trans-3,4-dimethyl-4-(3-carboxamidophenyl)piperidines: a novel class of micro-selective opioid antagonists.

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Le Bourdonnec B, Belanger S, Cassel JA, Stabley GJ, DeHaven RN, Dolle RE

trans-3,4-dimethyl-4-(3-carboxamidophenyl)piperidines: a novel class of micro-selective opioid antagonists.

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4459-62.

PubMed ID

14643346 [ View in PubMed

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Abstract

trans-3,4-Dimethyl-4-(3-carboxamidophenyl)piperidines constitute a novel class of micro opioid receptor antagonists. The CONH(2) group was found to be an effective isostere of the phenolic OH moiety. Structure-activity relationships at the piperidine nitrogen position led to the identification of several ligands displaying high affinity toward the cloned human micro opioid receptors, good selectivity micro/delta, micro/kappa, and potent in vitro antagonist activity.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Naloxone	Kappa-type opioid receptor	Ki (nM)	9.2	N/A	N/A	Details
Naloxone	Mu-type opioid receptor	IC 50 (nM)	7.3	N/A	N/A	Details
Naloxone	Mu-type opioid receptor	Ki (nM)	3.7	N/A	N/A	Details