- 4- hydroxyephedrine
- (1S *, 2R * ) - ( ±) -4 - [1- hydroxy-2- (methylamino ) propyl ] phenol (IUPAC)
- Erythro -p -hydroxy- α -[1 - (methylamino ) ethyl] benzyl alcohol
- 942-51-8 Oxilofrinhydrochlorid
153 ° C
150 mg · kg -1 ( LDLO, rabbits, i.v.)
Template: Infobox chemical / molecular formula search available
Oxilofrine (trade name: Carnigen ) is a drug from the group of sympathomimetics used for the treatment of low blood pressure ( orthostatic hypotension) is applied.
Chemical structure and stereoisomerism
Oxilofrine differs from ephedrine only by an additional hydroxy group on the benzene ring, hence the name hydroxyephedrine or more specifically 4- hydroxyephedrine.
Oxilofrine is a 1:1 mixture (racemate ) of the following two stereoisomers:
- (1S, 2R ) -4 - [1- hydroxy-2- (methylamino ) propyl ] phenol and
- (1R, 2S ) -4 - [1- hydroxy-2- (methylamino ) propyl ] phenol
As 4 - [1 -hydroxy-2 - (methylamino ) propyl ] phenol contains two stereogenic centers, there are four stereoisomers of which, of which
- (1S, 2S ) -4 - [1- hydroxy-2- (methylamino ) propyl ] phenol and
- (1R, 2R ) -4 - [1- hydroxy-2- (methylamino ) propyl ] phenol
Are not included in oxilofrine.
Mechanism of Action
About the agonist effects of sympathomimetic oxilofrine to adrenoceptors are found in the literature, various information:
- α -agonist
- α - and β -agonist
- β1 - β2 -agonist and
Oxilofrine is in the list of the World Anti -Doping Agency ( WADA) listed as a stimulant that is banned during athletic competitions.