Methorphan

Methorphan

Clinical data
ATC code	None
Legal status
Legal status	CA: Schedule I DE: Anlage I (Controlled) UK: Class A US: Schedule II UN: Psychotropic Schedule I
Identifiers
IUPAC name 3-methoxy-17-methylmorphinan
CAS Number	510-53-2 N
PubChem (CID)	3008
ChemSpider	2901 N
UNII	8YB8F78WM1 Y
ChEMBL	CHEMBL22207 N
Chemical and physical data
Formula	C18H25NO
Molar mass	271.40 g·mol−1
3D model (Jmol)	Interactive image
SMILES CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC
InChI InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3 N Key:MKXZASYAUGDDCJ-UHFFFAOYSA-N N
NY (what is this?)  (verify)

Methorphan comes in two isomeric forms, each with differing pharmacology and effects:

• Dextromethorphan - An over-the-counter cough suppressant, as well as dissociative hallucinogen.
• Levomethorphan - A potent opioid analgesic that was never clinically developed; the codeine analogue of the powerful opioid agonist analgesic levorphanol (Levo-Dromoran).

Racemethorphan refers to the racemic mixture of both of these stereoisomers. It is listed under the Single Convention on Narcotic Drugs 1961 and is therefore listed in the United States as a Controlled Substance, specifically as a Narcotic in Schedule II with an ACSCN of 9732 and an annual aggregate manufacturing quota of 3 grammes in 2014. The salts in use are the hydrobromide (free base conversion ratio 0.770) and the tartrate (0.644)

Dextromethorphan

Levomethorphan

See also

• Morphinan
• Racemorphan