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oxprenolol

CAS No.6452-71-7
Chemical Name:oxprenolol
CBNumber:CB3875564
Molecular Formula:C15H23NO3
Formula Weight:265.35
MOL File:6452-71-7.mol

oxprenolol Property

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)
form Solid
pka 13.89±0.20(Predicted)
color White to Off-White
Stability Stable under recommended storage conditions., Stable Under Recommended Storage C
FDA UNII 519MXN9YZR

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H331-H311-H301
Precautionary statements P280-P302+P352-P312-P322-P361-P363-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501

oxprenolol Chemical Properties,Usage,Production

Description Oxprenolol 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.
Originator Trasicor,Ciba Geigy ,Italy,1970
Uses Oxprenolol is a free base of Oxprenolol Hydrochloride(O870500) which is a β-Adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic.
Uses Vasodilator(coronary).
Definition ChEBI: 1-(propan-2-ylamino)-3-(2-prop-2-enoxyphenoxy)-2-propanol is an aromatic ether.
Manufacturing Process 75 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 name Trasicor (Novartis).
Therapeutic Function Antiarrhythmic
Contact allergens The 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.