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Preparation method of ornithine aspartate

A technology of ornithine aspartate and ornithine aspartate is applied in the field of preparation of ornithine aspartate, which can solve the problems of inconvenient procurement, transportation and use of ammonia water, unfavorable health of workers in the production environment, and the like. Low cost, easy industrial production, high product purity

Active Publication Date: 2017-05-24
SHAANXI TIANYU PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] Chongqing Libang's patent CN101798275A, Pukang's patent CN102942498A, Datong Changxing's patent CN103936611A, etc., all without exception use concentrated ammonia water or 18% ammonia water as an acid-binding agent to adjust pH and neutralize L-ornithine acetate The acetate of salt, the follow-up process is basically the same, the procurement, transportation and use of ammonia water are inconvenient, and it is not good for the production environment and the health of workers

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  • Preparation method of ornithine aspartate
  • Preparation method of ornithine aspartate

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[0035] The present invention relates to the preparation method of aspartic acid ornithine, the structural formula of described aspartic acid ornithine is:

[0036]

[0037] The preparation method comprises the following steps:

[0038] Step 1: Using L-ornithine acetate and L-aspartic acid as starting materials, adding acid-binding agent ammonium carbonate to neutralize the acetate group of L-ornithine acetate to obtain free L-ornithine acetate Amino acid; L-ornithine and L-aspartic acid react to form a salt of the two, namely aspartic acid ornithine;

[0039] Step 2: then using the difference in solubility of ornithine aspartate and ammonium acetate in the crystallization solvent to remove ammonium acetate to obtain pure ornithine aspartate with a yield of more than 90%.

[0040] The synthetic route of described preparation method is:

[0041] .

[0042] Step one is specifically:

[0043] Dissolve L-ornithine acetate and L-aspartic acid in water to form a suspension, ...

Embodiment 1

[0058] Add 22.5g of L-ornithine acetate (monohydrate), 13.3g of L-aspartic acid, and 20mL of purified water, and stir. Ammonium carbonate solution (9.9 g of ammonium carbonate dissolved in 40 mL of purified water) was added dropwise to the above suspension, with CO 2 Gas evolution with slight exotherm (control of drop rate). The suspension gradually became clear. After the addition, the stirring was continued for 10 minutes, and the pH value of the reaction solution was about 7.0-8.0. The temperature was raised to 70-80°C, and 150 mL of methanol was slowly added dropwise, and a solid precipitated out. After heat preservation and crystallization for 2h, it was slowly lowered to room temperature, and stirring was continued for 2h. Filter, and rinse the solid with about 50mL of methanol:water=4:1 mixture once, and then rinse with methanol (50mL×2). After pumping to dryness, 21.7 g of wet solid was obtained. It can be directly used for refining without drying.

[0059]Add 21...

Embodiment 2

[0061] Add 21.0g of L-ornithine acetate, 13.3g of aspartic acid, and 20mL of purified water, and stir. Ammonium carbonate solution (9.6 g ammonium carbonate dissolved in 40 mL purified water) was added dropwise to the above suspension, with CO 2 Gas evolution with slight exotherm (control of drop rate). The suspension gradually became clear. After the addition, the stirring was continued for 10 minutes, and the pH value of the reaction solution was about 7.0-8.0. The temperature was raised to 70-80°C, and 150 mL of ethanol was slowly added dropwise, and a solid precipitated out. After heat preservation and crystallization for 2h, it was slowly lowered to room temperature, and stirring was continued for 2h. Filter, and rinse the solid with about 50mL of ethanol: water = 4:1 mixture once, and then rinse with ethanol (50mL×2). After pumping to dryness, 22.5 g of wet solid was obtained. It can be directly used for refining without drying.

[0062] Add 22.5g of wet crude orni...

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Abstract

The invention relates to a preparation method of ornithine aspartate. The preparation method comprises the following steps: adding ammonium carbonate serving as an acid-binding agent into L-ornithine acetate and L-aspartate which serve as original raw materials to neutralize acetate of L-ornithine acetate, so as to obtain free L-ornithine; carrying out a reaction on L-ornithine and L-aspartate to generate salts of L-ornithine and L-aspartate, namely generating ornithine aspartate; and then removing ammonium acetate according to the dissolvability difference between ornithine aspartate and ammonium acetate in a crystallization solvent, and obtaining pure ornithine aspartate. According to the preparation method, ammonium carbonate replaces ammonia water, so that the shortcomings in a preparation process in the prior art are overcome; and the synthesis method is simple in process, safe, environmentally-friendly, high in efficiency, low in cost, high in product purity and convenient for industrial production.

Description

technical field [0001] The invention relates to the technical field of chemical pharmacy, in particular to a preparation method of ornithine-aspartate. Background technique [0002] Aspartic acid ornithine, is a salt formed by aspartic acid and ornithine, the chemical name is (S)-2,5-diaminovaleric acid-(S)-2-aminosuccinate, molecular formula for C 9 h 19 N 3 o 6 , the molecular weight is 265.27, and the structural formula is: [0003] [0004] Ornithine aspartate is a drug developed by German Merz Pharmaceuticals for the treatment of hepatic encephalopathy and other chronic liver diseases. It is mainly used for acute and chronic liver diseases, such as various types of hepatitis, cirrhosis, fatty liver, Elevated blood ammonia caused by post-hepatitis syndrome and treatment of hepatic encephalopathy, such as secondary hepatic detoxification function impairment or ictal hepatic encephalopathy, especially for the treatment of confusion in the early stage of hepatic com...

Claims

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Application Information

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IPC IPC(8): C07C227/18C07C227/42C07C229/26C07C229/24
CPCC07C227/18C07C227/42C07C229/26C07C229/24
Inventor 杨军营
Owner SHAANXI TIANYU PHARMA
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