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56980-93-9

56980-93-9 Structure

56980-93-9 Structure
IdentificationMore
[Name]

Celiprolol
[CAS]

56980-93-9
[Synonyms]

3-[3-acetyl-4-(2-hydroxy-3-tert-butylamino-propoxy)-phenyl]-1,1-diethyl-urea
CELIPROLOL
celiptolol
-diethyl-
n’-(3-acetyl-4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)phenyl)-n,n-di
Celiprolol Base
CELIPROLOLHYDROCHLORIDE(SUBJECTTOPANTENTFREE)
(R,S)-Celiprolol
dl-Celiprolol
Racemic Celiprolol
Selectol
Urea, N'-[3-acetyl-4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]phenyl]-N,N-diethyl-
rac-1,1-Diethyl-3-[3-acetyl-4-[(R*)-2-hydroxy-3-[(1,1-dimethylethyl)amino]propoxy]phenyl]urea
rac-3-[3-Acetyl-4-[(R*)-3-(tert-butylamino)-2-hydroxypropoxy]phenyl]-1,1-diethylurea
[EINECS(EC#)]

260-497-7
[Molecular Formula]

C20H33N3O4
[MDL Number]

MFCD00864577
[Molecular Weight]

379.49
[MOL File]

56980-93-9.mol
Chemical PropertiesBack Directory
[Melting point ]

110-112°
[storage temp. ]

-20°C Freezer, Under Inert Atmosphere
[solubility ]

Chloroform (slightly), Methanol (Slightly)
[form ]

Solid
[pka]

pKa ~9.7 (Uncertain)
[color ]

Yellow
[Water Solubility ]

22.9mg/L(22.5 ºC)
[CAS DataBase Reference]

56980-93-9(CAS DataBase Reference)
Hazard InformationBack Directory
[Originator]

Selectol,Chemie Linz,Austria,1983
[Uses]

Celiprolol is an intermediate in the synthesis of Celiprolol Hydrochloride (C254500). Celiprolol is a cardioselective β1-adrenergic blocker. Antihypertensive, antianginal.
[Definition]

ChEBI: 3-[3-acetyl-4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl]-1,1-diethylurea is an aromatic ketone.
[Manufacturing Process]

3-Acetyl-4-hydroxyaniline, in solution in pyridine, is reacted with dimethylcarbamoyl chloride at room temperature to give N-(3-acetyl-4- hydroxy)phenyl-N'-dimethylurea, which after evaporating the pyridine, taking up the residue in chloroform and evaporating the latter, is obtained in a crystalline form. Melting point: 160°-162°C. After reaction of the product in alkaline aqueous solution, with epichlorohydrin, N-[3-acetyl-4-(2',3'-epoxy)- propoxy]-phenyl-N'-dimethylurea (melting point: 98°-102°C) is obtained, and this, in turn, is reacted with excess tert-butylamine in aqueous solution at room temperature to give N-[3-acetyl-4-(3'-tert-butylamino-2'-hydroxy)- propoxy)-phenyl-N'-dimethylurea of melting point: 120°-122°C.
[Therapeutic Function]

Beta-adrenergic blocker
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