Meta-Hydroxynorephedrine

Meta-Hydroxynorephedrine

Meta-Hydroxynorephedrine (also known as m-OH-Norephedrine) is a pharmacological compound that belongs to the class of phenethylamines. It is a metabolite of norephedrine and ephedrine, which are both naturally occurring alkaloids found in various plants.

Chemistry

Meta-Hydroxynorephedrine is a stereoisomer, meaning it has the same molecular formula as norephedrine and ephedrine but a different structural configuration. It is characterized by the presence of a hydroxyl group (-OH) on the meta position of the phenyl ring, hence the name.

Pharmacology

In terms of its pharmacodynamics, meta-Hydroxynorephedrine acts as an adrenergic agonist. It has been found to have a higher affinity for alpha-adrenergic receptors compared to beta-adrenergic receptors. This results in vasoconstriction and an increase in blood pressure.

Metabolism

Meta-Hydroxynorephedrine is primarily metabolized in the liver by the enzyme cytochrome P450. The metabolites are then excreted in the urine.

Clinical Significance

Due to its adrenergic activity, meta-Hydroxynorephedrine has potential therapeutic applications in conditions such as hypotension and asthma. However, its use is limited due to the risk of side effects such as tachycardia and hypertension.

See Also

• Norephedrine
• Ephedrine
• Phenethylamine