Morphinan

Morphinan
Names
IUPAC name
Morphinan
Systematic IUPAC name
(4aR,10R,10aR)-1,3,4,9,10,10a-Hexahydro-2H-10,4a-(azanoethano)phenanthrene
Identifiers
3D model (JSmol)
1375527
ChEBI
ChemSpider
UNII
  • InChI=1S/C16H21N/c1-2-6-13-12(5-1)11-15-14-7-3-4-8-16(13,14)9-10-17-15/h1-2,5-6,14-15,17H,3-4,7-11H2/t14-,15-,16+/m0/s1
    Key: INAXVFBXDYWQFN-HRCADAONSA-N
  • c12c(cccc1)C[C@H]3NCC[C@]24[C@H]3CCCC4
Properties
C16H21N
Molar mass 227.351 g·mol−1
Density 1.58 g/cm3
Boiling point 115±0.05 °C (liquid oil)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Morphinan is the prototype chemical structure of a large chemical class of psychoactive drugs, consisting of opiate analgesics, cough suppressants, and dissociative hallucinogens, among others. Typical examples include compounds such as morphine, codeine, and dextromethorphan (DXM). Despite related molecular structures, the pharmacological profiles and mechanisms of action between the various types of morphinan substances can vary substantially. They tend to function either as μ-opioid receptor agonists (analgesics), or NMDA receptor antagonists (dissociatives).