Codeinone

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Codeinone
Codeinone.svg
Identifiers
CAS number 467-13-0 N
PubChem 5459910
ChemSpider 4573639 YesY
ChEBI CHEBI:18399 YesY
ChEMBL CHEMBL257627 YesY
Jmol-3D images Image 1
Properties
Molecular formula C18H19NO3
Molar mass 297.35 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Codeinone is 1/3 as active as codeine as an analgesic but it is an important intermediate in the production of hydrocodone, a painkiller about 3/4 the potency of morphine.[citation needed]

Chemical structure[edit]

Codeinone can be described as the methylether of morphinone: 3-methyl-morphinone.

Codeinone can be also described as the ketone of codeine: codeine-6-one.

Apoptotic activity[edit]

Through renewed interest into possible anti-tumor activities of some of the opium alkaloids and derivatives, unrelated to their antinociceptive properties and habit-forming effects, the oxidation product of codeine has been found to induce cell death in three different human cancer cell lines in vitro.[1]

References[edit]

  1. ^ Hitosugi N, Nagasaka H, Sakagami H, Matsumoto I, Kawase M (2003). Anticancer Res. 23(3B):2569-76. PMID: 12894543