Furanone-based amino acid compound, preparation method thereof and application of furanone-based amino acid compound as coagulant drug

A furanone-based amino acid and compound technology, which is applied in the field of furanone-based amino acid compounds and their preparation, can solve the problems of single and oligomeric types of functional groups, simple molecular structure, limited clinical application and the like, and achieves short coagulation time and preparation method. Simple, easy-to-use post-processing effects

Active Publication Date: 2021-03-30
SOUTH CHINA NORMAL UNIVERSITY
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the existing blood coagulation drugs can effectively act on one or several links in the blood coagulation process, and then achieve the blood coagulation effect, they generally have the problems of simple molecular structure and few types of functional groups, resulting in single performance of the drug, which is difficult to obtain in clinical practice. application is limited

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
  • Furanone-based amino acid compound, preparation method thereof and application of furanone-based amino acid compound as coagulant drug
  • Furanone-based amino acid compound, preparation method thereof and application of furanone-based amino acid compound as coagulant drug
  • Furanone-based amino acid compound, preparation method thereof and application of furanone-based amino acid compound as coagulant drug

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] 5-Mengli-3-bromo-2 (5H) furanone-based amino acid (compound D) synthesis:

[0035] 0.3961 g (2.00 mmol) of aminocyanoic acid and 0.1257 g (2.24 mmol) of potassium hydroxide were added to 50 ml of the two-necked carcolor, and then 5 ml of anhydrous ethanol was added, stirred and dissolved, and the vacuum excavated Air, filled with nitrogen protection, stirred, and then 0.3961 g (1 mmol) of 5-Mengli-3-bromo-2 (5H) furanone is dissolved with 5 mL of dichloromethane by constant pressure droplet funnel. In the dual-necked flask, 1 drop of 0.0 min is added, 30 min is added, stirred at room temperature for 24 h, and the reaction liquid is adjusted by the reaction liquid by 15% hydrochloric acid after the reaction, and extract 3 times with ethyl acetate (20 ml each time Ethyl acetate, separation, dry dry with anhydrous sodium sulfate, the crude product is separated from the column chromatography, resulting in 0.3442 g of 5-Mengli-3-bromo-2 (5H) furanone-ketoic acid (light Yellow so...

Embodiment 2

[0040] 5-Mengli-3-bromine-2 (5H) furanone-based amine acid (compound E) synthesis:

[0041] 0.1570 g (1.00 mmol) of aminethylcyclo acid and 0.1042 g (1.12 mmol) of potassium hydroxide were added to 50 ml of the bicycle, and then 7 ml of anhydrous ethanol was added, stirred and dissolved, and the vacuum was exhausted. Air, filled with nitrogen, stirred, and then 0.1980 g (0.50 mmol) of 5-Mengli-3,4-dibromo-2 (5H) furanone is dissolved after 5 ml of dichloromethane. Drip funnel is added to the di-neck flask, 1 drop per 60s, 20 min, at room temperature for 28 h, and the reaction liquid is adjusted with a mass fraction of 15% hydrochloric acid, extracts 3 times with ethyl acetate (EtOAc EtOAc) EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc Aminochlorocyathic acid (white solid, melting point 115.3 ~ 116.5 ° C, yield 82.5%).

[0042] 5-Mengli-3-bromine-2 (5H) furanone-based ammonium methic acid's nuclear magnetic resonance spectrum data is as follows:

[0043] 1H NMR (150MHz, CDC...

Embodiment 3

[0050] 5-Mengli-3-chloro-2 (5H) furanone-based amine acid (compound F) synthesis:

[0051] 0.10 59 g (0.674 mmol) of aminethoxyic acid and 0.0424 g (0.7549 mmol) of potassium hydroxide were added to 50 ml of the secondary and neculic flask, and then 5 ml of anhydrous ethanol was added, stirred and dissolved, and the vacuum was exhausted. Air, filled with nitrogen, stirred, and then 0.1034 g (0.337 mmol) 5-Mengli-3,4-dichloro-2 (5H) furanone is dissolved after 5 ml of dichloromethane. Drip funnel is added to the di-neck flask, 1 drop per 60s, 20 min, at room temperature for 28 h, and the reaction liquid is adjusted with a mass fraction of 15% hydrochloric acid, extracts 3 times with ethyl acetate (EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc EtOAc Aminochlorocyathic acid (white solid, melting point 108.4 ~ 109.7 ° C, yield 81.6%).

[0052] The nuclear magnetic resonance spectrum data of 5-Mengli-3-chloro-2 (5H) furanone-based amine acid is as ...

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
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to view more

Abstract

The invention discloses a furanone-based amino acid compound, a preparation method thereof and application of the furanone-based amino acid compound as a coagulant drug. The furanone-based amino acidcompound has a structural formula shown in the specification, in the formula, X is selected from one of -Cl and -Br, R1 is selected from one of C3-C10 alkyl groups and C6-C10 aryl groups, and R2 is selected from one of Cl and Br. The preparation method of the furanone-based amino acid compound comprises the following step: carrying out reaction on tranexamic acid, aminomethylbenzoic acid or aminocaproic acid and a 2 (5H)-furanone compound to obtain the furanone-based amino acid compound. The furanone-based amino acid compound has excellent blood coagulation performance and short blood coagulation time, is simple in preparation method, mild in reaction condition and simple in post-treatment operation, and is expected to be applied to clinic as a multifunctional medicine for coagulation, inflammation diminishing and pain relieving.

Description

Technical field [0001] The present invention relates to the technical field of coagulation materials, and more particularly to a furanone-based amino acid compound and a preparation method thereof and an application used as a prothrombopharmaceutical. Background technique [0002] Bleeding is the clinical manifestation of many diseases, and the health of humans constitutes a serious threat. The study on coagulation drugs has always been one of the hotspots of drug development. Small molecule hemostatic drugs have a high degree of effectiveness, pharmacokinetic characteristics, and high safety, and high safety. [0003] Currently, clinically commonly used small molecule coagulation drugs include phenolosarazine, Kabak, amminoic acid, aminotronate, aminocaproic acid, and the like. The use of phenolusulsulsolans and Kabako is diverse, and it is used to use it after chemical modification. After selecting a suitable pharmaceutical carrier load, there are also [Luo Y, "in combination w...

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): C07D307/66A61P7/02
CPCC07D307/66A61P7/02
Inventor 汪朝阳王能林建云杨凯罗时荷
Owner SOUTH CHINA NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap