GLYBENCLAMIDE
Glybenzcyclamide
CAS: 10238-21-8
Molecular Formula: C23H28ClN3O5S
GLYBENCLAMIDE - Names and Identifiers
| Name | Glybenzcyclamide |
| Synonyms | GLYBURIDE Glyburide GIBENCLAMIDE GLYBENCLAMIDE GLYBURIDE USP GLIBENCLAMIDE glybenclamide Glibenclamide glyburide usp Glybenzcyclamide GLYBENZCYCLAMIDE LABOTEST-BB LT00244861 GlibenclamideGlibenclamideBp 5-chloro-2-methoxy-N-[2-[4-(phenylcarbamoylsulfamoyl)phenyl]ethyl]benzamide 5-chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide 5-Chloro-N-[2-[4-[[[(cyclohexylamino)carbonyl]-amino]sulfonyl]phenyl]-ethyl]-2-methoxybenzamide 5-chloro-n-(2-(4-((((cyclohexylamino)carbonyl)-amino)sulfonyl)phenyl)-ethyl)-2-methoxybenzamide |
| CAS | 10238-21-8 |
| EINECS | 233-570-6 |
| InChI | InChI=1/C23H22ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h2-12,15H,13-14H2,1H3,(H,25,28)(H2,26,27,29) |
| InChIKey | ZNNLBTZKUZBEKO-UHFFFAOYSA-N |
GLYBENCLAMIDE - Physico-chemical Properties
| Molecular Formula | C23H28ClN3O5S |
| Molar Mass | 494 |
| Density | 1.1805 (rough estimate) |
| Melting Point | 173-175°C |
| Boling Point | 705.7±70.0 °C at 760 mmHg |
| Water Solubility | Soluble in ethanol (5 mg/mL), DMSO (25 mg/mL), chloroform (1:36), methanol (1:250), and DMF. Insoluble in water. |
| Solubility | Soluble in ethanol (5 mg/ml),DMSO(25 mg/ml), chloroform (1:36), methanol (abstract),DMF. Insoluble in water. |
| Appearance | Powder |
| Color | White |
| Merck | 14,4478 |
| pKa | 5.3(at 25℃) |
| Storage Condition | 2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| Refractive Index | 1.6100 (estimate) |
| MDL | MFCD00056625 |
| Physical and Chemical Properties | White crystalline powder. Melting point 168-173 ℃. Insoluble in water, slightly soluble in ethanol, acetone, chloroform. |
| Use | Hypoglycemic agents for the treatment of moderate to mild non-insulin dependent diabetes mellitus |
GLYBENCLAMIDE - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | YS4725200 |
| HS Code | 29350090 |
| Toxicity | LD50 in rats and mice (g/kg): >20 orally; >12.5 i.p.; >20 s.c. (Mizukami) |
GLYBENCLAMIDE - Reference
| Reference Show more | 1. Liang Haimei Yu Hua Peng Xia Hu Yi Li Fang Zekui Li Zhongli. Expression of NLRP3 and IL-33 in LPS-induced macrophages and the effect of glibenclamide on their expression [J]. Journal of Tropical Medicine 2013 13(05):570-572 594 669. 2. Xu Chao, Zhang Hua, Chen Jianli et al. Effect of NLRP3 on Pulmonary Inflammation Induced by Respiratory Syncytial Virus [J]. Chinese Journal of Endemic Diseases 2016 031(012):1383-1384. 3. Sheng Chenming, Shi Xiaoyan, Ding Zexian, etc. Effects of Mulberry Leaf Extract on Cytochrome P450 Enzyme Activity in Rats [J]. Journal of Anhui College of Traditional Chinese Medicine, 2019, 038(002):55-60. 4. Ge Tao, Peng Hui, Zhang Xiang, et al. Effects of Polyoxyethylene Sorbitol Monooleate on Cytochrome P450 Enzyme Activity in Rats [J]. Zhongnan Pharmacy, 2017, 015(012):1699-1703. 5. Song Xiang, chen Weidong, Wang Lei, et al. Ultra performance liquid chromatography-tandem mass spectrometry determination of blood-cutting saponin a in rat plasma [J]. Zhongnan pharmacy, 2020, v.18;No.171(04):54-58. 6. Sun, Jing, et al. "Effect of gambogenic acid on cytochrome P450 1A2, 2B1 and 2E1, and constitutive androstane receptor in rats." European journal of drug metabolism and pharmacokinetics 43.6 (2018): 655-664.https://doi.org/10.1007/s13318-018-0477-7 7. Jayachandran, Muthukumaran, et al. "Isoquercetin upregulates antioxidant genes, suppresses inflammatory cytokines and regulates AMPK pathway in streptozotocin-induced diabetic rats." Chemico-biological interactions 303 (2019): 62-69.https:// doi.org/10.1016 8. [IF = 1.913] Sun Jing et al. "Effect of Gambogenic Acid on Cytochrome P450 1A2, 2B1 and 2E1, and Constitutive Androstane Receptor in Rats." Eur J Drug Metab Ph. 2018 Dec;43(6): 655-664 9. [IF = 3.411] Hong Li-li et al. "Evaluation of Zhenwu Decoction Effects on CYP450 Enzymes in Rats Using a Cocktail Method by UPLC-MS/MS." Biomed Res Int. 2020;2020:4816209 |
GLYBENCLAMIDE - Standard
Authoritative Data Verified Data
This product is N-[2-[4-[[(cyclohexylamino)) YL] amino] sulfonyl] phenyl] ethyl]-2-methoxy-5-chlorobenzamide. Calculated as dry product, containing no less than 99.0% of C23H28C1N305S.
