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
CAS Number	468-10-0 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1375527
ChEBI	CHEBI:35649 ;
ChemSpider	5256833 ;
PubChem CID	11947744;
UNII	O97T9O1050 ;
CompTox Dashboard (EPA)	DTXSID00425890 ;
	InChI 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;
	SMILES c12c(cccc1)C[C@H]3NCC[C@]24[C@H]3CCCC4;
Properties
Chemical formula	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). verify (what is ?) 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).^[2]

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1522. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Schmidt, Roland; Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2014). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–74. doi:10.1002/14356007.a13_227.pub3. ISBN 978-3-527-30673-2.