methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate
mebendazole
CAS: 31431-39-7
Molecular Formula: C16H13N3O3
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Names and Identifiers
| Name | mebendazole |
| Synonyms | methyl 5-benzoylbenzimidazole-2-carbamate methyl 5-benzoylbenzimidazol-2-ylcarbamate methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate |
| CAS | 31431-39-7 |
| EINECS | 250-635-4 |
| InChI | InChI=1/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21) |
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Physico-chemical Properties
| Molecular Formula | C16H13N3O3 |
| Molar Mass | 295.29 |
| Density | 1.388g/cm3 |
| Melting Point | 288.5℃ |
| Appearance | White to light yellow powder |
| Merck | 14,5768 |
| BRN | 759809 |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.702 |
| Use | For high-efficiency broad-spectrum anthelmintic drug, used for the treatment of thallium, thallium, Whipple, furunculus, Hook and round-type nematode |
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed |
| Safety Description | S36 - Wear suitable protective clothing. |
| UN IDs | UN 2811 |
| WGK Germany | 3 |
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Reference
| Reference Show more | 1. [IF=4.35] Pengfei Gao et al.Determination of Levamisole and Mebendazole and Its Two Metabolite Residues in Three Poultry Species by HPLC-MS/MS.Foods. 2021 Nov;10(11):2841 |
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Standard
Authoritative Data Verified Data
This product is 5-benzoyl-2-benzimidazole carbamic acid methyl ester, according to the dry product calculation, containing C16H13N303 should be 98.0% ~ 102.0%.
Last Update：2024-01-02 23:10:35
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Trait
Authoritative Data Verified Data
- This product is white, off-white or yellowish crystalline powder; Odorless.
- This product is very slightly soluble in acetone or chloroform, insoluble in water; Soluble in formic acid, slightly soluble in glacial acetic acid.
absorption coefficient
take this product about 50mg, precision weighing, add formic acid 5ml to dissolve, quantitatively dilute with isopropanol to make a solution containing about 10ug per lml, the absorbance was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (General rule 485), and the absorption coefficient was calculated from the dried product to be 505.
Last Update：2022-01-01 11:37:39
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Introduction
Soluble in formaldehyde, formic acid, glacial acetic acid, slightly soluble in methanol, insoluble in water, odorless, tasteless, non-hygroscopic, stable in the air.
Last Update：2022-10-16 17:24:31
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Differential diagnosis
Authoritative Data Verified Data
- the solution under the measurement of the absorption coefficient was measured by ultraviolet-visible spectrophotometry (General 0401), and there was a maximum absorption at a wavelength of Nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 101).
Last Update：2022-01-01 11:37:40
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Exam
Authoritative Data Verified Data
crystal form A
take about 25mg each of the product and the reference substance containing mebendazole with A crystal form of 10%, add 0.3 of liquid paraffin respectively, grind evenly, and make paraffin paste tablets with A thickness of about 0.15mm, at the same time make the same thickness of the blank liquid paraffin paste as reference, according to infrared spectrophotometry (General 0402) determination, the light transmittance of the test sample and the reference sample at the wavenumber of 8O3cm-1 was adjusted to be 90%-95%, and the infrared light absorption spectra at the wavenumber of 620-803cm-1 were recorded, respectively. Connect a baseline between the minimum absorption peaks at the wave numbers of about 620cm-1 and 803cm-1, and make a vertical line at the top of the maximum absorption peak at the wave numbers of about 640cm-1 and 662cm-1 to intersect with the baseline, the absorbance value of the corresponding absorption peak is obtained by the baseline absorbance method, and the ratio of the absorbance of the test sample at the wave number of about 640cm-1 and 662cm-1, it should not be greater than the ratio of the absorbance at this wavenumber of the control containing 10% of the crystalline form A of mebendazole.
Related substances
take 50mg of this product, put it in a 10ml measuring flask, add 2ml of formic acid to dissolve, dilute it to the scale with acetone, shake it, and use it as a test solution, solutions containing 25ug and 12.5ug per 1 ml, respectively, were prepared as Control Solutions (1) and (2) by quantitative dilution with acetone. According to the thin layer chromatography (General 0502) test, absorb the above three solutions of 10 u1, respectively, on the same silica gel GF254 thin layer plate, with chloroform-methanol-formic acid (90:5:5) for the development of the solvent, expand, dry, set the UV light (254 nm) under the view. The control solution (2) should show a clear spot, the test solution such as impurity spots, compared with the control solution (1) of the main spot, not deeper.
