CN103278498A - Detecting method and kit of sibutramine hydrochloride - Google Patents
Detecting method and kit of sibutramine hydrochloride Download PDFInfo
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- CN103278498A CN103278498A CN2013101862383A CN201310186238A CN103278498A CN 103278498 A CN103278498 A CN 103278498A CN 2013101862383 A CN2013101862383 A CN 2013101862383A CN 201310186238 A CN201310186238 A CN 201310186238A CN 103278498 A CN103278498 A CN 103278498A
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Abstract
The invention discloses a quick detecting method of sibutramine hydrochloride. The method sequentially comprises the following steps of: (1) extracting sibutramine hydrochloride from a sample through an organic solvent; (2) extracting and purifying the sibutramine hydrochloride through an inorganic acid solution; and (3) adding bromophenol blue as an indicator, and judging the result through chromogenic reaction. The invention further provides a special detecting kit of the method. The kit comprises one or a mixed solution of methanol, ethanol, n-butyl alcohol, dichloromethane and acetonitrile, the inorganic acid solution, and the bromophenol blue solution. Compared with the prior art, the method disclosed by the invention is low in analysis cost, free of special equipment, strong in specificity, high in sensitivity, and simple, convenient and quick to operate, thereby being suitable for onsite inspection. The quick detecting kit of sibutramine hydrochloride prepared by the method can meet the demands of related food supervision and inspection in extensive rural areas.
Description
Technical field
The present invention relates to a kind of detection method and detection kit of sibutramine hydrochloride.
Background technology
Sibutramine hydrochloride (English name is Sibutramine Hydrochloride), its chemical formula is: (±) 1-(4-chlorphenyl)-and N, N-dimethyl-2-(2-methyl-propyl)-cyclobutylmethyl amine hydrochlorate monohydrate, belong to tertiary amine compounds.Molecular formula: C17H26ClNHClH2O, structural formula is:
In recent years, because the improvement of human material life and dietary structure is unreasonable, the number of obesity is ascendant trend year by year.Diabetes, fatty liver, diseases of cardiovascular and cerebrovascular systems, sleep apnea syndrome etc. can be brought out or increase the weight of to obesity, become the formidable enemy who influences human health longevity, more and more causes people's attention.Therefore, slimming medicine has been come into people's life.Slimming medicine mostly is the anorectic that acts on central nervous system, and modal is sibutramine hydrochloride.The main generation effect by its amine (secondary amine and primary amine class) metabolic product, its dominant mechanism strengthens satietion for the picked-up again that suppresses norepinephrine, serotonin and dopamine, and the release of norepinephrine, serotonin and dopamine is not had obvious influence.Research shows that also sibutramine hydrochloride and amine active metabolite thereof do not have obvious cholinolytic, antihistamine and monoamine oxidase inhibiting effect.Also can be used for the bariatrician that diet control and motion can not alleviate and control body weight.
Sibutramine hydrochloride is applicable to that diet control and motion can not alleviate and control the bariatrician of body weight, comprises losing weight and keeping alleviating of body weight, and treatment should be carried out with low caloric diet and motion combination.Recommendation is used for the treatment of body mass index 〉=30kg/m
2Or 27kg/m
2The obesity patient of (other hazards such as hypertension, diabetes, dyslipidemia etc. are arranged).
Because the sibutramine drug price is cheap, and truly have certain pressing down to eat effect of weight reducing, sought exorbitant profit in the ingenious adding diet food of some illegal businessmans repeatly.It is introduced that sibutramine causes tens of people's death and banned use of by many countries on Germany, the U.S., Italy and other places.
The illegal activities of sibutramine hydrochloride are added in investigation without authorization in fat-reducing medicine and health food, be a long-term task.Its coverage is wide, need carry out a large amount of checks, and carrying out this check activity in vast rural area and small and medium-sized cities underdeveloped has bigger difficulty.
The method that sibutramine hydrochloride mixes in existing check medicine and the health products mainly contains:
1, thin-layered chromatography
Composition to be measured mixed solvent [methanol-water-triethylamine (110:25:0.3) in the sample, it is 4.35 that phosphoric acid is transferred the total pH of mixed liquor] extract, the need testing solution of gained and reference substance solution point be point sample on same chromatographic sheet, developping agent launches, after drying, chromatographic sheet is examined under uviol lamp and is shown, if the need testing solution thin-layer chromatogram is then pointed out in the sample and may be contained sibutramine hydrochloride spot occurring with the corresponding position of sibutramine hydrochloride reference substance.
