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Bis-(6-oxo-m-nitrobenzaldehyde sulfonyl)-beta-cyclodextrin as well as preparation method and application thereof

A technology of nitrobenzenesulfonyl and nitrobenzenesulfonyl chloride is applied in the field of preparation and application of chiral selectors, and can solve the problems of not establishing separation and detection methods and the like

Active Publication Date: 2014-08-06
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Nowadays, most drug enantiomers have not yet established effective separation and detection methods

Method used

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  • Bis-(6-oxo-m-nitrobenzaldehyde sulfonyl)-beta-cyclodextrin as well as preparation method and application thereof
  • Bis-(6-oxo-m-nitrobenzaldehyde sulfonyl)-beta-cyclodextrin as well as preparation method and application thereof
  • Bis-(6-oxo-m-nitrobenzaldehyde sulfonyl)-beta-cyclodextrin as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] β-CD-N 2 Preparation and application effect of chiral HPCE monolithic column

[0080] A new type of chiral separation material, bis-(6-oxo-m-nitrobenzenesulfonyl)-β-cyclodextrin, was used to prepare a HPCE monolithic column for high performance capillary electrophoresis. Using scanning electron microscopy, it was confirmed that there was a dense layer in the capillary column , there is also a large gap.

[0081] 1. Preparation method of high performance capillary electrophoresis column

[0082] The preparation method is to pretreat an empty HPCE capillary column (Yongnian, Hebei, with an inner diameter of 75 μm and a column length of 55 cm) (washing with methanol, sodium hydroxide, and hydrochloric acid in turn to activate the column), and then inject 1 μmol of bis-(6-oxo-methylene Nitrobenzenesulfonyl)-β-cyclodextrin, 15 μmol glycidyl methacrylate, 6 μmol ethylene glycol dimethacrylate, and 30 μmol azobisisobutyronitrile were injected into the tube and filled, and re...

Embodiment 2

[0087] Using the chiral bis-(6-oxo-m-nitrobenzenesulfonyl)-β-cyclodextrin monolithic column prepared in Example 1 to separate chiral drugs cetirizine, mexiletine, ofloxacin, and bubi Caine and propafenone

[0088] 1. Main instruments and reagents

[0089] 1.1 Instrument

[0090] HPCE instrument (Beijing Cailu, CL1020 type); HPCE instrument (USA BECKMAN, MDQ type); pH acidity meter (Shanghai Weiye, ZD-2 type); ultrasonic cleaner (Kunshan Ultrasonic Instrument, KQ2200B type); electronic analytical balance (Shanghai Sunny, FA2004); electromagnetic stirrer (Shanghai Weiye, CJ-1); fused silica capillary (Hebei Yongnian, 50cm×Φ75μm); syringe filter (Tianjin Jinteng, 0.22μm); Shaxing Tablets (Guangzhou Baiyun Mountain); Ofloxacin Reference Substance (National Institute for Drug Control, Content 98.8%); Bupivacaine Injection (Shanghai Hefeng); Bupivacaine Reference Substance (National Institute for Drug Control, Content 98.8%) %); Cetirizine Hydrochloride Tablets (Suzhou Dongrui); ...

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PUM

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Abstract

The invention relates to the technical field of preparation and application of a chiral selector, and particularly discloses a bis-(6-oxo-m-nitrobenzaldehyde sulfonyl)-beta-cyclodextrin (beta-CD-N2) as well as a preparation method and an application of the beta-CD-N2 serving as the chiral selector in high-performance capillary electrophoresis, namely the application of the beta-CD-N2 in preparation of a chiral electrophoresis monolithic column for separating chiral materials. The preparation method is characterized in that firstly a synthesis method of the beta-CD-N2 is confirmed, the derivative is characterized by using means such as ultraviolet, infrared, photoelectron spectroscopy, nuclear magnetic resonance, mass spectrometry and elemental analysis, after comprehensive analysis, the molecular formula of the derivative is identified as C54H76O43N2S2, and the derivative is identified as a target derivative and is not reported before. The beta-CD-N2 is used for preparing a chiral HPCE (high-performance capillary electrophoresis) monolithic column and separating the chiral materials such as cetirizine, mexiletine, propafenone, ofloxacin and bupivacaine and can realize baseline separation, and accordingly, a novel method for quantitative determination of HPCE of a multi-chiral material single enantiomer can be established.

Description

technical field [0001] The invention relates to the technical field of preparation and application of chiral selectors, in particular to a bis-(6-oxo-m-nitrobenzenesulfonyl)-β-cyclodextrin and its preparation method and as a chiral selector in high-efficiency capillary The application in electrophoresis (HPCE), that is, the preparation of a chiral HPCE electrophoresis monolithic column for the resolution of chiral substances. Background technique [0002] Chirality is one of the typical characteristics existing in nature, and the separation of chiral substances is one of the most attractive tasks in chemistry today. With the development of life science, modern pharmaceutical industry and asymmetric synthesis work, chiral recognition and chiral resolution are getting more and more attention and research. Data show that among more than 1,200 kinds of synthetic drugs, more than 40% are optically active, while 90% are racemic administration. Pain patients are harmed to varying ...

Claims

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Application Information

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IPC IPC(8): C08B37/16C25B7/00G01N27/447
Inventor 沈静茹张祎
Owner SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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