Levorphanol

Levorphanol
Clinical data
Trade names	Levo-Dromoran
Other names	Ro 1-5431
AHFS/Drugs.com	Monograph
MedlinePlus	a682020
Routes of; administration	Oral, intravenous, subcutaneous, intramuscular
Drug class	Opioid
ATC code	None;
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class A1 (Narcotic drugs); CA: Schedule I; DE: Anlage II (Authorized trade only, not prescriptible); UK: Class A; US: Schedule II;
Pharmacokinetic data
Bioavailability	70% (oral); 100% (IV)
Protein binding	40%
Metabolism	Hepatic
Elimination half-life	11–16 hours
Identifiers
	IUPAC name (1R,9R,10R)-17-Methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol;
CAS Number	77-07-6 ;
PubChem CID	5359272;
IUPHAR/BPS	7595;
DrugBank	DB00854 ;
ChemSpider	16736212 ;
UNII	27618J1N2X;
KEGG	D08123 ;
ChEMBL	ChEMBL592 ;
CompTox Dashboard (EPA)	DTXSID3023213 ;
ECHA InfoCard	100.000.912
Chemical and physical data
Formula	C17H23NO
Molar mass	257.377 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CC[C@]23CCCC[C@H]2[C@H]1Cc4c3cc(O)cc4;
	InChI InChI=1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m0/s1 ; Key:JAQUASYNZVUNQP-USXIJHARSA-N ;
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Levorphanol, sold under the brand name Levo-Dromoran, is an opioid medication used to treat moderate to severe pain. It is the levorotatory enantiomer of the compound racemorphan. Its dextrorotatory counterpart is dextrorphan.

It was first described in Germany in 1946. The drug has been in medical use in the United States since 1953.