The advantage of thin-layered chromatography is not need to use expensive analytical instrument.Shortcoming is: (1) chromatographic resolution rate is lower, the Chinese medicine preparation complicated component, disturbing factor is many, easily some coexistence composition erroneous judgement is sibutramine hydrochloride, if some coexistence composition amount is big and chromatogram migration value with sibutramine hydrochloride approaching then can the jamming target composition detect.(2) development of chromatogram is long with the time of drying, and can not satisfy the requirement of quick mensuration.(3) chromatographic sheet needs shop system voluntarily, and oven dry and drying are deposited (prefabricated chromatographic sheet needs drying to deposit), and environment temperature and humidity are big to the influence of separating effect.(4) require the experimenter that experience is preferably arranged.(5) fixing experiment place need be arranged, the mobile big scene of uncomfortable cooperation is detected.
2, high performance liquid chromatography
High performance liquid chromatography is the modern analysis method of using always.Under identical chromatographic condition, different materials has different chromatographic retentions.Identical be the need testing solution sample introduction respectively of sibutramine hydrochloride solution control sample solution and sample extraction gained under the chromatographic condition, can detect the content of sibutramine hydrochloride according to chromatographic retention.
The advantage of high performance liquid chromatography is chromatographic resolution efficient height, and is highly sensitive.Its shortcoming is: (1) instrument is expensive, and time for sample pretreatment is long, and great majority are at single product, and flowing of use mostly is a certain proportion of methyl alcohol and salt solusion mutually, needs after the test with big water gaging flushing chromatographic column, chromatographic column vulnerable to pollution, analysis cost height; (2) when the chromatographic retention of chromatographic retention and the sibutramine hydrochloride of coexistence composition near the time judgement that makes mistake of do easily; (3) instrument requires height to environment for use, needs fixedly put, and the mobile big scene of uncomfortable cooperation is detected.
3, high performance liquid chromatography-mass spectrometry method
With mass spectrometer material is carried out qualitative analysis, the result reliability height.Be suitable for complicated component, sample analysis that background interference serious as separation vessel, mass spectrometer as the high performance liquid chromatography-mass spectrometry method of analyzer with high performance liquid chromatograph, this analytical approach can improve the reliability of testing result.
High performance liquid chromatography-mass spectrometry method is that a kind of analysis cost is higher than high performance liquid chromatography, operation is than high performance liquid chromatography complex analysis methods more.Instrument is higher to the requirement of environment for use, needs fixedly to put, and the mobile big scene of uncomfortable cooperation is detected.
Before carrying out high performance liquid chromatography-mass spectrometry method analysis, generally use high performance liquid chromatography as screening technique, to reach the purpose that reduces analysis cost.These checks can only be carried out in a few experiments chamber, are difficult for promoting the use of.
Summary of the invention
The object of the present invention is to provide a kind of shortcoming that prior art exists that overcomes, analysis cost is low, do not need to use valuable analytical instrument, specificity is strong, highly sensitive, is applicable to the sibutramine hydrochloride method for quick of field test.
The method for quick of sibutramine hydrochloride of the present invention may further comprise the steps successively:
1) from sample, extracts sibutramine hydrochloride with organic solvent;
2) use the inorganic acid solution purification by liquid extraction;
3) add bromophenol blue solution as indicator, by the chromogenic reaction judged result.
Molecular structure deducibility sibutramine hydrochloride by sibutramine hydrochloride is soluble in organic solvents such as methyl alcohol, ethanol, normal butyl alcohol, methylene chloride, acetonitrile, also dissolve in inorganic acid solution, described inorganic acid solution can be a kind of in watery hydrochloric acid, dilute sulfuric acid, the phosphoric acid,diluted, concentration is 0.05 ~ 0.2mmol/L, or the mixed solution of the above-mentioned inorganic acid solution of various ratios, be preferably the watery hydrochloric acid of 0.1mmol/L.
After adding bromophenol blue, if solution colour becomes blueness by yellow, then contain sibutramine hydrochloride in the interpret sample; If solution colour does not change, then do not contain sibutramine hydrochloride in the interpret sample.
Complicated component in medicine, the health products has a large amount of coloring matters, and some can be dissolved in organic solvent in them, some is water soluble solution then, as not separating, then can seriously disturb the observation of the chromogenic reaction of method for quick, be difficult to draw the right judgement result.
