oxprenolol

oxprenolol Basic information
Product Name:oxprenolol
Synonyms:1-(2-allyloxyphenoxy)-3-isopropylaminopropan-2-ol;2-Propanol, 1-(1-methylethyl)amino-3-2-(2-propenyloxy)phenoxy-;1-(Isopropylamino)-2-hydroxy-3-[o-(allyloxy)phenoxy]propane;1-[o-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propanol;2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propenyloxy)phenoxy]- (9CI);2-Propanol, 1-[o-(allyloxy)phenoxy]-3-(isopropylamino)- (7CI, 8CI);Coretal;dl-Oxprenolol
CAS:6452-71-7
MF:C15H23NO3
MW:265.35
EINECS:2292579
Product Categories:
Mol File:6452-71-7.mol
oxprenolol Structure
oxprenolol Chemical Properties
Melting point 78-80°
Boiling point 408.57°C (rough estimate)
density 1.0479 (rough estimate)
refractive index 1.5000 (estimate)
solubility Dichloromethane (Slightly), Methanol (Slightly)
pka13.89±0.20(Predicted)
form Solid
color White to Off-White
Stability:Stable under recommended storage conditions., Stable Under Recommended Storage C
Safety Information
MSDS Information
oxprenolol Usage And Synthesis
DescriptionOxprenolol induced contact dermatitis in a worker at a pharmaceutical plant, in the division for drug synthesis. Epichlorhydrin was also used for the production of both propranolol and oxprenolol.
OriginatorTrasicor,Ciba Geigy ,Italy,1970
UsesOxprenolol is a free base of Oxprenolol Hydrochloride(O870500) which is a β-Adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic.
UsesVasodilator(coronary).
DefinitionChEBI: 1-(propan-2-ylamino)-3-(2-prop-2-enoxyphenoxy)-2-propanol is an aromatic ether.
Manufacturing Process75 grams of pyrocatechol monoallyl ether, 75 grams of epichlorohydrin, 75 grams of potassium carbonate and 400 ml of acetone are stirred and heated at the boil for 12 hours. The potassium carbonate is then filtered off. The solvent is distilled off in a water-jet vacuum. The residual oil is dissolved in ether and agitated with 2 N sodium hydroxide solution. The ether is separated, dried and distilled off. The residue is distilled in a water-jet vacuum. 3-(ortho-allyloxy-phenoxy)-1,2-epoxypropane passes over at 145° to 157°C under 11 mm Hg pressure. A solution of 15 grams of 3-(ortho-allyloxyphenoxy)-1,2-epoxypropane and 15 grams of isopropylamine in 20 ml of ethanol is refluxed for 4 hours. The excess amine and the alcohol are then distilled off under vacuum, to leave 1-isopropylamino-2-hydroxy-3-(orthoallyloxy-phenoxy)-propane which melts at 75° to 80°C after recrystallization from hexane.
Brand nameTrasicor (Novartis).
Therapeutic FunctionAntiarrhythmic
Contact allergensThe beta-blocker oxprenolol induced contact dermatitis in a worker at a pharmaceutical plant, in a division for drug synthesis. Epichlorhydrin was also used for the production of drugs propranolol and oxprenolol.
oxprenolol Preparation Products And Raw materials
Raw materialsIsopropylamine-->Epichlorohydrin
Omeprazole magnesium Acebutolol Bisoprolol AURORA KA-6803 OXPRENOLOL HYDROCHLORIDE oxprenolol bucumolol hydrochloride Bucumolol N-nitrosooxprenolol

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