Pseudomorphine
Names | |
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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 | |
3D model (JSmol) |
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Abbreviations | 2,2'-bimorphine[1] |
ChemSpider | |
ECHA InfoCard | 100.169.464 |
PubChem CID |
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UNII | |
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Properties | |
C34H36N2O6 | |
Molar mass | 568.67 g·mol−1 |
Except where otherwise noted, data are 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 2 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.
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