Process for separating and determining pregabalin/Lyrica chiral isomer

A chiral isomer, pregabalin technology, applied in the field of analytical chemistry, can solve problems such as high cost and difficult separation, and achieve the effects of fast reaction speed, high analytical sensitivity and mild reaction conditions

Inactive Publication Date: 2006-06-14
CHONGQING PHARMA RES INST +1
View PDF0 Cites 14 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Determination of chiral isomers of pregabalin by chiral chromatographic column is not only costly but also difficult to separate

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Process for separating and determining pregabalin/Lyrica chiral isomer
  • Process for separating and determining pregabalin/Lyrica chiral isomer
  • Process for separating and determining pregabalin/Lyrica chiral isomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Instruments and Conditions

[0032] U.S. Agilent 1100 high performance liquid chromatography system and workstation; automatic sampling; chromatographic column adopts octadecylsilane bonded silica gel column; ultraviolet detection wavelength: 340nm; mobile phase: triethylamine solution (take 5ml of triethylamine, add water 1000ml, adjust the pH value to 3.0 with phosphoric acid solution)—acetonitrile (55:45).

[0033] Experimental procedure

[0034] Take about 160 mg of the racemate of pregabalin into a 10 ml measuring bottle, take an appropriate amount of 1 mol / L hydrochloric acid solution, shake to dissolve, neutralize with 1 mol / L sodium hydroxide solution, and dilute to the mark with water. Shake well as a sample solution; take another 10.0 mg of Nα-(5-fluoro-2,4-dinitrophenyl)-L-alanamine amide, add 1 ml of acetone, shake well, and use it as a derivatization reagent solution. Take 50 μl of sample solution, 200 μl of derivatization reagent solution and 20 μl of 1m...

Embodiment 2

[0037]Get in about 80mg of pregabalin to 10ml measuring bottle, prepare need testing solution according to the experimental procedure of embodiment 1 below, and carry out high performance liquid chromatography analysis under the condition of embodiment 1, the results are shown in image 3 .

[0038] image 3 The chromatographic peak with a retention time of 3.666 minutes is an excess derivatization reagent peak; the chromatographic peaks with a retention time of 8.212 minutes and 9.9.8067 minutes are respectively pregabalin (S configuration) and its chiral isomer impurities (R configuration , 0.5%) chromatographic peak. image 3 It shows that pregabalin and its chiral isomers and excess derivatization reagent can achieve baseline separation, and can accurately determine the chiral isomer impurities contained in pregabalin.

Embodiment 3

[0040] Get an appropriate amount of pregabalin capsule content (approximately equivalent to 80 mg of pregabalin) in a 10ml measuring bottle, prepare the test solution according to the experimental procedure of Example 1 below, and carry out HPLC analysis according to the conditions of Example 1 , see the result Figure 4 .

[0041] Figure 4 The chromatographic peak with a retention time of 3.633 minutes is the peak of excess derivatization reagent; the chromatographic peak with a retention time of 8.116 minutes is the chromatographic peak of pregabalin. Figure 4 It shows that pregabalin and excess derivatization reagent can achieve baseline separation, and if the sample contains pregabalin chiral isomer impurity, it can be accurately determined by this method.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention belongs to analytical chemistry region, and relates to the method of measuring chiral isomer of by high efficiency liquid chromatography after pregabalin deriving. The method of precolumn derivation supplied by the invention has advantages of geniality reaction conditions, steady derivation offspring, fast reaction rate, little subsidiary reaction, etc. It could realize separation and measuration for pregabalin and chiral isomer containing pregabalin preparation.

Description

technical field [0001] The invention belongs to the field of analytical chemistry and relates to derivatization and determination methods of compounds before columns, in particular to N α -(5-fluoro-2,4-dinitrophenyl)-L-propanamide and pregabalin (C 8 h 17 NO 2 ) After pre-column derivatization, use high performance liquid chromatography to separate and determine the method for chiral isomers of pregabalin. Background technique [0002] Pre-column derivatization is a method to improve detection sensitivity. For most compounds with no UV absorption or weak UV absorption, with appropriate derivatization methods, accurate determination including content and chiral isomers can be carried out. [0003] Pregabalin is a chiral drug for the treatment of epilepsy and neuralgia, its chemical name is (S)-3-(aminomethyl)-5-methylhexanoic acid, and its molecular formula is C 8 h 17 NO 2 ; chiral isomer of pregabalin, its chemical name is (R)-3-(aminomethyl)-5-methylhexanoic acid. ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): G01N30/02B01J20/281G01N30/06G01N30/74
Inventor 张道林付晓泰诸葛明蔡教泉樊斌
Owner CHONGQING PHARMA RES INST
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap