Synthesis and nicotinic receptor activity of a hydroxylated tropane.

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Bremner JB, Godfrey CA, Jensen AA, Smith RJ

Synthesis and nicotinic receptor activity of a hydroxylated tropane.

Bioorg Med Chem Lett. 2004 Jan 5;14(1):271-3.

PubMed ID

14684341 [ View in PubMed

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Abstract

(+/-)-3alpha-hydroxy homoepibatidine 4 has been synthesized from the alkaloid scopolamine 5 and its properties as a nicotinic agonist assessed. While still binding strongly, the compound showed reduced agonist potency for the alpha(4)beta(2) nAChR compared with the parent compound epibatidine 1. Compound 4 also displayed generally similar binding and selectivity profiles at alpha(4)beta(2), alpha(2)beta(4), alpha(3)beta(4), and alpha(4)beta(4) nAChR subtypes to those for nicotine.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Nicotine	Neuronal acetylcholine receptor subunit beta-2	Ki (nM)	9.1	N/A	N/A	Details
Nicotine	Neuronal acetylcholine receptor subunit beta-4	EC 50 (nM)	4300	N/A	N/A	Details
Nicotine	Neuronal acetylcholine receptor subunit beta-4	Ki (nM)	320	N/A	N/A	Details
Nicotine	Neuronal acetylcholine receptor subunit beta-4	Ki (nM)	129	N/A	N/A	Details