Levomoramide
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| Systematic (IUPAC) name | |
|---|---|
|
(3R)-3-methyl-4-morpholin-4-yl-2,2-diphenyl-1-pyrrolidin-1-yl-butan-1-one | |
| Clinical data | |
| Legal status |
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| Identifiers | |
| CAS Number | 5666-11-5 |
| ATC code | None |
| PubChem | CID 10453145 |
| ChemSpider |
8628561  |
| UNII |
7M86YFN15D  |
| Chemical data | |
| Formula | C25H32N2O2 |
| Molar mass | 392.534 |
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| (what is this?) (verify) | |
Levomoramide is the inactive isomer of the opioid analgesic dextromoramide, invented by the chemist Paul Janssen in 1956. Unlike dextromoramide, which is a potent analgesic with high abuse potential, levomoramide is virtually without activity.[1][2]
"Resolution reveals that the analgetic activity in this case resides almost entirely in the (+) isomer."[3]
"In the α-CH3 series, one of the optical isomers of each enantiomorphic pair is about twice as active as the racemic mixture; the other isomer is devoid of significant analgesic activity."[4]
However, despite being inactive, levomoramide is scheduled by UN Single Convention on Narcotic Drugs.
References
- ↑ Janssen PA. Journal of the American Chemical Society. 1956;78:3862.
- ↑ Janssen PA, Jagenau AM. Journal of Pharmacy and Pharmacology 1957;9:381.
- ↑ Daniel Lednicer. Central Analgetics. (1982), p194. ISBN 0-471-08314-3
- ↑ Paul A J Janssen. Synthetic Analgesics Part 1: Diphenylpropylamines. Pergamon Press 1960. p143.
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