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High-speed countercurrent chromatographic separation method for sertraline-hydrochloride cis-trans isomer

A technology of high-speed countercurrent chromatography and sertraline hydrochloride, which is applied in the field of high-speed countercurrent chromatography separation, can solve the problem of high cost, and achieve the effects of mild conditions, efficient and convenient separation process, and large amount of separation and preparation

Active Publication Date: 2019-04-19
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the above separation techniques are mainly used for the analysis of sertraline isomers, and there are certain limitations in the preparative separation process, and the cost is very high

Method used

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  • High-speed countercurrent chromatographic separation method for sertraline-hydrochloride cis-trans isomer
  • High-speed countercurrent chromatographic separation method for sertraline-hydrochloride cis-trans isomer
  • High-speed countercurrent chromatographic separation method for sertraline-hydrochloride cis-trans isomer

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Experimental program
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Effect test

Embodiment 1

[0035] (1) Mix 93.65ml 0.10mol / L citric acid aqueous solution with 6.35ml 0.20mol / L disodium hydrogen phosphate aqueous solution to obtain a citric acid-disodium hydrogen phosphate buffer solution with pH=7.6, then add 15.07g hydroxypropyl-β - Cyclodextrin is mixed to obtain a citric acid-disodium hydrogen phosphate buffer solution containing hydroxypropyl-β-cyclodextrin, wherein the concentration of hydroxypropyl-β-cyclodextrin is 0.10mol / L;

[0036] Then mix n-hexane with citric acid-disodium hydrogen phosphate buffer solution containing hydroxypropyl-β-cyclodextrin according to the volume ratio of 1:1 and place them in a separatory funnel, shake well, let stand to separate layers, and wait for equilibrium After separation, the obtained organic phase was used as the stationary phase, and the aqueous phase was used as the mobile phase.

[0037] (2) Weigh 2 mg of racemic sertraline hydrochloride (mainly cis-sertraline hydrochloride, synthetic method references: Peng Dongming, ...

Embodiment 2

[0043](1) Mix 95.75ml 0.10mol / L citric acid aqueous solution with 4.25ml 0.20mol / L disodium hydrogen phosphate aqueous solution to obtain pH=7.8 citric acid-disodium hydrogen phosphate buffer solution, then add 15.07g hydroxypropyl-β- The cyclodextrins are mixed to obtain a citric acid-disodium hydrogen phosphate buffer solution containing hydroxypropyl-β-cyclodextrin, wherein the concentration of hydroxypropyl-β-cyclodextrin is 0.10mol / L;

[0044] Then mix n-hexane with citric acid-disodium hydrogen phosphate buffer solution containing hydroxypropyl-β-cyclodextrin according to the volume ratio of 1:1 and place them in a separatory funnel, shake well, let stand to separate layers, and wait for equilibrium After separation, the obtained organic phase was used as the stationary phase, and the aqueous phase was used as the mobile phase.

[0045] (2) Weigh 2 mg of racemic sertraline hydrochloride and dissolve it in 1 ml of water phase, fully dissolve to make a sample solution for ...

Embodiment 3

[0051] (1) Mix 93.65ml 0.10mol / L citric acid aqueous solution with 6.35ml 0.20mol / L disodium hydrogen phosphate aqueous solution to obtain a citric acid-disodium hydrogen phosphate buffer solution with pH=7.6, then add 15.07g hydroxypropyl-β- The cyclodextrins are mixed to obtain a citric acid-disodium hydrogen phosphate buffer solution containing hydroxypropyl-β-cyclodextrin, wherein the concentration of hydroxypropyl-β-cyclodextrin is 0.10mol / L;

[0052] Then mix n-hexane with citric acid-disodium hydrogen phosphate buffer solution containing hydroxypropyl-β-cyclodextrin according to the volume ratio of 1:1 and place them in a separatory funnel, shake well, let stand to separate layers, and wait for equilibrium After separation, the obtained organic phase was used as the stationary phase, and the aqueous phase was used as the mobile phase.

[0053] (2) Weigh 4 mg of racemic sertraline hydrochloride and dissolve it in 1 ml of water phase, fully dissolve to make a sample solut...

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Abstract

The invention discloses a high-speed countercurrent chromatographic separation method for sertraline-hydrochloride cis-trans isomer. The method includes the specific steps that an organic solvent anda citric acid-sodium hydrogen phosphate buffer solution containing hydroxypropyl-beta-cyclodextrin are mixed according to the volume ratio of 1:(0.5-10) to form a solvent system, standing layering isconducted, an obtained organic phase serves as a stationary phase, and a water phase serves as a mobile phase; separation is conducted with the countercurrent chromatography, and cis-form sertraline hydrochloride and trans-form sertraline hydrochloride are obtained. In the separation and purification process, the condition is mild, the separation process is efficient and convenient and fast, the separation and preparation quantity is large, the separation degree is high, and both the purity of the cis-form sertraline hydrochloride obtained after purification and the purity of the trans-form sertraline hydrochloride obtained after purification are larger than 98%.

Description

technical field [0001] The invention relates to a high-speed countercurrent chromatographic separation method, in particular to a high-speed countercurrent chromatographic separation method for cis-trans isomers of sertraline hydrochloride. Background technique [0002] Sertraline hydrochloride is a selective serotonin reuptake inhibitor, which has been widely used in the treatment of depression and obsessive-compulsive disorder. It can help improve the body's ability and effectively relieve the patient's depressive symptoms. Sertraline hydrochloride will form cis- and trans-isomers during the synthesis process. There are two chiral centers in its molecular structure, and there are two pairs of enantiomers (cis-1S, 4S and cis-1R, 4R and trans-1S, 4R and trans-1R, 4S), the specific structural formula is as follows: [0003] [0004] Among them, sertraline hydrochloride (1S, 4S) with medicinal value exists in the cis isomer, therefore, in order to ensure the effectiveness ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/88C07C211/42
CPCC07B2200/07C07C209/88C07C211/42
Inventor 童胜强孙文宇颜继忠
Owner ZHEJIANG UNIV OF TECH
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