14-Hydroxydihydrocodeine

14-Hydroxydihydrocodeine
Skeletal formula
Ball-and-stick model
Identifiers
IUPAC name
  • 3,14-dihydroxy-6-methoxy-4,5α-epoxy-17-methylmorphinan
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.208.390
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Chemical and physical data
FormulaC18H23NO4
Molar mass317.385 g·mol−1
3D model (JSmol)
SMILES
  • COc5ccc1CC2C4(O)CCC(O)C3Oc5c1C34CCN2C
InChI
  • InChI=1S/C18H23NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,11,13,16,20-21H,5-9H2,1-2H3/t11-,13+,16-,17-,18+/m0/s1 checkY
  • Key:LHTAJTFGGUDLRH-QMVVXIJUSA-N checkY
 ☒NcheckY (what is this?)  (verify)

14-Hydroxydihydrocodeine (RAM-318) is an opiate analgesic drug, which is also an active metabolite of oxycodone and hydromorphinol.[1][2] 14-Hydroxydihydrocodeine is not currently marketed in any developed country, but has been of interest to pharmaceutical companies looking for new analgesics and antitussives.

References

  1. ↑ Ginsburg D (1959). "Some recent advances in the chemistry of the opium alkaloids". UNODC Bulletin on Narcotics (3).
  2. ↑ Ishida T, Oguri K, Yoshimura H (1979). "Isolation and identification of urinary metabolites of oxycodone in rabbits". Drug Metabolism and Disposition. 7 (3): 162–5. PMID 38087.
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