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

Synthesis method of agmatine sulfate

A technology of agmatine sulfate and a synthesis method, which is applied in the field of synthesis of arginine derivatives, can solve the problems of low yield, high production cost and high cost of raw materials, and achieves the effects of low cost, easy control and little pollution

Inactive Publication Date: 2014-04-30
SHANGHAI XUXIN CHEM
View PDF5 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] (2) Using 1,4-butanediamine as the raw material, O-methylisothiourea sulfate as the guanidinating reagent, as shown in the following reaction formula, the advantage of this method is that it is more environmentally friendly than the method (1), and the disadvantage is It is low yield and high cost of raw materials, resulting in high production 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
  • Synthesis method of agmatine sulfate
  • Synthesis method of agmatine sulfate
  • Synthesis method of agmatine sulfate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Example 1 , a kind of synthetic method of agmatine sulfate

[0019] A kind of synthetic method of agmatine sulfate, comprises the following steps: take the 1,4-butanediamine of 88g (1mol) as raw material, with the cyanamide aqueous solution of 168mL (the weight volume percent content of cyanamide is 25% , containing 1 mol of cyanamide) as a guanidinylation reagent for addition reaction, the reaction temperature is 50°C, the reaction time is 30h, agmatine can be obtained, and then sulfuric acid is used to form a salt, that is, the purity is 99.8%.

[0020] The detection data of the obtained product are as follows: m.p.: 234.1-236.8°C. 1 H-NMR (D 2 O;500MHz): 1.60 (m, 4H), 2.90 (t, J=6.0Hz, 2H), 3.11 (t, J=5.2Hz, 2H). IR(KBr):3373, 3164, 1665, 1131cm -1 . MS(CI)m / z:228(M + ). Elemental Analysis C 5 h 14 N 4 ·H 2 SO 4 : theoretical value C: 26.3%, H: 7.0%, N: 24.6%; experimental value C: 26.3%, H: 7.0%, N: 24.6%.

Embodiment 2

[0021] Example 2 , a kind of synthetic method of agmatine sulfate

[0022] A kind of synthetic method of agmatine sulfate, comprises the following steps: take the 1,4-butanediamine of 88g (1mol) as raw material, with 140mL cyanamide aqueous solution (the weight volume percent content of cyanamide is 45%, Containing 1.5mol of cyanamide) as a guanidinylation reagent, carry out addition reaction, the reaction temperature is 70°C, and the reaction time is 20h, agmatine can be obtained, and then sulfuric acid is used to form a salt, that is, the purity is 99.6%.

[0023] The detection data of the obtained product are as follows: m.p.: 235.0-236.5°C. 1 H-NMR (D 2 O;500MHz): 1.60 (m, 4H), 2.90 (t, J=6.0Hz, 2H), 3.11 (t, J=5.2Hz, 2H). IR(KBr):3373, 3164, 1665, 1131cm -1 . MS(CI)m / z:228(M + ). Elemental Analysis C 5 h 14 N 4 ·H 2 SO 4 : theoretical value C: 26.3%, H: 7.0%, N: 24.6%; experimental value C: 26.3%, H: 7.0%, N: 24.6%.

Embodiment 3

[0024] Example 3 , a kind of synthetic method of agmatine sulfate

[0025] A kind of synthetic method of agmatine sulfate, comprises the following steps: take the 1,4-butanediamine of 88g (1mol) as raw material, with 168mL cyanamide aqueous solution (the weight volume percentage content of cyanamide is 50%, Containing 2 mol of cyanamide) as a guanidinylation reagent, carry out addition reaction, the reaction temperature is 90°C, the reaction time is 10h, agmatine can be obtained, and then sulfuric acid is used to form a salt, that is, it is obtained, and the purity is 99.7 %.

[0026] The detection data of the obtained product are as follows: m.p.: 234.5-236.6°C. 1 H-NMR (D 2 O;500MHz): 1.60 (m, 4H), 2.90 (t, J=6.0Hz, 2H), 3.11 (t, J=5.2Hz, 2H). IR(KBr):3373, 3164, 1665, 1131cm -1 . MS(m / z):228(M + ). Elemental Analysis C 5 h 14 N 4 ·H 2 SO 4 : theoretical value C: 26.3%, H: 7.0%, N: 24.6%; experimental value C: 26.3%, H: 7.0%, N: 24.6%.

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 synthesis method of agmatine sulfate. The method comprises the steps of carrying out addition reaction by taking 1,4-butanediamine as a raw material and a cyanamide water solution as a guanidination reagent to obtain agmatine, and forming salt with sulfuric acid to obtain agmatine sulfate. The synthesis method disclosed by the invention, by taking cyanamide water solution as the guanidination reagent, is moderate in reaction condition, easy to control, light in pollution, favorable for environmental protection, low in cost, and suitable for industrial production and application on a large scale.

Description

technical field [0001] The invention relates to a method for synthesizing arginine derivatives, in particular to a method for synthesizing agmatine sulfate. Background technique [0002] Agmatine is the product of arginine decarboxylation catalyzed by L-arginine decarboxylase (L-ADC). It is a neurotransmitter that is distributed in most organs and tissues of mammals. organ specificity. Research data show that agmatine has biological activities such as lowering blood sugar, lowering blood pressure, diuresis, anti-inflammation, anti-depression, and inhibiting cell proliferation, especially for the antagonistic effect on N-methyl-D-aspartate receptors. It is strong and long-lasting, and has a withdrawal effect on animal morphine dependence. It is a kind of detoxification drug with great development value. As a medicinal salt of agmatine, agmatine sulfate has a broad market application prospect. [0003] At present, the synthetic method of agmatine sulfate mainly contains foll...

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): C07C279/12C07C277/08
Inventor 严建祥张卫军张新
Owner SHANGHAI XUXIN CHEM
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