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(±)-ethylketazocine
Sign in to saveAlso known as ethylketocyclazocine
Ethylketazocine (WIN-35,197-2), is an opioid drug of the benzomorphan family which has been used extensively in scientific research in the last few decades as a tool to aid in the study of the κ-opioid receptor. However, due to its relatively poor selectivity for the κ-opioid receptor over the μ- and δ-opioid receptors (of which it has approximately 80% and 20% of the affinity for, respectively, in comparison), as well as its relatively poor intrinsic activity at all sites (i.e., acts as a partial agonist with mixed agonist and antagonist properties), it has been mostly replaced in recent time
Chemical data
- Formula
- C19H25NO2
- Molecular weight
- 299.4 g/mol
- IUPAC name
- (1S,9R)-10-(cyclopropylmethyl)-1-ethyl-4-hydroxy-13-methyl-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-8-one
- SMILES
- CC[C@]12CCN([C@H](C1C)C(=O)C3=C2C=C(C=C3)O)CC4CC4
- InChIKey
- SEJUQQOPVAUETF-MKFRLIFGSA-N
- XLogP
- 4
- Polar surface area
- 40.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 299.188529
Show 3 more facts
- chemical formula
- C₁₉H₂₅NO₂
- canonical SMILES
- CCC12CCN(C(C1C)C(=O)C3=C2C=C(C=C3)O)CC4CC4
- isomeric SMILES
- CC[C@]12CCN([C@H](C1C)C(=O)C3=C2C=C(C=C3)O)CC4CC4
Sources (1)
via Wikidata · CC0
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Encyclopedic overview
2 sectionsContents
- See also
- References
Ethylketazocine (WIN-35,197-2), is an opioid drug of the benzomorphan family which has been used extensively in scientific research in the last few decades as a tool to aid in the study of the κ-opioid receptor. However, due to its relatively poor selectivity for the κ-opioid receptor over the μ- and δ-opioid receptors (of which it has approximately 80% and 20% of the affinity for, respectively, in comparison), as well as its relatively poor intrinsic activity at all sites (i.e., acts as a partial agonist with mixed agonist and antagonist properties), it has been mostly replaced in recent times by newer and more potent and selective compounds like U-50,488 and ICI-199,441.
== See also == Benzomorphan Ketazocine
Excerpted from Wikipedia’s “(±)-ethylketazocine” article, available under the CC BY-SA 4.0 licence.