Pseudomorphine

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"Dehydromorphine" redirects here. It is not to be confused with dihydromorphine.
Pseudomorphine
Pseudomorphine skeletal.svg
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 YesY
ChemSpider 4590027 YesY
Jmol-3D images Image
PubChem 234570
UNII AEZ78QX2G7
Properties
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[edit]

References[edit]

  1. ^ a b 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.