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Method of measuring content of optical isomers in (R)-lipoic acid

A technology of optical isomers and detection methods, which is applied in the direction of measuring devices, scientific instruments, instruments, etc., can solve the problems of optical isomers analysis and detection obstacles, great influence, and influence on drug quality analysis and quality control, etc. Effects of Safety and Effectiveness

Inactive Publication Date: 2017-07-18
SUZHOU FUSHILAI PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] At present, there is no report on the analysis and detection method of the optical isomer content of (R)-lipoic acid at home and abroad, but its optical purity is characterized by specific rotation, but the determination of specific rotation is greatly affected by temperature, impurities, etc. , the accuracy is not high
This brings obstacles to the analysis and detection of optical isomers of (R)-lipoic acid, affects the quality analysis and quality control of the drug, and then affects the safety and effectiveness of the drug

Method used

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  • Method of measuring content of optical isomers in (R)-lipoic acid
  • Method of measuring content of optical isomers in (R)-lipoic acid
  • Method of measuring content of optical isomers in (R)-lipoic acid

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Instruments and Conditions:

[0027] High performance liquid chromatography: Shimadzu LC-10, including infusion pump LC-10ATvp, UV detector SPD-10Avp, manual injector, HT-230 column thermostat.

[0028] Chromatographic column: CHIRALPAK AS-H 250mm×4.6mm, 5um

[0029] Detection wavelength: 220nm

[0030] Flow rate: 1.2ml / min

[0031] Column temperature: 25°C

[0032] Injection volume: 10μl

[0033] Mobile phase: n-hexane:methanol:trifluoroacetic acid=98:2:0.1

[0034] Experimental steps:

[0035] Take 10 mg each of the test product (R) lipoic acid and the reference substance (S)-lipoic acid, respectively, and dissolve them with ethanol to form a 1.0 mg / ml solution; Caprylic acid is 1.0mg / ml and a systemic suitability solution containing (S)-lipoic acid 5ug / ml. Carry out HPLC analysis by above-mentioned condition, record chromatogram, the result sees figure 1 .

[0036] figure 1 The chromatographic peak of middle retention time 18.507 minutes is (S)-lipoic acid,...

Embodiment 2

[0039] Instruments and Conditions:

[0040] High performance liquid chromatography: Shimadzu LC-10, including infusion pump LC-10ATvp, UV detector SPD-10Avp, manual injector, HT-230 column thermostat.

[0041] Chromatographic column: CHIRALPAK AS-H 150mm×4.6mm, 5um

[0042] Detection wavelength: 220nm

[0043] Flow rate: 0.8ml / min

[0044] Column temperature: 40°C

[0045] Injection volume: 10μl

[0046] Mobile phase: n-heptane: isopropanol: acetic acid = 85: 15: 0.5

[0047] Experimental steps:

[0048] Take 10 mg each of the test product (R)-lipoic acid and the reference substance (S)-lipoic acid, respectively, and dissolve them with ethanol to form a 1.0 mg / ml solution; take the above solution, dissolve and dilute it with ethanol to contain (R)- Lipoic acid 1.0mg / ml and system suitability solution containing (S)-lipoic acid 5ug / ml. Carry out HPLC analysis by above-mentioned condition, record chromatogram, the result sees figure 2 .

[0049] figure 2 The chromato...

Embodiment 3

[0052] Instruments and Conditions:

[0053] High performance liquid chromatography: Shimadzu LC-10, including infusion pump LC-10ATvp, UV detector SPD-10Avp, manual injector, HT-230 column thermostat.

[0054] Chromatographic column: CHIRALPAK AS-H 150mm×4.6mm, 5um

[0055] Detection wavelength: 220nm

[0056] Flow rate: 0.8ml / min

[0057] Column temperature: 35°C

[0058] Injection volume: 10μl

[0059] Mobile phase: n-heptane: isopropanol: acetic acid = 85: 15: 0.5

[0060] Experimental steps:

[0061] Take 10 mg each of the test product (R)-lipoic acid and the reference substance (S)-lipoic acid, respectively, and dissolve them with ethanol to form a 1.0 mg / ml solution; take the above solution, dissolve and dilute it with ethanol to contain (R)- Lipoic acid 1.0mg / ml and system suitability solution containing (S)-lipoic acid 5ug / ml. Carry out HPLC analysis by above-mentioned condition, record chromatogram, the result sees image 3 .

[0062] image 3 The chromatograp...

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Abstract

The invention relates to a method of measuring content of optical isomers in (R)-lipoic acid. In the method, a silica gel chiral column coated by amylose-tri-((S)-alpha-methyl-phenylcarbamate) is used, a mixed solvent of an alkane solvent, an alcohol solvent and an organic acid modifier is used as a mobile phase, optical isomers are separated under control of the flow rate and the column temperature of the silica gel chiral column and are detected through an ultraviolet detector, wherein the wavelength of the ultraviolet detector is controlled, so as to obtain the content of the optical isomers of R-lipoic acid. Through adoption of the method, two optical isomers of (R)-lipoic acid can be separated, and the content of each optical isomer of (R)-lipoic acid can be measured accurately, so that the content of optical isomers in R-(+)-lipoic acid tromethamine salt crude drug and preparation can be measured, a foundation is laid for quality analysis and quality control of the R-(+)-lipoic acid tromethamine salt crude drug and the preparation thereof, and the medicine security and effectiveness are ensured.

Description

technical field [0001] The invention belongs to the technical field of detection methods for the content of pharmaceutical intermediates, and in particular relates to a detection method for the content of optical isomers of (R)-lipoic acid. Background technique [0002] R-(+)-lipoic acid tromethamine salt has anti-inflammatory and cell-protective activity (EP427247), for the treatment of diabetes and insulin resistance (DE4, 343, 593), glucose metabolism in the central nervous system (ZNS) disorders (DE4,343,592) and as an appetite suppressant (DE19,818,563), thus having good medical uses (see EP702953). [0003] (R)-lipoic acid is a key intermediate for synthesizing R-(+)-lipoic acid tromethamine salt, controlling the content of optical isomers in (R)-lipoic acid is important for controlling the final product R-(+) - The optical isomers of lipoic acid tromethamine salt are of great significance. [0004] R-(+)-lipoic acid tromethamine salt is a chiral pure drug, its molec...

Claims

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Application Information

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IPC IPC(8): G01N30/02
CPCG01N30/02
Inventor 邢健张晓红
Owner SUZHOU FUSHILAI PHARMA CO LTD
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