Name | Bambuterol Hydrochloride |
Synonyms | BAMBEC KWD-2183 Bambuterol HCl BAMBUTEROL HCL BAMBUTEROL HYDROCHLORIDE Bambuterol Hydrochloride Bambuterol monohydrochloride 5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diyl bis(dimethylcarbamate) dimethylcarbamic acid 5-[2[(1,1-dimethyl)amino]1-hydroxyethyl]-1,3-phenylene ester hydrochloride DIMETHYLCARBAMIC ACID 5-[2-[(1,1-DIMETHYLETHYL)AMINO]-1-HYDROXYETHYL]-1,3-PHENYLENE ESTER HYDROCHLORIDE Carbamic acid, dimethyl-, 5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-1,3-phenylene ester, monohydrochloride |
CAS | 81732-46-9 |
EINECS | 643-060-9 |
InChI | InChI=1/C18H29N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,15,19,22H,11H2,1-7H3 |
InChIKey | LBARATORRVNNQM-UHFFFAOYSA-N |
Molecular Formula | C18H30ClN3O5 |
Molar Mass | 403.9 |
Density | 1.154g/cm3 |
Melting Point | 222-224°C |
Boling Point | 500.9°C at 760 mmHg |
Flash Point | 256.7°C |
Solubility | H2O: ~33mg/mL, soluble |
Vapor Presure | 7.49E-11mmHg at 25°C |
Appearance | powder |
Color | off-white |
Merck | 14,953 |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.533 |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
HS Code | 29242990 |
This product is 1-[bis-(3 ',5'-N,N-dimethylcarbamoyloxy) phenyl]-2-n-tert-butylaminoethanol hydrochloride. Calculated as dry product, containing no less than 98.5% of C18H29N305 • hc1.
take 0.20g of this product, Add 10ml of water to dissolve, and measure according to law (General rule 0631). The pH value should be 4.5~7.0.
take 0.20g of this product and add 10ml of water to dissolve, the solution should be clear and colorless; If it is turbid, it should not be deeper compared with No. 1 turbidity standard solution (General rule 0902 first method); If it is colored, comparison with yellow No. 2 Standard Colorimetric solution (General rule 0901 first method), not deeper.
take this product, add mobile phase to dissolve and dilute to make a solution containing about 1 mg per 1ml as a test solution; Take 1ml for precision measurement and put it in a 100ml measuring flask, dilute to the scale with the mobile phase, shake, and serve as a control solution. Test according to high performance liquid chromatography (General 0512). Silica gel was bonded with eighteen alkyl silane as filler; [methanol-acetonitrile-phosphate buffer solution (take potassium dihydrogen phosphate 6.8g, add appropriate amount of water to dissolve, adjust pH to 3.0 with phosphoric acid, dilute to 1000ml with water)(30:18:52), containing 1.5g of sodium octane sulfonate per 3000 ml] as mobile phase; The detection wavelength was 214nm; The number of theoretical plates was not less than based on the bambuterol peak, the degree of separation of bambuterol peaks from adjacent peaks shall be as required. 20 u1 of the test solution and the control solution were respectively injected into the human liquid chromatograph, and the chromatogram was recorded to 2 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) 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%).
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
take this product l. Add 2ml of acetate buffer solution (pH 3.5) and appropriate amount of water to 25ml, and check according to law (General rule 0821, first method), containing no more than 15 parts per million of heavy metals.
take this product 0.3g, precision weighing, add glacial acetic acid 20ml, Mercury acetate test solution 5ml to dissolve, add crystal violet indicator solution 1 drop, with high gas acid titration solution (0.1 mol/L) titration to the solution of pure blue, and the titration results with blank test correction. Each 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 40.39mg of C18H29N305. HCl.
B-receptor agonists.
light shielding, sealed storage.
This product contains bambuterol hydrochloride (C18H29N305 • HCl) should be 90.0% ~ 110.0% of the label amount.
This product is white or off-white.
with bambuterol hydrochloride.
(l)10mg (2)20mg
light shielding, sealed storage.
