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L-morphan

Structure via PubChem · Public domain (PubChem)

EntityQ2579108· pop 21· linked from 1,671 articles

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

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Encyclopedic overview

8 sections
Contents
  • 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.

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