Pseudomorphine

"Dehydromorphine" redirects here. It is not to be confused with dihydromorphine.
Pseudomorphine
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
125-24-6 YesY
3D model (Jmol) Interactive image
Abbreviations 2,2'-bimorphine[1]
ChemSpider 4590027 YesY
ECHA InfoCard 100.169.464
PubChem 234570
UNII AEZ78QX2G7
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

References

  1. 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.
  2. A. K. Balls (1927). "Concerning Pseudomorphine". Journal of Biological Chemistry. 71 (2): 537–542.



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