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Morphinone

From Wikipedia, the free encyclopedia
Morphinone
Structural formula
Structural formula
Space-filling model
Space-filling model
Names
IUPAC name
(5α)-3-Hydroxy-17-methyl-7,8-didehydro-4,5-epoxy-morphinan-6-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.714 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1 checkY
    Key: PFBSOANQDDTNGJ-YNHQPCIGSA-N checkY
  • InChI=1/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1
    Key: PFBSOANQDDTNGJ-YNHQPCIGBO
  • O=C1\C=C/[C@H]5[C@@H]4N(CC[C@@]52c3c(O[C@@H]12)c(O)ccc3C4)C
Properties
C17H17NO3
Molar mass 283.327 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)

Morphinone is an opioid that is the intermediate when morphine is being converted to hydromorphone (trade name Dilaudid).[1]

Chemical structure

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Morphinone can be described as the ketone of morphine.

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Morphinone itself is an active opioid, though its potency is closer to codeine than morphine.[citation needed] It is, however, an important precursor and would fall under the purview of the Controlled Substances Act within the United States. Its legal status in other countries varies.

References

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  1. Hung-Wen (Ben) Liu and Tadhg P. Begley, ed. (2020). Comprehensive Natural Products III. Elsevier. ISBN 978-0-08-102691-5.