Normorphine
From Wikipedia, the free encyclopedia
 |
|
|
Normorphine
|
|
| Systematic (IUPAC) name | |
| 3,6α-dihydroxy-4,5α-epoxy-7,8-didehydromorphinan | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C16H17NO3 |
| Mol. mass | 271.311 g/mol |
| Synonyms | Normorphine |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Normorphine is an opiate analogue that is the N-demethylated derivative of morphine.
Normorphine has relatively little opioid activity in its own right,[1][2] but is a useful intermediate which can be used to produce both opioid antagonists such as nalorphine, and also potent opioid agonists such as N-phenethylnormorphine.[3] It is also produced as a major metabolite of morphine,[4] with its formation from morphine catalysed by the liver enzymes CYP3A4 and CYP2C8.[5]
[edit] References
- ^ Fraser HF, Wikler A, Van Horn GD, Eisenman AJ, Isbell H. Human pharmacology and addiction liability of normorphine. Journal of Pharmacology and Experimental Therapeutics. 1958 Mar;122(3):359-69. PMID 13539761
- ^ Lasagna L, De Kornfeld TJ. Analgesic potency of normorphine in patients with postoperative pain. Journal of Pharmacology and Experimental Therapeutics. 1958 Nov;124(3):260-3. PMID 13588540
- ^ Daniel Lednicer. Central Analgetics. (1982), p146. ISBN 0-471-08314-3
- ^ Yeh SY. Urinary excretion of morphine and its metabolites in morphine-dependent subjects. Journal of Pharmacology and Experimental Therapeutics. 1975 Jan;192(1):201-10. PMID 235634
- ^ Projean D, Morin PE, Tu TM, Ducharme J. Identification of CYP3A4 and CYP2C8 as the major cytochrome P450 s responsible for morphine N-demethylation in human liver microsomes. Xenobiotica. 2003 Aug;33(8):841-54. PMID 12936704