Overview | Bambuterol hydrochloride Hy droochloride has the chemical name (R, S)-1-[BIS -3 ', 5'-(N, N-dimethylcarbamoyloxy) phenyl]-2-n-terbutoxyethanol hydrochloride for the treatment of asthma, one of the main drugs for emphysema and bronchitis, and has the effect of protecting the fetus and lowering blood lipids in the first trimester. It has a long duration of action as a bronchial antispasmodic anti-asthmatic drug, and side effects are very weak, without significant effects on the heart and digestive system. |
Use | for the treatment of bronchial asthma, asthmatic bronchitis, obstructive emphysema and other pulmonary diseases accompanied by bronchospasm. Ester prodreg of the 2-adrenaline agonist Terbutaline (T109750). Bronchodilator. |
synthesis method | with 3 ', 5'-dihydroxyacetophenone (2) as the starting material, after esterification, bromination, condensation, pressure hydrogenation reduction, salt preparation 1. Preparation of 3 ', 5'-bis (N, N-dimethylcarbamoyloxy) acetophenone (3) 3 ', 5'-dihydroxyacetophenone (2) (15.2g,0.1mol), anhydrous potassium carbonate (27G, 0.2mol) and ethyl acetate (100ml), N, N-dimethylcarbamoyl chloride (32g ,0.3mol) were added at room temperature, after adding the mixture to reflux for 3 h, it was poured into water (150ml), and the organic layer was separated. The aqueous layer was extracted with ethyl acetate (50ml × 3), the organic layers were combined, washed with water until neutral, dried over anhydrous sodium sulfate, distilled off ethyl acetate, and recrystallized from petroleum ether (60-90 ° C.) to give 3. Preparation of 3 ', 5'-bis (N ,N-dimethylcarbamoyloxy)-ω-bromoacetophenone (4) 3(29.4g,0.1mol), dichloroethane (0.1 ml), slowly and Dropwise with stirring bromine (16g, mol) in dichloroethane (50ml) solution, add the reaction 2H at 25 °c, poured into water (ML) the organic layer was separated. The organic layer was washed with water until neutral, dried over anhydrous sodium sulfate, the solvent was recovered by distillation, and the residue was recrystallized from methanol (50ml) to give 4. Bambuterol hydrochloride (1) was added sequentially with 4(18.6g,0.055mol) and DMF(40ml), and sodium borohydride (0.93g,0.025mol) was added at room temperature, after reaction at 50 ° C. For 2H, the mixture was poured into water (100ml) and extracted with dichloromethane (50ml × 3). The organic layer was washed with water (50ml × 3), dried over anhydrous sodium sulfate, and the solvent was recovered to dryness. Add anhydrous ethanol (40ml), tert-butylamine (7.3g,0.1mol), Reflux reaction for 3H, add water (10% ml), adjust pH 10~12 with NaOH (about 30ml), extract with dichloromethane (50ml x 3). The organic layer was washed with deionized water (50ml x 3) and dried over anhydrous sodium sulfate. Dry hydrogen chloride gas was added to the solution at pH 2-4 and concentrated to dryness. Isopropanol (100ml) was added, heated to reflux, decolorized with activated carbon (about 1.0g) for 15min, filtered while hot, cooled to precipitate crystals, suction filtered and dried to obtain product 1. (2016-01-13) |
attention should be paid to | 1. Contraindications ① allergic to this drug, Terbutaline and sympathomimetic amine. Idiopathic hypertrophic Subvalvular aortic stenosis. ③ patients with tachyarrhythmia. (4) liver cirrhosis or liver dysfunction should not be used. 2. Use with caution ① renal insufficiency. ②Patients with recent myocardial infarction. ③ patients with heart disease such as hypertension. ④ patients with diabetes mellitus. (5) patients with hyperthyroidism. Patients with increased sensitivity to sympathomimetic amines (such as uncontrolled hyperthyroidism). 3. Effect of the drug on children the dose for children under 12 years of age has not been established, infants and young children should be used with caution. 4. The effect of drugs on the elderly with liver, kidney and heart dysfunction in elderly patients with caution. 5. Effect of drug on pregnancy this drug relaxes uterine smooth muscle, can inhibit uterine activity and delivery, animal experiments have not found that the drug has teratogenic effect, pregnant women should be used with caution (especially in early pregnancy). Although the pregnancy safety of this drug has not been established, the pregnancy safety of Terbutaline, the active metabolite of this drug, is classified as B by the U. S. Food and Drug Administration (FDA). Effects of the drug on lactation Terbutaline is secreted into the milk but does not adversely affect the infant at the therapeutic dose. It has been reported that premature infants receiving beta 2 ~ adrenergic receptor agonist therapy in lactating women will produce temporary hypoglycemia, should be used with caution. |
biological activity | Bambuterol HCl is a potent β-adrenopptor antagonist for the treatment of asthma. |
Target | Value |