The present invention utilizes sibutramine hydrochloride not only to dissolve in organic solvent but also dissolves in the characteristics of inorganic acid solution, at first adopt organic solvent to extract as extract, make the interfering material that is insoluble to organic solvent obtain separating, adopt inorganic acid solution to extract then, the interfering material that is dissolved in organic solvent in the extract is separated, thereby reach the purpose that further eliminating is disturbed.
Sibutramine hydrochloride has the nitrogen-atoms that can accept proton, in mineral acid solution, accepts to generate positively charged, as to be free state kation behind the proton.Bigger acidity can strengthen sibutramine hydrochloride and generate the cationic ability of free state, and making has higher free state cation concn in the solution.
Between sibutramine hydrochloride and the bromophenol blue, by electrostatic attraction, hydrophobic effect and charged transferance, form ionic associate, solution colour takes place obviously to change, and becomes blueness by yellow, and absorption spectrum also changes.
Further test shows: in step 2) add the damping fluid of pH3 ~ 4 in the extract that obtains after, add bromophenol blue again, can better be detected effect.
Further, the solution of step 3) gained is surveyed ultraviolet absorptivity in 436nm maximum absorption wave strong point, draw the concentration of accurate sibutramine hydrochloride according to typical curve.
Especially, use the buffer solution of pH3.70, concentration is the hydrochloric acid of 0.1mmol/L and the bromophenol blue solution (compound method of this solution: get an amount of bromophenol blue solid that concentration is 0.1mmol/L, be made into the storing solution of 1mmol/L with absolute ethyl alcohol, be made into 0.1mmol/L solution with redistilled water during use) time, change color is the most obvious, and absorbance is maximum and stable, the effect that obtains is best, can obtain high detection specificity and short detection time.
In the buffer solution of pH3.70, with mole ratio method and etc. the mole continuous variation method measured the composition of ionic associate, sibutramine hydrochloride is 1:2 with the ratio of the amount of substance of bromophenol blue.
Another object of the present invention is to provide the special-purpose test kit of method of the present invention, described kit comprises: the mixed liquor of one or more in (1) methyl alcohol, ethanol, normal butyl alcohol, methylene chloride, the acetonitrile; (2) a kind of in watery hydrochloric acid, dilute sulfuric acid or the phosphoric acid,diluted, concentration is 0.05 ~ 0.2mmol/L, or the mixed solution of the above-mentioned inorganic acid solution of various ratios, is preferably the watery hydrochloric acid of 0.1mmol/L; (3) bromophenol blue solution.
Described kit also comprises the damping fluid of pH3 ~ 4, preferred pH3.70.
Further, preferred Bloomsbury smooth-Robison's buffer solution (B-R damping fluid).
Compare with prior art, methods analyst cost of the present invention is low, do not need Special Equipment, specificity is strong, highly sensitive, easy and simple to handle fast, be applicable to field test.The method according to this invention is made sibutramine hydrochloride reagent for quickly examining box, can satisfy the needs that relevant food supervision and inspection is carried out in vast rural area.
Description of drawings
Fig. 1 is sibutramine hydrochloride concentration-absorbance curve map.
Embodiment
Be described further below in conjunction with the present invention of embodiment, but be not construed as limiting the invention.
The detection of embodiment 1 capsule
Sample: bent U.S. light U.S. refreshing weight reducing capsule (capsule, indicating dose is each 2, high effective liquid chromatography for measuring is every hydrochloric sibutramine 5.90mg of this product as a result).
Detect step:
1 of sample thief, (about 0.4g) places the 10mL sample bottle with its content, adds acetonitrile solvent 5mL, and jolting mixes, and leaves standstill two minutes, filters, and collects filtrate.Add 3mL 0.1mmol/L hydrochloric acid solution in the filtrate, mix, place layering, take off the about 2mL of layer extract in the 10mL color comparison tube, the B-R damping fluid 0.1mL that adds pH3.70, bromophenol blue developer 1.5mL, color becomes blueness immediately, namely judges in the U.S. refreshing weight reducing capsule of Qu Meiqing to contain sibutramine hydrochloride.
The detection of embodiment 2 tablets
Sample: natural beauty Lay apple vinegar fat-reducing sheet (tablet, indicating dose is each 2, high effective liquid chromatography for measuring is every hydrochloric sibutramine 14.79mg of this product as a result).
