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لوورفانول

Structure via PubChem · Public domain (PubChem)

EntityQ2579108· pop 21· linked from 1,671 articles

لوورفانول

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Also 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

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1991
Admin. routes
oral, parenteral
Indications
pain

via ChEMBL · EBI

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
Sources (4)

via Wikidata · CC0

Gallery (2)