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. 0g of this product and check it according to law (General rule 0841). The residue shall not exceed 0.1%.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 20 parts per million of heavy metal when examined by law (General rule 0821, Law II).
Last Update：2022-01-01 11:37:41
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Content determination
Authoritative Data Verified Data
take this product about precision weighing, add the solution, add glacial acetic acid 40ml and acetic anhydride 5ml, according to the potential titration method (General rule 0701), with perchloric acid titration solution (0.1 mol/ L) titration, and the results of the titration were corrected with a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol / L) corresponds to 29.58mg of C6H13N3O3.
Last Update：2022-01-01 11:37:41
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Category
Authoritative Data Verified Data
anthelmintic drug.
Last Update：2022-01-01 11:37:41
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Storage
Authoritative Data Verified Data
sealed preservation.
Last Update：2022-01-01 11:37:42
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Mebendazole Tablets
Authoritative Data Verified Data
This product contains mebendazole (C16H13N303) should be 90.0% to 110.0% of the label.
trait
This product is white or off-white or colored.
identification
- take an appropriate amount of fine powder of this product (about 20mg of mebendazole), add 2ml of formic acid, shake to dissolve mebendazole, add 18ml of acetone, shake and filter, the filtrate was taken as a test solution; Another 20mg of mebendazole reference product was dissolved by adding 2ml of formic acid, and 18ml of acetone was added thereto, followed by shaking to obtain a reference solution. According to the thin layer chromatography (General 0502) test, absorb the above two solutions of each lul, respectively, on the same silica gel GF254 thin layer plate, with chloroform-methanol-formic acid (90:5:5) for development, open, dry, set under UV light (254mn) to view. The position and color of the main spot displayed by the test solution should be consistent with the main spot of the control solution.
- the solution under the content measurement was measured by ultraviolet-visible spectrophotometry (General 0401), and the maximum absorption was found at a wavelength of 312mn.
examination
- dissolution of this product, according to the dissolution and release determination method (General 0931 second method), with 1% sodium dodecyl sulfate 0.lmol / L hydrochloric acid solution 900ml as the dissolution medium, the speed is 75 rpm, according to the law, after 120 minutes, take the appropriate amount of solution, filtering, the continued filtrate was taken as the test solution (O.lg specification), or precision, take 5ml of the continued filtrate, put it in a 10ml measuring flask, shake it, and use it as a test solution (0.2g specification); Take 25mg of mebendazole reference substance by precision weighing, add 10ml formic acid to dissolve in 50ml measuring flask, dilute to scale with methanol, shake well, take 5ml accurately, put in 25ml measuring flask, dilute to scale with dissolution medium, shake well, as a control solution. According to high performance liquid chromatography (General rule 0512), with amino silane bonded silica gel as filler; With acetonitrile-0.15% sodium dodecyl sulfate solution (take sodium dodecyl sulfate G and sodium hydroxide 8G, add water to dissolve and dilute, 20ml of phosphoric acid was added, and the pH value was adjusted to 2.5 (30:70). The detection wavelength was 254nm. The l0ul of each of the reference solution and the test solution was accurately measured, respectively injected into the human liquid chromatograph, the chromatogram was recorded, and the dissolution amount of each tablet was calculated by the peak area according to the external standard method. 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 50mg equivalent to mebendazole), put it in a 100ml measuring flask, add 5ml formic acid, put it in a 60°C hot water bath, heat for 15 minutes to dissolve mebendazole, let it cool, dilute to the scale with isopropanol, shake well, filter, take 2ml of continued filtrate, put it in a 100ml measuring flask, dilute to the scale with isopropanol, shake well, according to UV-visible spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 312nm, and the absorption coefficient of C16H13N303 was calculated as 495.
category
Same as Mebendazole.
specification
(1)0.lg (2)0.2g
storage
sealed storage.
