Structure via PubChem · Public domain (PubChem)
L-morphan
Sign in to saveAlso known as (-) 3-hydroxy-N-methylmorphinan, levorphanol
Levorphanol (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.
Chemical data
- Formula
- C17H23NO
- Molecular weight
- 257.37 g/mol
- IUPAC name
- (1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
- SMILES
- CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=C3C=C(C=C4)O
- InChIKey
- JAQUASYNZVUNQP-USXIJHARSA-N
- XLogP
- 3.1
- Polar surface area
- 23.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 257.177964
- Has use
- medication
Show 10 more facts
- chemical formula
- C₁₇H₂₃NO
- World Health Organisation international non-proprietary name
- levorphanol
- medical condition treated
- pain
- canonical SMILES
- CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)O
- stereoisomer of
- dextrorphan
- NCI Thesaurus ID
- C61810
- isomeric SMILES
- CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=CC=C(O)C=C34
- subject has role
- narcotic
- MCN code
- 2933.41.10
- Commons category
- Levorphanol
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Pharmacology
- Chemistry
- Society and culture
- Name
- Availability
- Legality
- See also
- References
Levorphanol (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.
Excerpted from Wikipedia’s “L-morphan” article, available under the CC BY-SA 4.0 licence.