3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide
Itopride
CAS: 122898-67-3
Molecular Formula: C20H26N2O4
3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide - Names and Identifiers
| Name | Itopride |
| Synonyms | ITOPRIDE Itopride 122898-67-3 3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide N-{4-[2-(Dimethylamino)ethoxy]benzyl}-3,4-dimethoxybenzamide n-[[4-(2-dimethylaminoethoxy)phenyl]methyl]-3,4-dimethoxy-benzamide N-[[4-(2-dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxybenzamide N-[[4-(2-dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxy-benzamide N-[4-[2-(Dimethylamino)ethoxy]benzyl]-3,4-dimethoxybenzene-1-carboxamide 2-ETHOXY-5-ETHYL-N-((1-ETHYLPYRROLIDIN-2-YL)METHYL)-6-HYDROXY-3-IODOBENZAMIDE HYDROCHLORIDE |
| CAS | 122898-67-3 |
| EINECS | 694-655-5 |
| InChI | InChI=1/C20H26N2O4/c1-22(2)11-12-26-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(24-3)19(13-16)25-4/h5-10,13H,11-12,14H2,1-4H3,(H,21,23) |
3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide - Physico-chemical Properties
| Molecular Formula | C20H26N2O4 |
| Molar Mass | 358.43 |
| Density | 1.122±0.06 g/cm3(Predicted) |
| Melting Point | 111-112° |
| Boling Point | 510.1±50.0 °C(Predicted) |
| Flash Point | 262.3°C |
| Vapor Presure | 1.6E-10mmHg at 25°C |
| pKa | 13.98±0.46(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.552 |
3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide - Nature
Open Data Verified Data
colorless needle-like crystals were obtained from isopropyl ether and ethanol and had a melting point of 111-112 °c.
Last Update：2024-01-02 23:10:35
3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide - Preparation Method
Open Data Verified Data
4-2-(dimethylamino) ethoxy] benzylamine was dissolved in toluene and a solution of 3.4-methoxybenzoyl chloride in toluene was added and stirred at room temperature. Hydrochloric acid was added. The aqueous layer was separated, washed with toluene and basified with 20% sodium hydroxide. The precipitate was collected by filtration and then treated with isopropyl ether to give the product.
Last Update：2022-01-01 09:23:19
3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide - Use
Open Data Verified Data
Japan Beilu Pharmaceutical Research and development, in 1995 in Japan for the first time on the market. Gastrointestinal prokinetic drug, with dual role of domalamine D2 body block and acetylcholinesterase inhibition, by stimulating the release of endogenous acetylcholine and inhibit its hydrolysis and enhance gastric and duodenal motility, promote gastric discharge, and has moderate emetic effect. Suitable for functional dyspepsia caused by a variety of symptoms, such as upper abdominal discomfort, postprandial fullness, loss of appetite, Nausea, Vomit and so on.
Last Update：2022-01-01 09:23:19
3,4-Dimethoxy-N-[4-[2-(dimethylamino)ethoxy]benzyl]benzamide - Itopride Hydrochloride
Authoritative Data Verified Data
This product is N-[4-[2-(N,N-dimethylamino) ethoxy] benzyl]-3, 4-dimethoxybenzamide hydrochloride. The content of C20H26N204 • HCl shall not be less than 99.0% calculated on a dry basis.
trait
- This product is white to yellowish crystal or crystalline powder; Odorless.
- This product is very soluble in water, soluble in methanol, slightly soluble in ethanol, slightly soluble in chloroform, almost insoluble in ether.
- melting point the melting point of this product (General rule 0612 first method) is 191~196°C.
- The absorption coefficient of this product is accurately weighed, dissolved with water and quantitatively diluted to prepare a solution containing about 15ug per lml, according to ultraviolet-visible spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 258mn, and the absorption coefficient was 325 to 345.
identification
- take about 25mg of this product, put it in a dry test tube, add about 30mg of malonic acid and 0.5 of acetic anhydride, and heat it to show red-brown color.
