Dextrallorphan

Chemical structure of Dextrallorphan

Dextrallorphan is a chemical compound that acts as a dissociative anesthetic and is a metabolite of dextromethorphan, a common cough suppressant. It is known for its role in the central nervous system as an NMDA receptor antagonist.

Chemical Properties

Dextrallorphan is a member of the morphinan class of compounds. It is structurally related to dextromethorphan and levorphanol, sharing the morphinan backbone but differing in stereochemistry and functional groups.

Pharmacology

Dextrallorphan functions primarily as an NMDA receptor antagonist, which contributes to its dissociative effects. By inhibiting the NMDA receptor, dextrallorphan can interfere with the normal excitatory neurotransmission in the brain, leading to altered perception and cognition.

Metabolism

Dextrallorphan is produced in the body as a metabolite of dextromethorphan. The conversion occurs primarily in the liver through the action of the cytochrome P450 enzyme system, particularly CYP2D6.

Clinical Significance

While dextrallorphan itself is not used therapeutically, its parent compound, dextromethorphan, is widely used in over-the-counter cough medicine. The effects of dextrallorphan are considered when evaluating the safety and efficacy of dextromethorphan, especially in individuals with variations in CYP2D6 activity.

Research

Dextrallorphan has been studied for its potential neuroprotective effects due to its NMDA receptor antagonism. Research is ongoing to explore its role in conditions such as neurodegenerative diseases and neuropathic pain.

Related Compounds

• Dextromethorphan
• Levorphanol
• Ketamine

Related Pages

• NMDA receptor antagonist
• Dissociative drug
• Cytochrome P450