Last Update：2024-01-02 23:10:35
GLYBENCLAMIDE - Trait
Authoritative Data Verified Data
- This product is white crystalline powder; Almost odorless.
- This product is slightly soluble in chloroform, slightly soluble in methanol or ethanol, insoluble in water or ether.
melting point
The melting point of this product (General 0612) is 170~174°C.
Last Update：2022-01-01 15:35:54
GLYBENCLAMIDE - Differential diagnosis
Authoritative Data Verified Data
- 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.
- take this product, add ethanol to dissolve and dilute to make each lml containing 0. The 1 mg solution, as determined by UV-Vis spectrophotometry (General 0401), has a maximum absorption at wavelengths of 274nm and 300nm and a minimum absorption at wavelengths of 272nm and 278nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 307).
- take this product about 0.lg and 0.2g of potassium nitrate were mixed, carbonized by heating, then ash, and allowed to cool. The residue was dissolved by adding 10ml of water, filtered, and the filtrate was subjected to an identification reaction of chloride and sulfate (General 0301).
Last Update：2022-01-01 15:35:55
GLYBENCLAMIDE - Exam
Authoritative Data Verified Data
chloride
take this product l. Add 50ml of water, boil, quickly cool, filtered, filtrate to 50ml, take 25ml, check according to law (General rule 0801), and standard sodium chloride solution 7.0ml of the control solution should not be more concentrated (0.014%).
sulfate
take 25ml of the filtrate remaining under the above chloride item and check it according to law (General rule 0802). Compared with the control solution made of 0.040% of standard potassium sulfate solution, it should not be more concentrated ().
Related substances
take about 25mg of this product, accurately weigh, put it in 50ml measuring flask, add methanol 25ml, ultrasonic to dissolve, dilute to scale with mobile phase, shake, as a test solution; take another 4-[2-(5-chloro-2-methoxybenzoylamino) ethyl] benzenesulfonamide (impurity I) 15mg for each of the reference and N-[4-[2-(5-chloro-2-methoxybenzoylamino) ethyl] benzenesulfonyl] carbamic acid ethyl ester (impurity II), in the same 50ml measuring flask, add methanol 10ml, ultrasonic to dissolve, dilute to scale with mobile phase, shake well, as a stock solution of mixed impurity reference substance; 1ml of each sample solution and 1ml of the stock solution of the mixed impurity reference substance were respectively accurately weighed, placed in the same 100ml measuring flask, diluted to the scale with the mobile phase, and shaken well to serve as a control solution. According to the chromatographic conditions under the content determination item, 20ul of each of the test solution and the control solution are accurately measured and injected into the liquid chromatograph respectively, and the chromatogram is recorded to 2 times of the retention time of the main component peak. If there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of impurity I or impurity II in the chromatogram of the control solution, the peak area shall be calculated according to the external standard method, and shall not exceed 0.6%, the sum of the peak areas of other impurities shall not be greater than 0.5 times (0.5%) 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).
