Codeine-N-oxide

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An encyclopedia article about Codeine-N-oxide


Codeine-N-oxide

Chemical structure of Codeine-N-oxide

Codeine-N-oxide is a chemical compound that is a derivative of codeine, an opioid used for its analgesic and antitussive properties. Codeine-N-oxide is an oxidized form of codeine, where the nitrogen atom in the morphinan structure is bonded to an additional oxygen atom, forming an N-oxide.

Chemical properties

Codeine-N-oxide retains the basic molecular structure of codeine, with the addition of an oxygen atom bonded to the nitrogen. This modification can affect the compound's pharmacokinetics and pharmacodynamics, potentially altering its bioavailability and metabolism compared to codeine.

Pharmacology

As an N-oxide derivative of codeine, Codeine-N-oxide may exhibit different pharmacological properties. The presence of the N-oxide group can influence the compound's ability to cross the blood-brain barrier, its binding affinity to opioid receptors, and its metabolic pathways in the body.

Synthesis

Codeine-N-oxide can be synthesized through the oxidation of codeine using various chemical reagents. The process involves the introduction of an oxygen atom to the nitrogen in the tertiary amine group of codeine, resulting in the formation of the N-oxide.

Potential uses

Research into Codeine-N-oxide may explore its potential as an analgesic or antitussive agent, similar to codeine. However, its altered chemical structure may lead to differences in efficacy and side effects.

Related compounds

Related pages

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Contributors: Prab R. Tumpati, MD