3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci
bumetanide
CAS: 28395-03-1
Molecular Formula: C17H20N2O5S
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Names and Identifiers
| Name | bumetanide |
| Synonyms | bumex RO 10-6338 BUMETANIDE Bumetanide bumetanide Bumetanide (FDA) 3-Butyuamino-4-phenoxy-5-sutfamoylbenzoicacid 3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci 3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid 3-(aminosulfonyl)-5-(butylamino)-4-phenoxy-benzoicaci 3-(AMINOSULFONYL)-5-(BUTYLAMINO)-4-PHENOXYBENZOIC ACID |
| CAS | 28395-03-1 |
| EINECS | 249-004-6 |
| InChI | InChI=1/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23) |
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Physico-chemical Properties
| Molecular Formula | C17H20N2O5S |
| Molar Mass | 364.42 |
| Density | 1.2812 (rough estimate) |
| Melting Point | 230-2310C |
| Boling Point | 571.2±60.0 °C(Predicted) |
| Flash Point | 299.3°C |
| Water Solubility | Soluble in ethanol (10 mg/ml), DMSO (25 mg/ml), acetone, benzene, methanol, propylene glycol, and water (<1 mg/ml). |
| Solubility | Practically insoluble in water, soluble in acetone and in alcohol, slightly soluble in methylene chloride. It dissolves in dilute solutions of alkali hydroxides. |
| Vapor Presure | 6.89E-14mmHg at 25°C |
| Appearance | neat |
| Color | White to Light Yellow |
| pKa | pK1 3.6, pK2 7.7(at 25℃) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.6510 (estimate) |
| Physical and Chemical Properties | White crystalline powder. Melting point 230-231 ℃. Soluble in water, alcohol and alkaline solution, hardly soluble in acidic solution. |
| Use | Used as a diuretic |
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Risk and Safety
| WGK Germany | 3 |
| RTECS | DG4910000 |
| HS Code | 2935904000 |
| Toxicity | LD50 i.v. in mice: 330 mg/kg (Oestergaard) |
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Standard
Authoritative Data Verified Data
This product is 3-butylamino-4-phenoxy-5-sulfonylbenzoic acid. Calculated as dried product, containing no less than 98.5% of C17H20N205S.
Last Update：2024-01-02 23:10:35
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Trait
Authoritative Data Verified Data
- This product is white crystal or crystalline powder; Odorless.
- This product is dissolved in ethanol, very slightly dissolved in chloroform, insoluble in water.
Last Update：2022-01-01 11:36:29
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Differential diagnosis
Authoritative Data Verified Data
- take about 1 mg of this product, add anhydrous ethanol 2ml to dissolve, set the UV lamp (365nm) under the inspection, purple fluorescence.
- take about 5mg of this product, add sodium formate alkaline solution (take 5g of sodium formate and 6g of sodium hydroxide, add water to dissolve 100ml)l drops, slowly heat to dryness, continue to heat to Gray and slightly carbonized, let it cool, add 0.5ml sulfuric acid solution (1-2) to acidify, then add 0.5ml water, filter, put the filtrate on the reaction plate, add 1 drop of potassium ferricyanide test solution, that is, green, gradually generated blue precipitate.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 86).
Last Update：2022-01-01 11:36:30
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Exam
Authoritative Data Verified Data
clarity and color of alkaline solution
take 50 mg of this product, add 1 ml of potassium hydroxide test solution and 9ml of water to dissolve, the solution should be clear and colorless; If it is turbid, compare with No. 1 turbidity standard solution (General rule 0902 first method), shall not be more concentrated; If the color is developed, it shall not be deeper in comparison with the orange-yellow No. 1 Standard Colorimetric solution (General Principles 0901 first method).
chloride
take 0.25g of this product, put it in a 50ml plug Erlenmeyer flask, add 25ml of water, fully shake it for about 10 minutes, filter, wash the filter residue with a small amount of water in the plug Erlenmeyer flask, filter, combine the wash and filtrate, check according to law (General rule 0801), compared with the standard sodium chloride solution made of 0.02% of the control solution, not more concentrated ().
