Methorphan

Racemethorphan
Clinical data
ATC code	None;
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule II; UN: Psychotropic Schedule I;
Identifiers
	IUPAC name 3-Methoxy-17-methylmorphinan;
CAS Number	510-53-2 ;
PubChem CID	3008;
ChemSpider	2901 ;
UNII	8YB8F78WM1;
ChEBI	CHEBI:146177;
ChEMBL	ChEMBL22207 ;
CompTox Dashboard (EPA)	DTXSID60859238 ;
Chemical and physical data
Formula	C18H25NO
Molar mass	271.404 g·mol−1
3D model (JSmol)	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 ; Key:MKXZASYAUGDDCJ-UHFFFAOYSA-N ;
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Methorphan is an opioid drug that occurs 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; a prodrug of the powerful opioid agonist analgesic levorphanol (Levo-Dromoran).

Racemethorphan is 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 grams in 2014. The salts in use are the hydrobromide (free base conversion ratio 0.770) and the tartrate (0.644).