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
Show 7 more facts
- chemical formula
- C₁₇H₂₃NO
- World Health Organisation international non-proprietary name
- levorphanol
- canonical SMILES
- CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)O
- NCI Thesaurus ID
- C61810
- isomeric SMILES
- CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=CC=C(O)C=C34
- MCN code
- 2933.41.10
- Commons category
- Levorphanol
via Wikidata · CC0
~5 min read
Article
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.
Gallery (2)
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Categories
Delta-opioid receptor agonistsDrugboxes which contain changes to verified fieldsDrugboxes which contain changes to watched fieldsDrugs not assigned an ATC codeECHA InfoCard ID from WikidataEnantiopure drugsEuphoriantsGABA receptor antagonistsGerman inventionsGlycine receptor antagonistsHallucinogenic kappa-opioid receptor agonistsHydroxyarenesMorphinansMu-opioid receptor agonistsNMDA receptor antagonistsNociceptin receptor agonistsSerotonin–norepinephrine reuptake inhibitorsSynthetic opioids