aromatic first amine
Take 40mg of this product, put it in a 10ml measuring flask, add ethanol to dissolve and dilute to the scale, shake well, take 1ml accurately, put it in a 10ml measuring flask, add hydrochloric acid solution (9-100)3ml with 4% sodium nitrite solution 0.5ml, shake, place for 2 minutes, with 10% Ammonium sulfamate solution 1ml, shake, place for 5 minutes, add 0.5 of dilute ethanol solution of 2% naphthyl ethylenediamine dihydrochloride, shake well, place it for 2 minutes, dilute it with water to the mark, shake well, and measure it by UV-Vis spectrophotometry (General rule 0401), the absorbance shall not be greater than 0.19 at the wavelength of 518nm.
Related substances
take about 12.5mg of this product, weigh it accurately, put it in a 50ml measuring flask, dissolve it with mobile phase and dilute it to the scale, shake it well, and use it as a sample solution, A solution containing 0.5ug per 1 ml was prepared as a control solution by quantitative dilution with mobile phase. Test according to high performance liquid chromatography (General 0512). The mobile phase was methanol-0.1% trifluoroacetic acid solution (58:42) and the detection wavelength was 220nm. The number of theoretical plates shall not be less than 3000 calculated by bumetanide peak, and the separation degree between bumetanide peak and adjacent impurity peaks shall meet the requirements. Accurately take 20ul of each of the test solution and the control solution, respectively inject human liquid chromatography, record the chromatogram to 3 times the retention time of the main component peak, if there are impurity peaks in the chromatogram of the test solution, the single impurity peak area shall not be greater than the main peak area of the control solution (0.2% ) , and the sum of each impurity peak area shall not be greater than 2 times (0.4%) of the main peak area of the control solution.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
arsenic salt
take this product l.O g, add calcium hydroxide l.Og, add a small amount of water, stir evenly, after drying, first burn with small fire to charring, then burn to gray-white at 500~600°C, cool, add 8ml hydrochloric acid and 20ml water to dissolve, inspection according to law (General Principles 0822 first law), should comply with the provisions (0. 0002%).
Last Update：2022-01-01 11:36:31
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Content determination
Authoritative Data Verified Data
take about 0.5g of this product, precision weighing, add neutral ethanol (neutral to Cresol red indicator solution) 60ml dissolved, add Cresol red indicator solution 5 drops, with sodium hydroxide titration solution (0.1 mol/L) titration to solution red. Each 1 ml of sodium hydroxide titration solution (0.1 mol/L) corresponds to 36.44mg of C17H20N2O2S.
Last Update：2022-01-01 11:36:31
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Category
Authoritative Data Verified Data
diuretics.
Last Update：2022-01-01 11:36:32
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 11:36:32
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Bumetanide tablets
Authoritative Data Verified Data
This product contains bumetanide (C17H20N205S) should be 90.0% ~ 110.0% of the label amount.
trait
This product is white tablet.
identification
- Take 10 tablets of this product, grind, add anhydrous ethanol 10ml, shake to dissolve bumetanide, filter, filtrate under the identification of Bumetanide (1) one trial showed the same response.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
examination
- Related Substances: take an appropriate amount of this product's fine powder (about 6.25mg of Bumetanide), put it in a 25ml measuring flask, dissolve it with mobile phase, dilute it to the standard, shake it well, filter it through it, the continuous filtrate was taken as the test solution; 1ml was accurately measured, placed in a 100ml measuring flask, diluted to the scale with the mobile phase, and shaken, as a control solution. If there are impurity peaks in the chromatogram of the test solution, the peaks with relative retention time less than 0.3 shall be excluded, the single impurity peak area shall not be greater than 0.5 times (0.5%) of the main peak area of the control solution, and the sum of each impurity peak area shall not be greater than the main peak area of the control solution (1.0%).
