Abstract
The synthesis and evaluation of a series of aryl-containing N-monosubstituted analogues of the lead compound 8-carboxamidocyclazocine were performed to probe a putative hydrophobic binding pocket of opioid receptors. High binding affinity to mu, kappa, and delta opioid receptors was observed for the 8-[N-(4'-phenyl)-phenethyl)carboxamido] analogue.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Animals
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CHO Cells
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Cricetinae
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Cricetulus
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Cyclazocine / analogs & derivatives*
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Cyclazocine / chemical synthesis*
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Cyclazocine / pharmacology
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Ethylketocyclazocine / analogs & derivatives
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Ethylketocyclazocine / chemical synthesis
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Ethylketocyclazocine / pharmacology
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Humans
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Hydrophobic and Hydrophilic Interactions
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Radioligand Assay
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Receptors, Opioid, delta / drug effects*
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Receptors, Opioid, delta / metabolism
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Receptors, Opioid, kappa / drug effects*
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Receptors, Opioid, kappa / metabolism
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Receptors, Opioid, mu / drug effects*
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Receptors, Opioid, mu / metabolism
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Stereoisomerism
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Structure-Activity Relationship
Substances
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3-(cyclopropylmethyl)-6-ethyl-1,2,3,4,5,6-hexahydro-11-methyl-N-(2-(1,1'-biphenyl)-4-ylethyl)-1-oxo-2,6-methano-3-benazocine-8-carboxamide
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Receptors, Opioid, delta
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Receptors, Opioid, kappa
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Receptors, Opioid, mu
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Ethylketocyclazocine
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Cyclazocine