Norcodeine

Summary

Norcodeine is an opiate analogue that is the N-demethylated derivative of codeine. It has relatively little opioid activity in its own right,[2] but is formed as a metabolite of codeine following ingestion.[3]

Norcodeine
Clinical data
Dependence
liability
High
ATC code
  • none
Legal status
Legal status
Identifiers
  • 3-Methoxy-6α-hydroxy-4,5α-epoxy-7,8-didehydromorphinan
CAS Number
  • 467-15-2 checkY
PubChem CID
  • 9925873
ChemSpider
  • 8101508 ☒N
UNII
  • 32W9P3T4ML
CompTox Dashboard (EPA)
  • DTXSID8046327 Edit this at Wikidata
ECHA InfoCard100.006.718 Edit this at Wikidata
Chemical and physical data
FormulaC17H19NO3
Molar mass285.343 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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
 ☒NcheckY (what is this?)  (verify)

Norcodeine is a Schedule I Narcotic controlled substance in the US with the ACSCN of 9309 and zero annual manufacturing quota. The salts in use are the acetate (free base conversion ratio 0.826), hydroiodide (0.662), hydrochloride (0.759), nitrate (0.819), platinichloride (0.582), and sulphate (0.744).[4]

See also edit

References edit

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-03.
  2. ^ Fraser HF, Isbell H, Vanhorn GD (June 1960). "Human pharmacology and addiction liability of norcodeine". The Journal of Pharmacology and Experimental Therapeutics. 129: 172–7. PMID 13824628.
  3. ^ Posey BL, Kimble SN (1984). "High-performance liquid chromatographic study of codeine, norcodeine, and morphine as indicators of codeine ingestion". Journal of Analytical Toxicology. 8 (2): 68–74. doi:10.1093/jat/8.2.68. PMID 6716978.
  4. ^ "Quotas - 2014". DEA Diversion Control Division.