Supercharge Your Innovation With Domain-Expert AI Agents!

Crystal form of L-arginine phenylacetate and preparation method thereof

A technology of phenylacetate and arginine, which is applied in the preparation of carboxylates, the preparation of organic compounds, chemical instruments and methods, etc. - Arginine phenylacetate is unstable and unsuitable for industrial production, achieving significant clinical improvement, low production cost, and high crystal purity.

Active Publication Date: 2016-04-13
BRIGHTGENE BIO MEDICAL TECH (SUZHOU) CO LTD +1
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The present inventors have found through experiments that L-arginine and the corresponding carboxylic acid are heated gently in ethanol, and after vigorously stirring the reaction, the solvent is evaporated under reduced pressure, and the obtained product L-arginine phenylacetate is unstable. , easy to absorb moisture, and poor repeatability, not suitable for industrial production
[0010] Currently there is no literature report on the crystal form of L-arginine phenylacetate

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
  • Crystal form of L-arginine phenylacetate and preparation method thereof
  • Crystal form of L-arginine phenylacetate and preparation method thereof
  • Crystal form of L-arginine phenylacetate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1 Preparation of the crystal form of L-arginine phenylacetate:

[0038]

[0039] (1) Preparation of L-arginine phenylacetate seed crystals: Dissolve L-arginine (3.48g, 20mmol) and phenylacetic acid (2.99g, 22mmol) in 99% ethanol (27.84ml), heat up to At 40°C, a large amount of solids precipitated, stirred for 2.0h, cooled to room temperature, filtered, and dried at 40°C for 2.0h to obtain a white solid (5.86g, yield: 94.5%), which is L-arginine phenylacetate crystal kind.

[0040] (2) Preparation of crystal form of L-arginine phenylacetate: Dissolve L-arginine (3.48g, 20mmol) and phenylacetic acid (2.99g, 22mmol) in 99% ethanol (20.88ml) and heat up to 40°C, keep stirring for 10min, a large amount of solids precipitated, add ethanol (7.0ml), heat to reflux, add water (1.5ml), the solids are completely dissolved, cool to 0°C, add seed crystals (0.1g), stir for 1.5 h, filtered, and dried at 40°C for 2.0h to obtain a white solid (5.7g, yield: 91.9%), the X-r...

Embodiment 2

[0044] Example 2 Preparation of the crystal form of L-arginine phenylacetate

[0045] (1) Preparation of L-arginine phenylacetate: Dissolve L-arginine (3.48g, 20mmol) and phenylacetic acid (2.99g, 22mmol) in ethanol (27.84ml), heat up to 40°C, A large amount of solid precipitated out, filtered and dried to obtain solid powder of L-arginine phenylacetate.

[0046] (2) Add the L-arginine phenylacetate solid powder (5.5g) prepared in step 1) into 90% ethanol aqueous solution (29.4ml) and heat to reflux, the solid is completely dissolved, cooled to 0°C, and stirred for 1.5 h, filtered, and dried at 40°C for 2.0h to obtain white crystals, and its X-ray powder diffraction pattern is consistent with the attached figure 1 same.

Embodiment 3

[0047] Example 3 Preparation of the crystal form of L-arginine phenylacetate

[0048] Add L-arginine (3.48g, 20mmol) and phenylacetic acid (2.99g, 22mmol) into 95% ethanol (20.88ml) solution, stir, raise the temperature to 40°C, keep stirring for 0.1h, a lot of solids precipitate out , added 95% ethanol (20.88ml), heated to reflux, stirred, the solid was completely dissolved, cooled to 0°C, stirred for 3h, filtered, and dried at 40°C for 2.0h to obtain a white solid (5.4g, yield: 87.2%), X-ray powder diffraction pattern and attached figure 1 same.

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 crystal form of L-arginine phenylacetate and a preparation method thereof. The crystal form has an X-ray powder diffraction pattern which comprises absorption peaks when the value of 2[theta] is 7.2 DEG + / - 0.2 DEG, 16.1 DEG + / - 0.2 DEG, 16.1 DEG + / - 0.2 DEG, 19.0 DEG + / - 0.2 DEG and 21.7 DEG + / - 0.2 DEG. The preparation method for the crystal form comprises the following steps: dissolving L-arginine phenylacetate in a C1-3 alcohol solution, and carrying out crystallization so as to obtain the crystal form. According to the invention, the prepared crystal form has good stability; and the preparation method is simple to operate, has good repeatability and is suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of pharmacy, in particular to a crystal form of L-arginine phenylacetate and a preparation method thereof. Background technique [0002] L-arginine phenylacetate molecular formula is C 8 h 8 o 2 ·C 6 h 14 N 4 o 2 , the structural formula is as follows formula I: [0003] . [0004] It is known that except for hyperammonemia caused by arginase deficiency, other cases of hyperammonemia can be treated with arginine. Arginine can not only promote the excretion of ammonia, but also supplement essential amino acids in the body. Arginine participates in the ornithine cycle in the human body, promotes the formation of urea, and converts the ammonia produced in the human body into non-toxic urea through the ornithine cycle, which is excreted in the urine, thereby reducing the blood ammonia concentration; liver dysfunction At the same time, the human body mainly reduces blood ammonia through the synthesis o...

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
IPC IPC(8): C07C279/14C07C277/08C07C57/32C07C51/41A61P1/16A61P25/00
Inventor 袁建栋陈耀宋云松朱瑞杭文明孙启阳
Owner BRIGHTGENE BIO MEDICAL TECH (SUZHOU) CO LTD
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