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zenazocine

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zenazocine

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Zenazocine (INN; WIN-42,964) is an opioid analgesic of the benzomorphan family which made it to phase II clinical trials before development was ultimately halted and it was never marketed. It acts as a partial agonist of the μ- and δ-opioid receptors, with less intrinsic activity at the former receptor and more at the latter receptor (hence, it behaves more antagonistically at the former and more agonistically at the latter), and produces antinociceptive effects in animal studies.

Chemical data

Formula
C23H35NO2
Molecular weight
357.5 g/mol
IUPAC name
1-[(1S,9R)-4-hydroxy-1,10,13-trimethyl-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-13-yl]-6-methylheptan-3-one
SMILES
CC(C)CCC(=O)CCC1([C@H]2CC3=C([C@@]1(CCN2C)C)C=C(C=C3)O)C
InChIKey
JZFZEWWOIOYBTQ-AXWGZAFASA-N
XLogP
4.7
Polar surface area
40.5 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
357.266779
Show 4 more facts
chemical formula
C₂₃H₃₅NO₂
canonical SMILES
CC(C)CCC(=O)CCC1(C2CC3=C(C1(CCN2C)C)C=C(C=C3)O)C
isomeric SMILES
CC(C)CCC(=O)CCC1([C@H]2CC3=C([C@@]1(CCN2C)C)C=C(C=C3)O)C
Commons category
Zenazocine
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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Zenazocine (INN; WIN-42,964) is an opioid analgesic of the benzomorphan family which made it to phase II clinical trials before development was ultimately halted and it was never marketed. It acts as a partial agonist of the μ- and δ-opioid receptors, with less intrinsic activity at the former receptor and more at the latter receptor (hence, it behaves more antagonistically at the former and more agonistically at the latter), and produces antinociceptive effects in animal studies.

== See also == Tonazocine

Excerpted from Wikipedia’s “zenazocine” article, available under the CC BY-SA 4.0 licence.

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