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A method for separating and detecting enantiomers in omeprazole

A technology for enantiomers and omeprazole, applied in the field of separation and detection of enantiomers in omeprazole, can solve the problems of poor repeatability of HPLC method, low impurity tolerance, short service life, etc. Easy methodological transfer, cost and durable, reproducible results

Active Publication Date: 2020-09-04
贝克诺顿(浙江)制药有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] First, chiral chromatographic columns such as Chiralpak AD column, Chiralcel OJ column, Chiralpak AS column, Chiralcel OD column are expensive, have low tolerance to impurities and short service life;
[0008] Second, as we all know, the HPLC method based on chiral chromatographic columns has poor reproducibility, and it is difficult to transfer the methodology between laboratories

Method used

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  • A method for separating and detecting enantiomers in omeprazole
  • A method for separating and detecting enantiomers in omeprazole
  • A method for separating and detecting enantiomers in omeprazole

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Effect test

Embodiment 1

[0032] 1. Experimental materials

[0033] LC-20A high performance liquid chromatography (Shimadzu, Japan);

[0034] Omeprazole reference substance was purchased from Huaxia Standard Materials Center, CAS number: 73590-58-6; Omeprazole enantiomer (ie esomeprazole, omeprazole S-isomer) reference substance was purchased from In Shenzhen Excellence Biotechnology Co., Ltd.; CAS number: 119141-88-7.

[0035] 2-Hydroxylauric acid was purchased from Zhengzhou Jacks Chemical Products Co., Ltd., CAS number: 37639-47-7, purity 98%; trade name: (±)-2-hydroxydodecanoic acid.

[0036] 2. Experimental method

[0037] 1. Preparation of mobile phase and separation test solution

[0038] Phosphate buffer: first prepare 10mM disodium hydrogen phosphate solution, then adjust the pH value to 7.5 with phosphoric acid.

[0039] Solvent: Acetonitrile and phosphate buffer are mixed according to the volume ratio of 24:76.

[0040] Separation test solution: Accurately weigh an appropriate amount of...

Embodiment 2

[0054] 1. Experimental materials

[0055] LC-20A high performance liquid chromatography (Shimadzu, Japan);

[0056] Omeprazole reference substance was purchased from Huaxia Standard Materials Center, CAS number: 73590-58-6; Omeprazole enantiomer (ie esomeprazole, omeprazole S-isomer) reference substance was purchased from In Shenzhen Excellence Biotechnology Co., Ltd.; CAS number: 119141-88-7.

[0057] 2-Hydroxylauric acid was purchased from Zhengzhou Jacks Chemical Products Co., Ltd., CAS number: 37639-47-7, purity 98%; trade name: (±)-2-hydroxydodecanoic acid.

[0058] 2. Experimental method

[0059] 1. Preparation of mobile phase and separation test solution

[0060] Phosphate buffer: first prepare 10mM disodium hydrogen phosphate solution, then adjust the pH value to 7.5 with phosphoric acid.

[0061] Solvent: Acetonitrile and phosphate buffer are mixed according to the volume ratio of 22:78.

[0062]Separation test solution: Accurately weigh an appropriate amount of ...

Embodiment 3

[0076] 1. Experimental materials

[0077] LC-20A high performance liquid chromatography (Shimadzu, Japan);

[0078] Omeprazole reference substance was purchased from Huaxia Standard Materials Center, CAS number: 73590-58-6; Omeprazole enantiomer (ie esomeprazole, omeprazole S-isomer) reference substance was purchased from In Shenzhen Excellence Biotechnology Co., Ltd.; CAS number: 119141-88-7.

[0079] 2-Hydroxylauric acid was purchased from Zhengzhou Jacks Chemical Products Co., Ltd., CAS number: 37639-47-7, purity 98%; trade name: (±)-2-hydroxydodecanoic acid.

[0080] 2. Experimental method

[0081] 1. Preparation of mobile phase and separation test solution

[0082] Phosphate buffer: first prepare 10mM disodium hydrogen phosphate solution, then adjust the pH value to 7.5 with phosphoric acid.

[0083] Solvent: Acetonitrile and phosphate buffer are mixed according to the volume ratio of 26:74.

[0084] Separation test solution: Accurately weigh an appropriate amount of...

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Abstract

The invention discloses a method for separating and detecting enantiomer in omeprazole. The method is an HPLC (High Performance Liquid Chromatography) method based on a reverse C18 chromatographic column, and a mobile phase is acetonitrile-phosphate buffer which contains chiral additive-2-hydroxylauric acid. According to the method provided by the invention, the chiral additive-2-hydroxylauric acid is added into the conventional acetonitrile and phosphate buffer mobile phase to serve as the chiral additive, and therefore, the separation of the omeprazole and the enantiomer thereof can be realized on the basis of the common reverse C18 chromatographic column. Compared with the existing chiral chromatographic column separation method, the method disclosed by the invention uses the common C18chromatographic column, so that the method has the advantages of low cost and durability, the HPLC method based on the reverse C18 chromatographic column is high in repeatability, and methodologicaltransfer can be easily carried out among laboratories.

Description

technical field [0001] The invention belongs to the field of medicine and relates to the detection of omeprazole isomers, in particular to a method for separating and detecting enantiomers in omeprazole. Background technique [0002] Omeprazole, as the first proton pump inhibitor (PPI), has been used in the treatment of acid-related diseases for more than ten years. Like other PPIs developed later, omeprazole is mainly metabolized by a polymorphic expression enzyme CYP2C19 in cytochrome P450 (CYP). Omeprazole has two optical isomers, a racemic mixture of S-omeprazole (esomeprazole, omeprazole enantiomer) and R-omeprazole, in the metabolism The above performance is stereoselective, and the chemical structure is as follows: [0003] [0004] Omeprazole will contain a small amount of esomeprazole, in order to control the quality of omeprazole, it is necessary to establish a detection method for esomeprazole impurities in omeprazole raw materials. [0005] At present, the ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N30/02
CPCG01N30/02
Inventor 薛春雅倪秀珍徐云谢小静徐艳
Owner 贝克诺顿(浙江)制药有限公司
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