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A method for extracting and separating amlodipine enantiomers using amino acid ionic liquid

A technology of ionic liquid and amlodipine, which is applied in liquid solution solvent extraction, organic chemical methods, chemical instruments and methods, etc., can solve the problems of high energy consumption, easy pollution of the environment, low selectivity, etc., and achieve good separation effect, The effect of improving separation efficiency and increasing energy demand

Active Publication Date: 2020-12-29
KUNMING SINOWAY NATURAL PHARMA
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Problems solved by technology

[0007] Aiming at the problems that the existing amlodipine enantiomer separation method is easy to pollute the environment, high energy consumption, low selectivity, etc., the present invention provides a method for extracting and separating amlodipine enantiomers by using amino acid ionic liquid. -Butyl-3-methylimidazolium glutamate is used as the identification agent for extraction and separation. The specific technical scheme is as follows:

Method used

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  • A method for extracting and separating amlodipine enantiomers using amino acid ionic liquid
  • A method for extracting and separating amlodipine enantiomers using amino acid ionic liquid
  • A method for extracting and separating amlodipine enantiomers using amino acid ionic liquid

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Effect test

Embodiment 1

[0019] Such as figure 1 As shown, a certain amount of 1-butyl-3-methylimidazolium glutamate is dissolved in the acetic acid-sodium acetate buffer solution (pH=5.5) with a concentration of 0.01mol / L to make an amino acid ionic liquid with a concentration of 0.005mol / L water phase; the racemate amlodipine was dissolved in n-decyl alcohol to make a concentration of 2.0g / L oil phase. Take 5 mL each of the water phase and the oil phase, put them together in a test tube, and shake them in a constant temperature shaker in a water bath for 5 hours, and control the extraction temperature to 25°C. After the extraction was completed, the test tube was left to stand for more than half an hour, and then the oil phase was taken out to detect the concentration of (R)-amlodipine and (S)-amlodipine. The concentrations of the two enantiomers in the aqueous phase were obtained by subtraction according to the law of conservation of mass. The distribution coefficient and enantioselectivity coeff...

Embodiment 2

[0026] A certain amount of 1-butyl-3-methylimidazolium glutamate is dissolved in the acetic acid-sodium acetate buffer solution (pH=5.5) with a concentration of 0.3mol / L to prepare an amino acid ionic liquid with a concentration of 0.025mol / L The aqueous phase of L; the amlodipine racemate is dissolved in n-decyl alcohol to make a concentration of 2.5g / L oil phase. Take 5 mL each of the oil phase and the water phase, put them together in a test tube, and extract at a constant temperature of 5 °C for 5 hours. Let the test tube stand still for more than half an hour, then take the oil phase to detect the concentration of the two enantiomers, and calculate the partition coefficient and enantioselectivity coefficient. The results showed that the partition coefficients of (R)-amlodipine and (S)-amlodipine were 11.98 and 15.45, respectively, and the enantioselectivity coefficient was 1.29.

[0027] Collect the extracted water phase, mix it with n-decyl alcohol in equal volume, then...

Embodiment 3

[0029]A certain amount of 1-butyl-3-methylimidazolium glutamate is dissolved in the acetic acid-sodium acetate buffer solution (pH=3.0) with a concentration of 0.6mol / L to make an amino acid ionic liquid with a final concentration of 0.3mol / L of the aqueous phase. Amlodipine racemate was dissolved in n-decyl alcohol to prepare an oil phase with a concentration of 5.0 g / L. Take 5 mL each of the oil phase and the water phase, put them together in a test tube, and extract at 15°C for 5 hours. After the two phases are completely separated, the test tube is left to stand for more than half an hour, then the oil phase is taken out to detect the enantiomer concentration of amlodipine, and the corresponding partition coefficient and enantiomer selectivity coefficient are calculated. The results showed that the enantioselectivity coefficient of amlodipine after extraction was 1.18, and the partition coefficients of (R)-amlodipine and (S)-amlodipine were 3.48 and 4.11, respectively. ...

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Abstract

The invention discloses a method for extracting and separating amlodipine enantiomers by the aid of amino acid ionic liquid and a method for reusing the amino acid ionic liquid by means of back extraction. The methods have the advantages that 1-butyl-3-methylimidazole glutamate is used as a chiral recognition agent, and accordingly the method for extracting and separating the amlodipine enantiomers is excellent in amlodipine separation performance; the method for reusing the amino acid ionic liquid by means of back extraction has extremely important significance in reducing the production cost; the methods are simple, convenient and feasible, and are free of strict restriction on extraction temperatures, little in environmental pollution and suitable for mass production.

Description

technical field [0001] The invention relates to a method for extracting and separating amlodipine enantiomers by using amino acid ionic liquid, and belongs to the technical field of chemical separation engineering. Background technique [0002] The full name of amlodipine is 6-methyl-2-(2-aminoethoxy)methyl-4-(2-chlorophenyl)-1,4-dihydro-3,5-pyridine dicarboxylic acid methyl ethyl ester , is a dihydropyridine calcium ion channel antagonist, widely used clinically in the treatment of cardiovascular and cerebrovascular diseases such as hypertension, coronary heart disease and angina pectoris. Because of its definite curative effect, long half-life, stable and moderate antihypertensive effect, and long-lasting effect, it is considered to be an ideal first-line antihypertensive drug of choice. [0003] There is a chiral carbon atom in the molecular structure of amlodipine, so it has two optical isomers. Pharmacological studies have shown that its antihypertensive activity main...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D211/90C07B57/00B01D11/04
CPCB01D11/04C07B57/00C07B2200/07C07D211/90
Inventor 丁琦何潮洪崔兴练伟平单若妮
Owner KUNMING SINOWAY NATURAL PHARMA
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