Last Update：2022-01-01 15:35:56
GLYBENCLAMIDE - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with OCTA alkyl silane as filler; Ammonium dihydrogen phosphate solution (1.725g of ammonium dihydrogen phosphate, 300ml of water, pH adjusted to 3.5±0.05 with phosphoric acid)-methanol (3:5) mobile phase; The detection wavelength was 300nm. The reference solution 20u1 under the item of related substances is injected into the liquid chromatograph, and the chromatogram is recorded. The order of the separated peaks in each group is impurity I, impurity II and glibenclamide. The number of theoretical plates shall not be less than 5000 calculated by glibenclamide peak, and the separation degree of impurity I peak and impurity II peak shall meet the requirements.
assay
take about 10mg of this product, weigh it accurately, put it in a 50ml measuring flask, add 12ml of methanol, ultrasonic dissolve glibenclamide, dilute it to the scale with mobile phase, shake it well, as a test solution, 20ul was injected into the liquid chromatograph with precise quantity, and the chromatogram was recorded. Another reference substance of glibenclamide was taken and determined by the same method. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 15:35:56
GLYBENCLAMIDE - Category
Authoritative Data Verified Data
hypoglycemic drugs.
Last Update：2022-01-01 15:35:57
GLYBENCLAMIDE - Storage
Authoritative Data Verified Data
sealed storage.
Last Update：2022-01-01 15:35:57
GLYBENCLAMIDE - Glibenclamide tablets
Authoritative Data Verified Data
This product contains glibenclamide (C23H28CIN305S) should be labeled amount of 90.0% ~ 110.0%.
trait
This product is white tablet.
identification
- 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.
- take an appropriate amount of fine powder of this product (about 10mg of Glibenclamide), add an appropriate amount of ethanol, shake to dissolve glibenclamide, filter, and add ethanol to 100ml of the filtrate, the same results were shown for the (2) tests identified under glibenclamide.
- take an appropriate amount of fine powder of this product (about equivalent to glibenclamide O.lg ), and identify (4) test according to glibenclamide, showing the same reaction.
examination
- relevant substances: take an appropriate amount of fine powder of this product (equivalent to 25mg of Glibenclamide), weigh it accurately, put it in a 50ml measuring flask, add 25ml of methanol, dissolve glibenclamide by ultrasound, and dilute it to the scale with mobile phase, shake well, filter, take the continued filtrate as a test solution, according to the method under the item of glibenclamide related substances. If there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of impurity I or impurity II in the chromatogram of the control solution, the peak area shall not exceed 0.6% of the indicated amount of glibenclamide calculated by the external standard method; the sum of the peak areas of other impurities shall not be greater than the main peak area of the control solution (1.0%) (the peak before the relative retention time of 0.18 is subtracted).
- Content uniformity take 1 tablet of this product, put it in a 50ml measuring flask, add 6ml of methanol, ultrasonic dissolve glibenclamide, dilute to the scale with mobile phase, shake, filter, take the continued filtrate as the test solution; Take about 12.5mg of glibenclamide reference, weigh it accurately, put it in a 50ml measuring flask, add 25ml of methanol, dissolve it by ultrasound, and dilute it to the scale with mobile phase, shake well, take an appropriate amount of precision, quantitative dilution with mobile phase to make solution containing 50ug per 1 ml, as a reference solution. Take the above two kinds of solution, determine according to the method under the content determination item, calculate the content, should comply with the provisions (General 0941).
- dissolution: according to the dissolution and release determination method (General rule 0931 method), 0.02% Tris was used as the dissolution medium, and the rotation speed was 75 rpm, after 45 minutes, 10ml of the solution was taken, filtered, and the filtrate was taken as the test solution. Another 10mg of glibenclamide reference substance was weighed accurately, put in a 100ml measuring flask, and 10ml of ethanol was added, dissolve by ultrasound, dilute to scale with dissolution medium, shake well, take 5ml accurately, put it in a 50ml measuring flask, dilute to scale with dissolution medium, shake well, and use as a reference solution. The absorbance of each of the above two Solutions was measured at a wavelength of 0401 nm by ultraviolet-visible spectrophotometry (general), and the elution amount of each tablet was calculated. The limit is 75% 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
Take 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (about 10mg equivalent to Glibenclamide), put it in a 50ml measuring flask, add 12ml methanol, ultrasound to dissolve glibenclamide, dilute to the scale with mobile phase, shake, filter, take the continued filtrate as a test solution, take 20 u1 with precision, and measure according to the method under the content determination of glibenclamide.
category
Same as glibenclamide.
specification
2.5mg
storage
sealed storage.
Last Update：2022-01-01 15:35:58
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