Name | Celiprolol |
Synonyms | -diethyl- CELIPROLOL Celiprolol celiptolol Celiprolol Base (R,S)-Celiprolol CELIPROLOLHYDROCHLORIDE(SUBJECTTOPANTENTFREE) 3-{3-acetyl-4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-1,1-diethylurea 3-[3-acetyl-4-(2-hydroxy-3-tert-butylamino-propoxy)-phenyl]-1,1-diethyl-urea n'-(3-acetyl-4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)phenyl)-n,n-di |
CAS | 56980-93-9 |
EINECS | 260-497-7 |
InChI | InChI=1/C20H33N3O4/c1-7-23(8-2)19(26)22-15-9-10-18(17(11-15)14(3)24)27-13-16(25)12-21-20(4,5)6/h9-11,16,21,25H,7-8,12-13H2,1-6H3,(H,22,26) |
Molecular Formula | C20H33N3O4 |
Molar Mass | 379.49 |
Density | 1.114g/cm3 |
Melting Point | 110-112° |
Boling Point | 586.5°C at 760 mmHg |
Flash Point | 308.5°C |
Water Solubility | 22.9mg/L(22.5 ºC) |
Solubility | Chloroform (slightly), Methanol (Slightly) |
Vapor Presure | 1.34E-14mmHg at 25°C |
Appearance | Solid |
Color | Yellow Sticky |
pKa | pKa ~9.7 (Uncertain) |
Storage Condition | -20°C Freezer, Under Inert Atmosphere |
Refractive Index | 1.545 |
Crystal, melting point 110~112 °c.
p-aminophenyl ether, potassium bicarbonate and acetone were mixed and reacted Dropwise with N,N-diethylchloroformamide at room temperature, followed by addition of water and adjustment to pH 6 with hydrochloric acid. After completion of the reaction, the product is obtained by washing, drying and recrystallization. The obtained compound, dichloromethane and acetyl chloride are mixed, and anhydrous aluminum trichloride is added for reaction. After the reaction, the treated compound and epichlorohydrin are mixed, A sodium hydroxide solution was added dropwise to carry out a reaction, water and excess epichlorohydrin were distilled off under reduced pressure, benzene was added, and the mixture was washed with a saturated aqueous solution of sodium chloride. The benzene was distilled off under reduced pressure, acetone was added, hydrobromic acid and water were added at room temperature and reacted again. After crystallization and drying, the obtained compound is reacted with tert-butylamine to obtain celiprolol, and the addition of hydrochloric acid to obtain celiprolol hydrochloride.
was first launched in Australia in 1985. A highly selective beta-l-receptor blocker with a vasodilator effect. This product has no membrane stabilization effect and does not inhibit myocardial contractility, and is less likely to cause sinus bradycardia than other p-receptor blockers without endogenous sympathomimetic activity. For the treatment of angina and ischemic heart disease, can reduce the frequency and extent of angina attacks, improve exercise tolerance, but to reduce resting and exercise heart rate, weaker than Atenolol.
male mice, rats LDso (mg]kg):56.2,68.3 I. V. 1834,3826 p. O.