CN109580790A - A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer - Google Patents
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer Download PDFInfo
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- CN109580790A CN109580790A CN201710896078.XA CN201710896078A CN109580790A CN 109580790 A CN109580790 A CN 109580790A CN 201710896078 A CN201710896078 A CN 201710896078A CN 109580790 A CN109580790 A CN 109580790A
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- silodosin
- solution
- optical isomer
- separating
- determining
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
Abstract
The invention discloses a kind of methods of liquid chromatography for separating and determining silodosin and its optical isomer: compounding system employment and suitability test (E & ST) solution；Prepare reference substance solution；Prepare test solution；Chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken, liquid chromatograph is injected, adjusts detection sensitivity；Test solution and control solution are taken, liquid chromatograph is injected separately into, chromatogram II and III are recorded, according to I, II, III analytical calculation of chromatogram.The present invention simply, can be separated quickly and accurately, detect silodosin and its optical isomer.
Description
Technical field
The present invention relates to silodosin determination techniques fields, and in particular to a kind of liquid chromatography for separating and determining silodosin
And its method of optical isomer.
Background technique
Silodosin is a kind of drug for treating hyperplasia of prostate, is developed and is listed by Japanese firm, and molecular formula is
C25H32F3N3O4, structure type belongs to phenyl alkylamide compound, chemical name are as follows: (R)-(-) -1- (3- hydroxypropyl) -5- [2-
[2- [2- (2,2,2- trifluoro ethoxy) phenoxy group] ethylamino-] propyl] -7- amine formyl indoline, i.e. silodosin is drug effect
Ingredient.
Contain 1 asymmetric carbon atom in silodosin molecule, spatial configuration difference can be generated simultaneously in compound synthesis
Optical isomer the optical isomer of silodosin is needed to carry out quality control during producing silodosin.Contain
The separation of the optical isomer of the compound of asymmetric carbon atom is always the difficult point of chiral drug Quality Control control, therefore, realizes west
The separation determination of Luo Duoxin and its optical isomer has realistic meaning in silodosin quality controlling party face, but in the prior art
And independent of the report of silodosin optical isomer measurement.
Summary of the invention
Technical problems based on background technology, the invention proposes a kind of liquid chromatography for separating and determining silodosins
And its method of optical isomer, the present invention simply, can be separated quickly and accurately, detect that silodosin and its optics are different
Structure body.
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer proposed by the present invention, the side
Method includes the following steps:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, and nothing is added
Water-ethanol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken,
Liquid chromatograph is injected, detection sensitivity is adjusted；Test solution and control solution are taken, liquid chromatograph is injected separately into, are remembered
Chromatogram II and III is recorded, according to I, II, III analytical calculation of chromatogram；
Wherein, chromatogram I is observed, the separating degree of silodosin and silodosin racemic modification is not less than 1.2；
If any chromatographic peak corresponding with silodosin racemic modification retention time in above-mentioned chromatogram II, by principal component external standard
Method is with calculated by peak area respective substance content.
Preferably, in step 1, the weight ratio of silodosin racemic modification and silodosin sample is 0.5-3:90-110.
Preferably, in step 1, the mass concentration of system suitability solution is 8-12mg/ml.
Preferably, in step 2, the mass concentration of reference substance solution is 0.03-0.07mg/ml.
Preferably, in step 3, the mass concentration of test solution is 8-12mg/ml.
Preferably, in step 4, the volume for injecting solution in liquid chromatograph is 3-7 μ L.
Preferably, in step 4, in the operation for adjusting detection sensitivity, make the peak height range of principal component silodosin
20-30%.
Preferably, in step 4, in the operation for adjusting detection sensitivity, reference substance solution continuous sample introduction 4-8 times, and institute
The relative standard deviation for obtaining silodosin area is not more than 2.5%.
Preferably, the chromatography column packing of the liquid chromatogram is that cellulose iii-(4- methyl benzoic acid ester) applies silica gel.
Preferably, the mobile phase of the liquid chromatogram includes hexane, diethylamine and dehydrated alcohol.
Preferably, the flow velocity of the mobile phase of the liquid chromatogram is 0.5-1.5ml/min.
Preferably, the Detection wavelength of the liquid chromatogram is 240-300nm.
Preferably, the chromatographic column column temperature of the liquid chromatogram is 20-60 DEG C.
Preferably, the hexane, diethylamine, dehydrated alcohol volume ratio be 90-96:7-13:4-10.
The present invention is using cellulose iii-(4- methyl benzoic acid ester) coating silica gel as chromatography column packing, with hexane, diethylamine
It is mobile phase with dehydrated alcohol, silodosin and its optical isomer can be effectively separated, so as to accurately control
The quality of silodosin.The present invention simply, can be separated quickly and accurately, detect silodosin and its optical isomer.
Detailed description of the invention
Fig. 1 is the schematic diagram of chromatogram I of the present invention.
