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Content determination method for 4,5-dimethoxy-1-(methyl amino methyl) benzocyclobutane optical isomer

A technology of methylaminomethyl and benzocyclobutane is applied in the field of detection of the content of pharmaceutical intermediates, which can solve problems such as difficulty in optical isomer content, achieve great social significance, solve quality control problems, and have strong practicability. Effect

Active Publication Date: 2015-04-22
WUHAN WUYAO SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the similar properties of optical isomers, it is difficult to detect the content of optical isomers
Through literature search, there is no report on the determination method of the intermediate 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane isomer

Method used

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  • Content determination method for 4,5-dimethoxy-1-(methyl amino methyl) benzocyclobutane optical isomer
  • Content determination method for 4,5-dimethoxy-1-(methyl amino methyl) benzocyclobutane optical isomer
  • Content determination method for 4,5-dimethoxy-1-(methyl amino methyl) benzocyclobutane optical isomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Chromatographic column: OD-RH (Chiralcel, 150mm×4.6mm, 5μm) chiral chromatographic column, column temperature 35°C

[0021] Mobile phase: 0.05mol / L potassium hexafluorophosphate solution (adjust the pH value to 2.0 with phosphoric acid solution)-acetonitrile (80:20)

[0022] Detection wavelength: 230nm

[0023] Flow rate: 0.5ml / min

[0024] Take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane, dissolve and dilute with mobile phase to make a solution containing about 0.1mg per 1ml, as the test solution; Each of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane S-isomer and 4,5-dimethoxy-1-(methylaminomethyl)benzene An appropriate amount of cyclobutane R-isomer is dissolved and diluted with mobile phase to make a solution containing about 1 μg per 1 ml, which is used as a reference substance stock solution, and the liquid phase positioning map is as follows: figure 1 with figure 2 As shown; take 4,5-dimethoxy-1-(methylaminomethyl)benzoc...

Embodiment 2

[0026] Chromatographic column: OD-RH (Chiralcel, 150mm×4.6mm, 5μm) chiral chromatographic column, column temperature 25°C

[0027] Mobile phase: 0.05mol / L potassium hexafluorophosphate solution (adjust the pH value to 2.5 with phosphoric acid solution)-methanol (95:5)

[0028] Detection wavelength: 230nm

[0029] Flow rate: 0.2ml / min

[0030] Take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane, dissolve and dilute with mobile phase to make a solution containing about 0.1mg per 1ml, as the test solution; Take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane R-isomer, dissolve and dilute with mobile phase to make a solution containing about 1 μg per 1ml, as a reference substance Stock solution; take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane and R-isomer, dissolve and dilute with mobile phase to make 4,5 - A mixed solution of 0.1 mg of dimethoxy-1-(methylaminomethyl)benzocyclobutane an...

Embodiment 3

[0032] Chromatographic column: OD-RH (Chiralcel, 150mm×4.6mm, 5μm) chiral chromatographic column, column temperature 30°C

[0033] Mobile phase: 0.05mol / L sodium hexafluorophosphate solution (adjust the pH value to 1.8 with phosphoric acid solution)-methanol and ethanol mixture (75:25)

[0034] Detection wavelength: 230nm

[0035] Flow rate: 0.5ml / min

[0036] Take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane, dissolve and dilute with mobile phase to make a solution containing about 0.1mg per 1ml, as the test solution; Take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane R-isomer, dissolve and dilute with mobile phase to make a solution containing about 1 μg per 1ml, as a reference substance Stock solution; take an appropriate amount of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane and R-isomer, dissolve and dilute with mobile phase to make 4,5 - A mixed solution of 0.1 mg of dimethoxy-1-(methylaminomethyl)b...

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Abstract

The invention provides a content determination method for a 4,5-dimethoxy-1-(methyl amino methyl) benzocyclobutane optical isomer. The content determination method adopts high performance liquid chromatography with an ultraviolet detector for detection, wherein the ultraviolet detector is 230nm in detection wavelength; the high performance liquid chromatography adopts an OD-RH chiral chromatographic column as a stationary phase, and a mixing solution of buffer salt and an organic solvent as a mobile phase, wherein mass percent of the buffer salt is 65-95%, and mass percent of the organic solvent is 5-35%. The method can effectively separate S type and R type of 4,5-dimethoxy-1-(methyl amino methyl) benzocyclobutane in a chromatogram map thoroughly and can accurately determine content of the optical isomer, thus solving a problem on quality control and guaranteeing process control of the optical isomer in a final product: ivabradine hydrochloride, so as to bring about great social significance for industrial mass production; the content determination method has a strong practicability.

Description

technical field [0001] The invention relates to a method for detecting the content of a pharmaceutical intermediate, in particular to a method for detecting the content of an optical isomer of 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane. Background technique [0002] Ivabradine hydrochloride is an antiangina pectoris drug, which has good antiangina pectoris and antimyocardial ischemia effects, and its molecular formula is C 24 h 36 N 2 o 5 HCl, the chemical name is 3-(3-{[((7S)-3,4-dimethoxybicyclo[4.2.0]oct-1,3,5-trien-7-yl)methyl ]-methylamino}propyl)-1,3,4,5-tetrahydro-7,8-dimethoxy-2-hydrogen-3-benzazepine-2-one hydrochloride, its The structural formula is: [0003] [0004] There is a chiral carbon in the molecule of ivabradine hydrochloride, which is introduced by its important intermediate 4,5-dimethoxy-1-(methylaminomethyl)benzocyclobutane, thus controlling intermediate 4 , The content of optical isomers in 5-dimethoxy-1-(methylaminomethyl)benzocyclo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N30/02
Inventor 乔春莲沈婕朱毅耿海明郭婷婷
Owner WUHAN WUYAO SCI & TECH
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