High efficiency liquid chromatography method for separating alvimopan and optical isomers thereof

A high-performance liquid chromatography, optical isomer technology, applied in the field of analysis, can solve problems such as high cost and achieve the effect of high separation

Inactive Publication Date: 2018-11-27
周康政
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although the literature has reported HPLC methods for the determination of alvimopan optical isomer impurities, these methods e...

Method used

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  • High efficiency liquid chromatography method for separating alvimopan and optical isomers thereof
  • High efficiency liquid chromatography method for separating alvimopan and optical isomers thereof
  • High efficiency liquid chromatography method for separating alvimopan and optical isomers thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] Embodiment 1: chiral mobile phase method

[0071] 1. Instruments and reagents

[0072] Shimadzu high performance liquid chromatography (Shimadzu LC-20AT pump, SPD-M20A detector, LC solution workstation), XP205 1 / 100,000 electronic balance (METTLER company).

[0073] Acetonitrile and methanol were HPLC grade; water was commercially available Wahaha purified water. Alvimopan reference substance (mass fraction 98.7%), Alvimopan enantiomer reference substance (mass fraction 97.8%), Alvimopan diastereomer (2S, 3S, 4S) reference substance (mass fraction 99.7%), alvimopan diastereoisomers (2R, 3R, 4R) reference substances (mass fraction 89.6%) were purchased from Tianjin Taipu Pharmaceutical Technology Development Co., Ltd.

[0074] 2. Methods and results

[0075] 1. Solution preparation

[0076] Monomer reference solution: Accurately weigh the appropriate amount of alvimopan, enantiomers, diastereoisomers (2R, 3R, 4R), (2S, 3S, 4S), and prepare them respectively with mobi...

Embodiment 2

[0088] Embodiment 2: chiral mobile phase method

[0089] 1. Instruments and reagents

[0090] Shimadzu high performance liquid chromatography (Shimadzu LC-20AT pump, SPD-M20A detector, LC solution workstation), XP205 1 / 100,000 electronic balance (METTLER company).

[0091] Acetonitrile and methanol were HPLC grade; water was commercially available Wahaha purified water. Alvimopan reference substance (mass fraction 98.7%), Alvimopan enantiomer reference substance (mass fraction 97.8%), Alvimopan diastereomer (2S, 3S, 4S) reference substance (mass fraction 99.7%), alvimopan diastereoisomers (2R, 3R, 4R) reference substances (mass fraction 89.6%) were purchased from Tianjin Taipu Pharmaceutical Technology Development Co., Ltd.

[0092] 2. Methods and results

[0093] 1. Solution preparation

[0094] Monomer reference solution: Accurately weigh the appropriate amount of alvimopan, enantiomers, diastereoisomers (2R, 3R, 4R), (2S, 3S, 4S), and prepare them respectively with mobi...

Embodiment 3

[0106] Embodiment 3: chiral mobile phase method

[0107] 1. Instruments and reagents

[0108] Shimadzu high performance liquid chromatography (Shimadzu LC-20AT pump, SPD-M20A detector, LC solution workstation), XP205 1 / 100,000 electronic balance (METTLER company).

[0109] Acetonitrile and methanol were HPLC grade; water was commercially available Wahaha purified water. Alvimopan reference substance (mass fraction 98.7%), Alvimopan enantiomer reference substance (mass fraction 97.8%), Alvimopan diastereomer (2S, 3S, 4S) reference substance (mass fraction 99.7%), alvimopan diastereoisomers (2R, 3R, 4R) reference substances (mass fraction 89.6%) were purchased from Tianjin Taipu Pharmaceutical Technology Development Co., Ltd.

[0110] 2. Methods and results

[0111] 1. Solution preparation

[0112] Monomer reference solution: Accurately weigh the appropriate amount of alvimopan, enantiomers, diastereoisomers (2R, 3R, 4R), (2S, 3S, 4S), and prepare them respectively with mobi...

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Abstract

The invention discloses a high efficiency liquid chromatography method for separating alvimopan and optical isomers thereof. The method can effectively separate the alvimopan and the optical isomers thereof by using a chiral mobile phase method or a common modified silica gel filler chromatographic column, and the separation degree is high; a chiral mobile phase additive is N-dodecanoyl-L-proline,N-dodecanoyl-4-hydroxy-L-proline or N-acetyl-L-hydroxyproline, and a common modified silica gel filler is eugenol or a curcumin bonded modified silica gel.

Description

technical field [0001] The invention belongs to the field of analysis, and relates to the separation and detection of optical isomers in alvimopan raw materials. Background technique [0002] The chemical name of Alvimopan is [[(2S)-2-[[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidin-1-yl]methyl ]-3-Phenylpropionyl]amino]acetic acid, a highly selective and specific opioid receptor antagonist, is the first and only drug approved for the treatment of postoperative ileus in the world. The U.S. Food and Drug Administration (FDA) approved it for marketing in May 2008. It is suitable for accelerating the recovery of upper and lower gastrointestinal tract functions after primary resection and anastomosis of part of the large intestine or small intestine. In October 2013, the FDA changed its indication to "used to accelerate the recovery of the upper and lower gastrointestinal tract functions of patients after surgery, and partial intestinal primary resection and anastomosis are ...

Claims

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Application Information

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IPC IPC(8): G01N30/06G01N30/74
CPCG01N30/06G01N30/74
Inventor 周康政
Owner 周康政
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