Fig. 2 is the schematic diagram of chromatogram II of the present invention.
Specific embodiment
In the following, technical solution of the present invention is described in detail by specific embodiment.
Embodiment 1
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer, the method includes following steps
It is rapid:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, and nothing is added
Water-ethanol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken,
Liquid chromatograph is injected, detection sensitivity is adjusted；Test solution and control solution are taken, liquid chromatograph is injected separately into, are remembered
Chromatogram II and III is recorded, according to I, II, III analytical calculation of chromatogram.
Embodiment 2
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer, the method includes following steps
It is rapid:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, and nothing is added
Water-ethanol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken,
Liquid chromatograph is injected, detection sensitivity is adjusted；Test solution and control solution are taken, liquid chromatograph is injected separately into, are remembered
Chromatogram II and III is recorded, according to I, II, III analytical calculation of chromatogram；
Wherein, in step 1, the weight ratio of silodosin racemic modification and silodosin sample is 3:90；
In step 1, the mass concentration of system suitability solution is 12mg/ml.
Embodiment 3
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer, the method includes following steps
It is rapid:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, and nothing is added
Water-ethanol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken,
Liquid chromatograph is injected, detection sensitivity is adjusted；Test solution and control solution are taken, liquid chromatograph is injected separately into, are remembered
Chromatogram II and III is recorded, according to I, II, III analytical calculation of chromatogram；
Wherein, in step 1, the weight ratio of silodosin racemic modification and silodosin sample is 0.5:110；
In step 1, the mass concentration of system suitability solution is 8mg/ml；
In step 2, the mass concentration of reference substance solution is 0.03mg/ml；
In step 3, the mass concentration of test solution is 8mg/ml；
In step 4, the volume for injecting solution in liquid chromatograph is 7 μ L；
In step 4, in the operation for adjusting detection sensitivity, make the 20% of the peak height range of principal component silodosin；
In step 4, in the operation for adjusting detection sensitivity, reference substance solution continuous sample introduction 8 times, and gained silodosin
The relative standard deviation of area is not more than 2.5%；
The chromatography column packing of the liquid chromatogram is that cellulose iii-(4- methyl benzoic acid ester) applies silica gel；
The mobile phase of the liquid chromatogram includes hexane, diethylamine and dehydrated alcohol；
The flow velocity of the mobile phase of the liquid chromatogram is 0.5ml/min；
The Detection wavelength of the liquid chromatogram is 300nm；
The chromatographic column column temperature of the liquid chromatogram is 20 DEG C；
The hexane, diethylamine, dehydrated alcohol volume ratio be 96:7:10.
Embodiment 4
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer, the method includes following steps
It is rapid:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, and nothing is added
Water-ethanol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken,
Liquid chromatograph is injected, detection sensitivity is adjusted；Test solution and control solution are taken, liquid chromatograph is injected separately into, are remembered
Chromatogram II and III is recorded, according to I, II, III analytical calculation of chromatogram；
Wherein, in step 1, the weight ratio of silodosin racemic modification and silodosin sample is 1.5:95；
In step 1, the mass concentration of system suitability solution is 12mg/ml；
In step 2, the mass concentration of reference substance solution is 0.07mg/ml；
In step 3, the mass concentration of test solution is 12mg/ml；
In step 4, the volume for injecting solution in liquid chromatograph is 3 μ L；
In step 4, in the operation for adjusting detection sensitivity, make the 30% of the peak height range of principal component silodosin；
In step 4, in the operation for adjusting detection sensitivity, reference substance solution continuous sample introduction 4 times, and gained silodosin
The relative standard deviation of area is not more than 2.5%；
The chromatography column packing of the liquid chromatogram is that cellulose iii-(4- methyl benzoic acid ester) applies silica gel；
The mobile phase of the liquid chromatogram includes hexane, diethylamine and dehydrated alcohol；
The flow velocity of the mobile phase of the liquid chromatogram is 1.5ml/min；
The Detection wavelength of the liquid chromatogram is 240nm；
The chromatographic column column temperature of the liquid chromatogram is 60 DEG C；
The hexane, diethylamine, dehydrated alcohol volume ratio be 90:13:4.
