Dextromoramide

Dextromoramide
Above: molecular structure of dextromoramide. Below: 3D representation of a dextromoramide molecule.
Clinical data
Trade namesPalfium
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
  • AU: C
Routes of
administration
Oral, Rectal, Intravenous, Insufflation
ATC code
Legal status
Legal status
  • AU: S8 (Controlled drug)
  • BR: Class A1 (Narcotic drugs)
  • CA: Schedule I
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • US: Schedule I
Pharmacokinetic data
Bioavailability>75%
Protein bindingHigh
MetabolismLiver, partly mediated by CYP3A4
Elimination half-life3.5 hours
ExcretionUrine, faeces
Identifiers
IUPAC name
  • (3S)-3-methyl-4-morpholin-4-yl-2,2-diphenyl-1-pyrrolidin-1-yl-butan-1-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.006.013
Chemical and physical data
FormulaC25H32N2O2
Molar mass392.543 g·mol−1
3D model (JSmol)
SMILES
  • C[C@H](CN1CCOCC1)C(C(=O)N1CCCC1)(c1ccccc1)c1ccccc1
InChI
  • InChI=1S/C25H32N2O2/c1-21(20-26-16-18-29-19-17-26)25(22-10-4-2-5-11-22,23-12-6-3-7-13-23)24(28)27-14-8-9-15-27/h2-7,10-13,21H,8-9,14-20H2,1H3/t21-/m1/s1 Y
  • Key:INUNXTSAACVKJS-OAQYLSRUSA-N Y
 NY (what is this?)  (verify)

Dextromoramide (Palfium, Palphium, Jetrium, Dimorlin) is a powerful opioid analgesic approximately three times more potent than morphine but shorter acting. It is subject to drug prohibition regimes, both internationally through UN treaties and by the criminal law of individual nations, and is usually prescribed only in the Netherlands.