Norcodeine

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Norcodeine
Norcodeine.svg
Systematic (IUPAC) name
3-Methoxy-6α-hydroxy-4,5α-epoxy-7,8-didehydromorphinan
Clinical data
Legal status
Identifiers
CAS Number 467-15-2 YesY
ATC code none
PubChem CID: 9925873
ChemSpider 8101508 N
UNII 32W9P3T4ML
Chemical data
Formula C17H19NO3
Molecular mass 285.337 g/mol
  • COC1=C2C3=C(C[C@@H]4[C@H]5[C@]3(CCN4)[C@@H](O2)[C@H](C=C5)O)C=C1
  • InChI=1S/C17H19NO3/c1-20-13-5-2-9-8-11-10-3-4-12(19)16-17(10,6-7-18-11)14(9)15(13)21-16/h2-5,10-12,16,18-19H,6-8H2,1H3/t10-,11+,12-,16-,17-/m0/s1 N
  • Key:HKOIXWVRNLGFOR-KOFBORESSA-N N
 NYesY (what is this?)  (verify)

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Not to be confused with Norco (medication).

Norcodeine is an opiate analogue that is the N-demethylated derivative of codeine.

Norcodeine has relatively little opioid activity in its own right,[1] but is formed as a metabolite of codeine following ingestion.[2]

References

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  1. ↑ Fraser HF, Isbell H, Van Horn GD. Human pharmacology and addiction liability of norcodeine. Journal of Pharmacology and Experimental Therapeutics. 1960 Jun;129:172-7. PMID 13824628
  2. ↑ Posey BL, Kimble SN. High-performance liquid chromatographic study of codeine, norcodeine, and morphine as indicators of codeine ingestion. Journal of Analytical Toxicology. 1984 Mar-Apr;8(2):68-74. PMID 6716978.
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