Embodiment 5
A kind of method of liquid chromatography for separating and determining silodosin and its optical isomer, the method includes following steps
It is rapid:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, and nothing is added
Water-ethanol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I (referring to Fig.1)；It takes pair
According to product solution, liquid chromatograph is injected, adjusts detection sensitivity；Test solution and control solution are taken, liquid phase is injected separately into
Chromatograph, record chromatogram II (referring to Fig. 2) and III, according to I, II, III analytical calculation of chromatogram；
Wherein, in step 1, the weight ratio of silodosin racemic modification and silodosin sample is 1:100；
In step 1, the mass concentration of system suitability solution is 10.1mg/ml；
In step 2, the mass concentration of reference substance solution is 0.05mg/ml；
In step 3, the mass concentration of test solution is 10.1mg/ml；
In step 4, the volume for injecting solution in liquid chromatograph is 5 μ L；
In step 4, in the operation for adjusting detection sensitivity, make the 25% of the peak height range of principal component silodosin；
In step 4, in the operation for adjusting detection sensitivity, reference substance solution continuous sample introduction 6 times, and gained silodosin
The relative standard deviation of area is not more than 2.5%；
The chromatography column packing of the liquid chromatogram is that cellulose iii-(4- methyl benzoic acid ester) applies silica gel；
The mobile phase of the liquid chromatogram includes hexane, diethylamine and dehydrated alcohol；
The flow velocity of the mobile phase of the liquid chromatogram is 1.0ml/min；
The Detection wavelength of the liquid chromatogram is 270nm；
The chromatographic column column temperature of the liquid chromatogram is 40 DEG C；
The hexane, diethylamine, dehydrated alcohol volume ratio be 93:10:7.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its
Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (10)
1. a kind of method of liquid chromatography for separating and determining silodosin and its optical isomer, which is characterized in that the method
Include the following steps:
S1, compounding system employment and suitability test (E & ST) solution: silodosin racemic modification and silodosin sample are mixed, anhydrous second is added
Alcohol shakes up, and obtains system suitability solution；
S2, it prepares reference substance solution: dehydrated alcohol is added into silodosin reference substance, shakes up, obtains reference substance solution；
S3, it prepares test solution: dehydrated alcohol is added into silodosin test sample, shakes up, obtains test solution；
S4, chromatographic determination: taking system suitability solution, injects liquid chromatograph, records chromatogram I；Reference substance solution is taken, is injected
Liquid chromatograph adjusts detection sensitivity；Test solution and control solution are taken, liquid chromatograph is injected separately into, record color
Spectrogram II and III, according to I, II, III analytical calculation of chromatogram.
2. the method for liquid chromatography for separating and determining silodosin and its optical isomer according to claim 1, feature
It is, in step 1, the weight ratio of silodosin racemic modification and silodosin sample is 0.5-3:90-110；Preferably, step
In 1, the mass concentration of system suitability solution is 8-12mg/ml；Preferably, in step 2, the quality of reference substance solution is dense
Degree is 0.03-0.07mg/ml；Preferably, in step 3, the mass concentration of test solution is 8-12mg/ml.
3. the method for liquid chromatography for separating and determining silodosin according to claim 1 or claim 2 and its optical isomer, special
Sign is, in step 4, the volume for injecting solution in liquid chromatograph is 3-7 μ L.
4. the side of any one of -3 liquid chromatography for separating and determining silodosins and its optical isomer according to claim 1
Method, which is characterized in that in step 4, in the operation for adjusting detection sensitivity, make the peak height range of principal component silodosin
20-30%；Preferably, in step 4, in the operation for adjusting detection sensitivity, reference substance solution continuous sample introduction 4-8 times, and institute
The relative standard deviation for obtaining silodosin area is not more than 2.5%.
5. the side of any one of -4 liquid chromatography for separating and determining silodosins and its optical isomer according to claim 1
Method, which is characterized in that the chromatography column packing of the liquid chromatogram is that cellulose iii-(4- methyl benzoic acid ester) applies silica gel.
6. the side of any one of -5 liquid chromatography for separating and determining silodosins and its optical isomer according to claim 1
Method, which is characterized in that the mobile phase of the liquid chromatogram includes hexane, diethylamine and dehydrated alcohol.
7. the side of any one of -6 liquid chromatography for separating and determining silodosins and its optical isomer according to claim 1
Method, which is characterized in that the flow velocity of the mobile phase of the liquid chromatogram is 0.5-1.5ml/min.
8. the side of any one of -7 liquid chromatography for separating and determining silodosins and its optical isomer according to claim 1
Method, which is characterized in that the Detection wavelength of the liquid chromatogram is 240-300nm.
9. the side of any one of -8 liquid chromatography for separating and determining silodosins and its optical isomer according to claim 1
Method, which is characterized in that the chromatographic column column temperature of the liquid chromatogram is 20-60 DEG C.
10. the method for liquid chromatography for separating and determining silodosin and its optical isomer according to claim 6, feature
Be, the hexane, diethylamine, dehydrated alcohol volume ratio be 90-96:7-13:4-10.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110376295A (en) * | 2019-06-06 | 2019-10-25 | 北京鑫开元医药科技有限公司 | A kind of detection method and application of Silodosin enantiomter |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110376295A (en) * | 2019-06-06 | 2019-10-25 | 北京鑫开元医药科技有限公司 | A kind of detection method and application of Silodosin enantiomter |
| CN110376295B (en) * | 2019-06-06 | 2022-03-18 | 北京华氏康源医药科技有限公司 | Detection method and application of silodosin enantiomer |
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