Heterocodeine
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| Heterocodeine
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| Systematic (IUPAC) name | |
| (5α,6α)-3-hydroxy-6-methoxy-7,8-didehydro-4,5-epoxy-17-methylmorphinan | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C18H21NO3 |
| Mol. mass | 299.364 g/mol |
| Synonyms | Heterocodeine, Morphine 6-methyl ester |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Heterocodeine (6-methylmorphine) is an opiate derivative, the 6-methyl ether of morphine, and a structural isomer of codeine. Heterocodeine was first synthesised in 1932, and can be made from morphine by selective methylation.[1]
Heterocodeine is 6 times more potent than morphine[1] due to the masking of the 6-hydroxy group giving greater lipophilicity, in a similar manner to 6-acetylmorphine.[2]
References
- ↑ Barber RB, Rapoport H. Synthesis of thebaine and oripavine from codeine and morphine. Journal of Medicinal Chemistry. 1975 Nov;18(11):1074-7.
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