Last Update：2022-01-01 11:37:43
methyl (6-benzoyl-1H-benzimidazol-2-yl)carbamate - Compound Mebendazole Tablets
Authoritative Data Verified Data
This product contains mebendazole (Cl6H13N3O3) and levamisole hydrochloride (C11H12N2S.HC1) shall be 90.0% ~ 110.0% of the label amount.
prescription
mebendazole 100g
Levamisole hydrochloride 25g
Appropriate amount of excipients
Made into 1000 tablets
trait
This product is colored.
identification
- take an appropriate amount of the fine powder of this product (about 0.15g of levamisole hydrochloride), add 50ml of water, shake to dissolve levamisole hydrochloride, filter, take 20ml of filtrate, add 2ml of sodium hydroxide solution, boil for 10 minutes, several drops of sodium nitroprusside ferricyanide solution were added, which showed red color.
- take an appropriate amount of fine powder of this product (about 20mg of mebendazole), add 2ml of formic acid, shake to dissolve mebendazole, add 18ml of acetone, shake and filter, the filtrate was used as a test solution; Another 20mg of mebendazole reference product was dissolved by adding 2ml of formic acid, and 18ml of acetone was added thereto, followed by shaking to obtain a reference solution. According to the thin layer chromatography (General 0502) test, draw the Test Solution and the reference solution, respectively, on the same silica gel GF 254 thin layer plate, with chloroform-methanol-formic acid (90:5:5) for the development of the solvent, expand, dry, set the UV lamp (254nm) to view, the position and color of the main spot of the test solution should be consistent with the main spot of the reference solution.
- The filtrate under identification (1) was taken to show chloride to identify the reaction of (1) (General 0301).
examination
- dissolution the dissolution medium was 0931 of 0.5% mol/L hydrochloric acid solution of 0.1 sodium dodecyl sulfate according to the dissolution and release determination method (General rule second method), after 45 minutes, take an appropriate amount of the solution, filter it, and then take the 5ml of the filtrate in a 10ml measuring flask, dilute it to the scale with methanol, and shake it well, as a test solution; The appropriate amount of mebendazole reference substance and levamisole hydrochloride reference substance were accurately weighed and dissolved by adding 4ml of 1% hydrochloric acid methanol solution to each 10 mg of mebendazole, prepare mixed solution containing mebendazole 0.55mg and levamisole hydrochloride 0.14mg per 1 ml by quantitative dilution with mobile phase, Take 5ml with precise volume, put it in 25ml measuring flask, dilute to scale with dissolution medium, shake well, then take 5ml, put it in a 10ml measuring flask, dilute it to the scale with methanol, shake it well, and use it as a reference solution. According to the chromatographic conditions under the content determination item, 20ul of each of the reference solution and the test solution is accurately measured, and the human liquid chromatograph is injected respectively, and the chromatogram is recorded. According to the external standard method to calculate the peak area of the dissolution of the tablet. The limit of Mebendazole is 75% of the labeled amount and the limit of levamisole hydrochloride is 80% of the labeled amount.
- 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 as filler; 0.05mol/L potassium dihydrogen phosphate solution-methanol (40:60) as mobile phase; The detection wavelength was 230nm; the theoretical plate number shall not be less than 2500 based on levamisole peak and mebendazole peak, and the separation degree of levamisole peak and mebendazole peak shall meet the requirements.
- determination of 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to 50mg of mebendazole and 12.5mg of levamisole hydrochloride), put in a 100ml measuring flask, add 1% hydrochloric acid methanol solution (20ml), sonicate mebendazole and levamisole hydrochloride to dissolve, let it cool, dilute with mobile phase to the scale, shake, filter, and take 5ml continuous filtrate with precision, place the sample in a 25ml measuring flask, dilute to the scale with mobile phase, shake well, inject lOul into the liquid chromatograph with precise volume, record the chromatogram, and take about 25mg of the reference substance of mebendazole into the 25ml measuring flask, 10ml of 1% hydrochloric acid methanol solution was added, dissolved by ultrasound, diluted to scale with mobile phase, and then shaken. Another 25mg of levamisole hydrochloride reference product was added into a 100ml measuring flask, and the mobile phase was added to dissolve and dilute to scale, shake well; Take 5ml of each of the above two Solutions respectively, put it in the same 50ml measuring flask, dilute it to the scale with mobile phase, shake well, and use it as a reference solution for determination by the same method. According to the external standard method to calculate the peak area, that is.
category
anthelmintic drug.
storage
sealed storage.
Last Update：2022-01-01 13:43:18
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