Morphinan

Morphinan
Preferred IUPAC name morphinan
Systematic name 17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-triene 17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
Other names 1,2,3,9,10,10a-hexahydro-10,4a(4H)-iminoethanophenanthrene
Identifiers
CAS number	468-10-0 N
PubChem	11947744
ChemSpider	5256833 Y
ChEBI	CHEBI:35649 N
Beilstein Reference	1375527
Jmol-3D images	{{#if:c12c(cccc1)C[C@H]3NCC[C@]24[C@H]3CCCC4|Image 1
SMILES c12c(cccc1)C[C@H]3NCC[C@]24[C@H]3CCCC4
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
Properties
Molecular formula	C16H21N
Molar mass	227.34 g mol−1
Density	1.58 g/cm3
Boiling point	115±0.05°C (liquid oil)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Morphinan is the base chemical structure of a large chemical class of psychoactive drugs, consisting of opioid analgesics, cough suppressants, and dissociative hallucinogens, among others.

Morphinan has the phenanthrene backbone.

Chemical derivatives

Immediate derivatives of morphinan include:

• Dextrallorphan
• Dextromethorphan
• Dextrorphanol
• Dimemorfan
• Levallorphan
• Levofurethylnormorphanol
• Levomethorphan
• Levophenacylmorphan
• Levorphanol
• Methorphan
• Morphanol
• Oxilorphan
• Phenomorphan
• Xorphanol

More distant of derivatives include:

• Butorphanol
• Cyprodime
• Drotebanol
• Nalbuphine
• Sinomenine

As well as the following:

• Morphine (and analogues)

Chemical relatives

The following structures are related to morphinan:

• Benzylisoquinoline
• Hasubanan
• Hasubanonine

References