1 of sample thief (about 0.4g) grinds it evenly, places the 10mL sample bottle, adds methanol solvate 5mL, and jolting mixes, and leaves standstill two minutes, filters, and collects filtrate.Add 3mL 0.05mmol/L sulfuric acid solution in the filtrate, mix, place layering, take off the about 2mL of layer extract in the 10mL color comparison tube, add the B-R damping fluid 0.1mL of pH3.00, bromophenol blue developer 1.5mL, color becomes blueness immediately, detects absorbance at the 436nm place, according to typical curve, recording its accurate content is 14.90mg, namely judges in the natural beauty Lay apple vinegar fat-reducing sheet to contain sibutramine hydrochloride.
More than operation replaces filtration treatment with centrifugal treating, and effect is identical, but all contains sibutramine hydrochloride in the judgement sample.
The detection of embodiment 3 medicinal tea
Sample: the U.S. promise board portable tea (medicinal tea, indicating dose is each 1 bag, high effective liquid chromatography for measuring is the not hydrochloric sibutramine of this product as a result) of losing weight.
Detect step:
The about 0.5g of sample thief places the 10mL sample bottle, adds alcohol solvent 5mL, and jolting mixes, and leaves standstill two minutes, filters, and collects filtrate.Add 3mL 0.2mmol/L phosphoric acid solution in the filtrate, mix, place layering, take off the about 2mL of layer extract in the 10mL color comparison tube, the B-R damping fluid 0.1mL that adds pH4.00, bromophenol blue developer 1.5mL, solution still are yellow, judge namely that U.S. promise board is lost weight not contain sibutramine hydrochloride in the portable tea.
The detection of embodiment 4 granules
Sample: multidimensional meals element (oil extraction base) (granule, indicating dose is each 1 bag, high effective liquid chromatography for measuring this product as a result whenever comprises sibutramine hydrochloride 20.80mg).
Detect step:
The about 0.5g of sample thief grinds it evenly, places the 10mL sample bottle, adds dichloromethane solvent 5mL, and jolting mixes, and leaves standstill two minutes, filters, and collects filtrate.Add the 3mL hydrochloric acid solution in the filtrate, mix, place layering, left standstill two minutes, take off the about 2mL of layer extract in the 10mL color comparison tube, add the B-R damping fluid 0.1mL of pH3.70, bromophenol blue developer 1.5mL, color becomes blueness immediately, namely judges in the multidimensional meals element (oil extraction base) to contain sibutramine hydrochloride.
Whether there is the experiment of sibutramine hydrochloride in embodiment 5 medicines, the health products
Adopt the method for embodiment 1 to detect 10 batches of commercially available samples (being denoted as medicine, health products).And adopt LCMS method and testing result comparison, the result is as follows:
| Goods # | Explanation | Sampling amount | The colour developing result | Identification result |
The mass |
| Sample | |||||
| 1 | |
1, grind | Become blueness immediately | Positive | Contain |
| Sample | |||||
| 2 | |
1, grind | Not variable color in 30 seconds | Negative | Do not contain sibutramine, contain |
| Sample | |||||
| 3 | |
1, grind | Become blueness in 20 seconds | Positive | Contain sibutramine |
| Sample 4 | |
1 intragranular is tolerant | 30 seconds not in not variable color | Negative | Do not contain |
| Sample | |||||
| 5 | |
1 intragranular is tolerant | 30 seconds not in not variable color | Negative | Do not contain sibutramine |
| Sample-6 | |
1/2 | Become blueness immediately | Positive | |
| Sample | |||||
| 7 | Medicinal tea | 0.5g | Become blueness in 20 seconds | Positive | Contain |
| Sample | |||||
| 8 | Medicinal tea | 0.5g | Not variable color in 30 seconds | Negative | Do not contain |
| Sample | |||||
| 9 | Medicinal tea | 0.5g | Not variable color in 30 seconds | Negative | Do not contain sibutramine, contain phenolphthalein |
| Sample 10 | Cassia seed | 0.5g | Not variable color in 30 seconds | Negative | Do not contain sibutramine |
The checking of above-mentioned experimental result and second order ms is the result show, the positive report of none official holiday of detection method of the present invention, and the also sample of any hydrochloric sibutramine of omission not simultaneously, the result is accurately and reliably.
