Codeine-N-oxide

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Codeine-N-oxide
Codeine-N-oxide.svg
Identifiers
CAS number 3688-65-1
PubChem 5359929
ChemSpider 4514400
Jmol-3D images Image 1
Properties
Molecular formula C18H21NO4
Molar mass 315.36 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Codeine-N-oxide (genocodeine) is an active metabolite of codeine.[1] It is an opiate listed as a Schedule I controlled substance.[2] It has a DEA ACSCN of 9053 and its annual manufacturing quota for 2013 was 602 grammes.

Like morphine-N-oxide, it was studied as a potential pharmaceutical drug and is considerably weaker than codeine. The amine oxides of this type form as oxidation products of the parent chemical; virtually every morphine/codeine class opioid has an equivalent nitrogen derivative such as hydromorphone-N-oxide.

References[edit]

  1. ^ Phillipson, J. David; El-Dabbas, Samia W.; Gorrod, John W. (1978). "In vivo and in vitro N-oxidation of morphine and codeine". Biol. Oxid. Nitrogen, Proc. Int. Symp., 2nd: 125–30. 
  2. ^ 21 C.F.R. 1308.11