and enter anesthesia quickly and smoothly. In clinical use, compared with other anesthetic drugs, propofol has a rapid onset of effect, rapid recovery, fully controllable pharmacokinetics and pharmacodynamics, a wide range of applicable diseases, and few contraindications. It is suitable for both ordinary patients and high-risk patients. It is safe to use. [0003] The phenolic hydroxyl group of propofol is prone t...

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): C07F9/44A61P25/00A61P25/20A61P25/22A61P25/24A61P25/06A61P25/08A61P25/18A61P23/00A61P9/10A61P1/08A61K31/664
CPCA61P1/08A61P9/10A61P23/00A61P25/00A61P25/06A61P25/08A61P25/18A61P25/20A61P25/22A61P25/24C07B2200/07C07B2200/13C07F9/443C07F9/4449C07F9/4465
Inventor 林其先宫爱申刘建余盛首一方健赵伟
Owner XPISCORIC INC
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com