- take this product, add water to make a solution containing about 15% per lml, according to UV-visible spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 258nm, there is minimal absorption at a wavelength of 238nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 1187).
- the aqueous solution of this product was chloride identification (1) of the reaction (General 0301).
examination
- acidity of this product l.Og, after adding 10ml of water to dissolve, according to the law (General 0631),pH value should be 3.5~5.5.
- the clarity and color of the solution shall be 1.0g, and the solution shall be clear and colorless after being dissolved by 10ml of water. In case of turbidity, it shall be compared with No. 1 turbidity standard solution (General rule 0902 method 1), shall not be more concentrated; If the color is developed, it shall not be deeper in comparison with the yellow No. 2 or yellow-green No. 2 Standard Colorimetric solution (General Principles 0901 first method).
- Related substances take this product, add water to dissolve and dilute to make a solution containing about 0.5mg per 1ml as a test solution; Take 1ml for precision measurement and put it in a 100ml measuring flask, as a control solution, it was diluted to the scale with water and shaken. Determined by high performance liquid chromatography (General 0512). Silica gel bonded with eighteen alkyl silanes as a filler (krolmasil C18,4.6mm X 250mm, 5um or equivalent column); 0.05mol/ L potassium dihydrogen phosphate solution (adjusted to pH 4.0 with dilute phosphoric acid or dilute potassium hydroxide solution) was used as mobile phase A, and acetonitrile was used as mobile phase B; the detection wavelength was 258Nm. 20ul of the control solution is injected into the human liquid chromatograph, and the chromatogram is recorded. The retention time of Itopride peak is about 10 minutes, and the separation degree of Itopride peak and its adjacent impurity peak shall meet the requirements. 20 u1 of the test solution and the control solution were respectively injected into the human liquid chromatograph, and the chromatograms were recorded. 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%) the area of the main peak of the control solution, and the sum of the areas of each impurity peak shall not be greater than the area of the main peak of the control solution (1.0%). The chromatogram of the test solution is 0.01 times smaller than the main peak area of the control solution.
- the appropriate amount of residual solvent is accurately weighed, and the solution containing 40mg per lml is made by adding water, which is used as the test solution, A mixed solution containing about 24ug and 356ug per 1ml of dimethyl sulfoxide was prepared, and 1ml of the mixed solution was accurately weighed, placed in a 10ml measuring flask, diluted to a scale with water, and shaken to serve as a reference solution. Determined according to the residual solvent determination method (General 0861 third method). The capillary column with 5% diphenyl-95% dimethyl polysiloxane (or similar polar) as the stationary liquid is the chromatographic column; The temperature is programmed and the initial temperature is 35°C for 5 minutes, the temperature was increased to 175°C at a rate of 3°C per minute and then to 260°C at a rate of 35°C per minute for 20 minutes; The inlet temperature was 100°C and the detector temperature was 260°C, no sample flow was noted. The reference solution lul is injected into the gas chromatograph, and the chromatogram is recorded. The resolution of each component peak shall meet the requirements, and the relative standard deviation of each peak area shall not be more than 10%. 1 u1 of each of the reference solution and the test solution was accurately measured and injected into the human gas chromatograph. The chromatogram was recorded and the peak area was calculated according to the external standard method. Chloroform and toluene residues should be in accordance with the provisions.
- weight loss on drying this product shall be dried at 105°C to constant weight, and the weight loss shall not exceed 0831 (general rule).
- ignition residue l.Og of this product shall be taken for inspection according to law (General rule 0841), and the remaining residue shall not exceed 0.1%.
- the residue left under the item of heavy metal extraction and ignition residue shall be inspected according to law (General Principles 0821, second law), and shall not contain more than 10 parts per million of heavy metals.
Content determination
take this product about 0.3g, precision weighing, add glacial acetic acid 20ml dissolved, add acetic anhydride 50ml, according to the potentiometric titration method (General rule 0701), with perchloric acid titration solution (O. 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 39.49mg of c20 h26n2o4. HCl.
category
gastrointestinal motility drugs.
storage
sealed and stored in a dry place.
Last Update：2022-01-01 14:23:08
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