Oxyfedrine Property

Melting point:

107-109°C

Boiling point:

475.2±28.0 °C(Predicted)

Density 

1.122±0.06 g/cm3(Predicted)

storage temp. 

Hygroscopic, -20°C Freezer, Under inert atmosphere

solubility 

DMSO (Slightly), Methanol (Slightly), Toluene (Slightly)

pka

13.90±0.20(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic, Moisture Sensitive

Hazard and Precautionary Statements (GHS)

Oxyfedrine Chemical Properties,Usage,Production

Indications

Oxyfedrine is a vasodilator and has been used in angina pectoris and myocardial infarction.

Mode of action

Vasodilator, beta-sympathomimetic due to its metabolite norephedrine.

Pharmacokinetics

Oxyfedrine is almost completely (75 to 100% of a dose) metabolized to norephedrine (see there), but the organ of biotransformation is not exactly known. It has not yet been decided whether oxyfedrine is metabolized by liver enzymes, as in rats, or is spontaneously degraded eventually in the duodenal fluid before absorption when administered orally. Both organs seem to be involved because the degree of metabolism is the same after parenteral or oral administration; however, entero-hepatic circulation is known.

Side effects

Reversible loss of taste sensation.

Originator

Ildamen,Homburg,W. Germany ,1966

Uses

Oxyfedrine acts as a vasodilator affecting the coronary base flow.

Definition

ChEBI: Oxyfedrine is an aromatic ketone.

Manufacturing Process

45 grams of m-methoxy acetophenone, 8 grams of paraformaldehyde and 30.2 grams of 1 norephedrine were mixed with about 135 cc of isopropanol HCl solution to provide a pH of 4 and the mixture refluxed for 4 hours. The reaction mixture was cooled and the crystals filtered off on a suction filter. 3[1-phenyl-1-hydroxypropyl-(2)-amino]-1-(m-methoxyphenyl)-propanone-(1) HCl was obtained which after recrystallization from methanol had a MP of 190° to 193°C.

Therapeutic Function

Coronary vasodilator