The detection limit of embodiment 6 synthetic samples detects
Sample: the sibutramine hydrochloride of massfraction more than 99.5%
Add 1mg, 3mg, 5mg, 10mg sibutramine hydrochloride respectively in 10mL sample bottle I, II, III, IV, add acetonitrile solvent 5mL respectively, jolting mixes, and leaves standstill two minutes, filters, and collects filtrate.Add the 3mL hydrochloric acid solution in the filtrate, mix, place layering, left standstill two minutes, take off the about 2mL of layer extract in the 10mL color comparison tube, add the B-R buffer solution 0.1mL of pH3.70, bromophenol blue developer 1.5mL, survey its absorbance at the 436nm place, according to typical curve, record its accurate content and be respectively 0.05mg, 0.35mg, 4.96mg, 9.85mg.
Experimental result:
Significant change does not take place in solution colour in the color comparison tube I, and solution becomes au bleu in color comparison tube II, III, the IV this shows that detecting of this method is limited to 3mg.
The sensitivity of embodiment 7 synthetic samples detects
Sample: the sibutramine hydrochloride of massfraction more than 99.5%
Adopt the detection method of embodiment 1, prepare the sibutramine hydrochloride solution of a series of variable concentrations, can get curve as shown in Figure 1 according to absorbance.When content less than 0.3gL
-1The time, the solution absorbency value is almost constant, and color does not change substantially, and naked eyes can't be judged; When content greater than 0.3gL
-1The time, concentration becomes good linear relationship with absorbance, and color obviously becomes blueness, therefore can determine tentatively that the sensitivity of this method is 0.3gL
-1
Above embodiment is only in order to illustrate technical scheme of the present invention but not limiting the scope of the invention; although with reference to preferred embodiment the present invention has been done detailed description; those of ordinary skill in the art is to be understood that; can make amendment or be equal to replacement technical scheme of the present invention, and not break away from essence and the scope of technical solution of the present invention.
Claims (8)
1. the detection method of a sibutramine hydrochloride may further comprise the steps successively:
1) from sample, extracts sibutramine hydrochloride with organic solvent;
2) use the inorganic acid solution purification by liquid extraction;
3) add bromophenol blue solution as indicator, by the chromogenic reaction judged result;
Wherein, described organic solvent be in methyl alcohol, ethanol, normal butyl alcohol, methylene chloride, the acetonitrile one or more;
Described inorganic acid solution is a kind of in watery hydrochloric acid, dilute sulfuric acid, the phosphoric acid,diluted, and concentration is 0.05 ~ 0.2mmol/L, or the mixed solution of the above-mentioned inorganic acid solution of various ratios.
2. the method for claim 1, it is characterized in that: described inorganic acid solution is that concentration is the watery hydrochloric acid of 0.1mmol/L.
3. the method for claim 1 is characterized in that: in described step 2) add the damping fluid of pH3 ~ 4 in the extract that obtains after, add bromophenol blue solution again.
4. method as claimed in claim 3, it is characterized in that: described pH value of buffer solution is 3.70.
5. as each described method of claim 1-4, it is characterized in that: described method also comprises: the solution of step 3) gained is surveyed ultraviolet absorptivity in 436nm maximum absorption wave strong point, draw the concentration of accurate sibutramine hydrochloride according to typical curve.
6. as the special-purpose test kit of each described method of claim 1-5, it is characterized in that: described kit comprises: the mixed liquor of one or more in (1) methyl alcohol, ethanol, normal butyl alcohol, methylene chloride, the acetonitrile; (2) a kind of in watery hydrochloric acid, dilute sulfuric acid, the phosphoric acid,diluted, concentration is 0.05 ~ 0.2mmol/L, or the mixed solution of the above-mentioned inorganic acid solution of various ratios; (3) bromophenol blue solution.
7. kit as claimed in claim 6 is characterized in that: the damping fluid that also comprises pH3 ~ 4.
8. kit as claimed in claim 7, it is characterized in that: described pH of buffer value is 3.70.
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| CN108152233A (en) * | 2018-01-03 | 2018-06-12 | 桂林理工大学 | A kind of method that melamine is measured based on methyl blue |
| CN110954525A (en) * | 2019-09-23 | 2020-04-03 | 上海如海光电科技有限公司 | Raman rapid detection method for sibutramine in weight-reducing tea |
| CN117554532A (en) * | 2024-01-10 | 2024-02-13 | 未名环境分子诊断（常熟）有限公司 | Sibutramine detection method |
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Application publication date: 20130904 |