Pseudomorphine
"Dehydromorphine" redirects here. It is not to be confused with dihydromorphine.
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| Names | |
|---|---|
| IUPAC name
(5α,6α)-2-[(5α,6α)-3,6-dihydroxy-17-methyl-7,8-didehydro-4,5-epoxymorphinan-2-yl]-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol | |
| Identifiers | |
| Abbreviations | 2,2'-bimorphine[1] |
125-24-6  | |
| ChemSpider | 4590027 |
| |
| Jmol-3D images | Image |
| PubChem | 234570 |
| |
| UNII | AEZ78QX2G7 |
| Properties | |
| Molecular formula |
C34H36N2O6 |
| Molar mass | 568.66 g·mol−1 |
| Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
Pseudomorphine (also known as oxydimorphine or dehydromorphine) is an inactive, natural dimerisation product of the morphine molecule in tandem and thus a common impurity in morphine concentrations. It was first described by Pelletier in 1835.[2]
This compound may be synthesized by the oxidative coupling of morphine by potassium ferricyanide.[1]
See also
- Thebaine (paramorphine)
- Morphine-N-oxide
- Morphine-3-glucuronide
- Morphine-6-glucuronide
References
- ↑ 1.0 1.1 Bentley, K. W.; Dyke, S. F. (1959). "512. The structure of pseudomorphine". Journal of the Chemical Society (Resumed) 1959: 2574–2577. doi:10.1039/JR9590002574.
- ↑ A. K. Balls (1927). "Concerning Pseudomorphine". Journal of Biological Chemistry 71 (2): 537–542.