- Content uniformity: Take 1 tablet of this product, put it in a 20ml measuring flask, add an appropriate amount of mobile phase, shake to dissolve bumetanide, dilute to the scale with mobile phase, shake well, and filter. The content of each tablet shall be determined according to the method under the content determination item, and the content of each tablet shall be calculated by the peak area according to the external standard method, and shall comply with the regulations (General rule 0941).
- the dissolution of this product, according to the dissolution and release determination method (General rule 0931 The first method), phosphate buffer (pH 7.8~8.0)900ml as the dissolution medium, after 30 minutes, 25ml of the solution was taken, filtered, and the filtrate was taken as the test solution. In addition, the control sample of Bumetanide was taken for precision weighing, the dissolution medium was added to dissolve and quantitatively dilute to a solution containing about 1.1ug per 1 ml as a control solution. According to the chromatographic conditions under the content determination item, the sample solution and the reference solution are respectively injected into the liquid chromatograph, and the chromatogram is recorded. The dissolution amount of each tablet is calculated by peak area according to the external standard method. The limit is 80% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; Methanol-0.1% trifluoroacetic acid solution (58:42) as mobile phase; The detection wavelength was 344nm. The number of theoretical plates shall not be less than 3000 calculated by bumetanide peak, and the separation degree between bumetanide peak and adjacent impurity peaks shall meet the requirements.
- determination of 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to 5mg of Bumetanide), put it in a 100ml measuring flask, add an appropriate amount of mobile phase, after shaking to dissolve bumetanide, dilute to the scale with mobile phase, shake well, filter, take the continued filtrate as the test solution, take 20 u1 with precision, and inject human liquid chromatograph, the chromatogram was recorded; The sample of Bumetanide was precision weighed, dissolved and quantitatively diluted with mobile phase to prepare a solution containing about 50ug/lml, which was determined by the same method. According to the external standard method to calculate the peak area, that is.
category
with bumetanide.
specification
lmg
storability
light shielding, sealed storage.
Last Update：2022-01-01 11:36:33
3-(butylamino)-4-phenoxy-5-sulfamoyl-benzoicaci - Bumetanide injection
Authoritative Data Verified Data
This product is a sterilized aqueous solution made of bumetanide and sodium hydroxide. The content of Bumetanide (C17H20)N205S) shall be between 90.0% and 110.0% of the label amount.
trait
This product is a clear colorless liquid.
identification
- The product was taken and observed under UV light (365mn), showing purple fluorescence.
- take 8ml of this product, add 1ml of dilute sulfuric acid, and stir to generate white precipitate, filter, wash the filter residue with water, add 2ml of anhydrous ethanol to dissolve, then 1ml of potassium iodate solution and 1ml of potassium iodide solution were added, which showed yellow color.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
examination
- the pH value should be 6.5 to 8.5 (General 0631).
- Related substances take this product as a test solution; Take 1ml for precision measurement, put it in a 100ml measuring flask, dilute it to the scale with mobile phase, shake well, and use it as a control solution, determination of brumetanide related substances according to the method under. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.3 times (0.3%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than 0.5 times (0.5%) of the main peak area of the control solution.
- bacterial endotoxin this product, according to the law to check (General 1143), each 1 mg of bumetanide containing endotoxin should be less than 60EU.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; Methanol-0.1% trifluoroacetic acid solution (58:42) as mobile phase; The detection wavelength was 344nm. The number of theoretical plates shall not be less than 3000 calculated by bumetanide peak, and the separation degree between bumetanide peak and adjacent impurity peaks shall meet the requirements.
- precision measurement: take 5ml of this product, put it in a 25ml measuring flask, dilute it to the scale with mobile phase, shake it well, and use it as a test solution. Take 20u1 and inject it into human liquid chromatograph, the chromatogram was recorded; The sample of Bumetanide was precision weighed, dissolved and quantitatively diluted with mobile phase to prepare a solution containing about 50ug/lml, which was determined by the same method. According to the external standard method to calculate the peak area, that is.
category
with bumetanide.
specification
2ml : 0.5mg
storage
shading, sealed storage.
Last Update：2022-01-01 11:36:34
