| Identification | Back Directory | [Name]
dextrallorphan | [CAS]
5822-43-5 | [Synonyms]
dextrallorphan
(9α,13α,14α)-17-(2-Propenyl)morphinan-3-ol
Morphinan-3-ol, 17-(2-propen-1-yl)-, (9α,13α,14α)-
Morphinan-3-ol,17-(2-propenyl)-, (9a,13a,14a)- (9CI) | [Molecular Formula]
C19H25NO | [MOL File]
5822-43-5.mol | [Molecular Weight]
283.42 |
| Hazard Information | Back Directory | [Description]
Dextrallorphan (DXA) is an chemical of the morphinan class that is used in scientific research. It acts as a σ1 receptor agonist and NMDA receptor antagonist. It has no significant affinity for the σ2, μ-opioid, or δ-opioid receptor, or for the serotonin or norepinephrine transporter. As an NMDA receptor antagonist, in vivo, it is approximately twice as potent as dextromethorphan, and five-fold less potent than dextrorphan. Dextrallorphan was found to have a half maximal inhibitory concentration (IC50) for binding to the pituitary and brain receptor of 10,000 ± 1000 nM and 10,000 ± 1500 nM, respectively. While its stereoisomer, levallorphan, had a 10,000 times more potent dose, thus proving that binding to these receptors is stereospecific. |
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