Referenced in: none

Automatically associated channels: Kv10.1

Title: Synthesis of two fluoro analogues of the nicotinic acetylcholine receptor agonist UB-165.

Authors: Andrew Sutherland, Timothy Gallagher, Christopher G V Sharples, Susan Wonnacott

Journal, date & volume: J. Org. Chem., 2003 Mar 21 , 68, 2475-8

PubMed link: http://www.ncbi.nlm.nih.gov/pubmed/12636420

Abstract
Two racemic fluoropyridine analogues 4 and 5 of the potent nicotinic agonist UB-165 have been synthesized. Halogenated pyridines 7 and 12 provided the organometallic reagents needed for the Negishi and Suzuki coupling reactions used for the preparation of 4 and 5, and the N-vinyloxycarbonyl protecting group of 8 and 15 was cleaved using a novel trifluoroacetic acid-mediated deprotection protocol. Analogue 4 retained high binding affinity at rat brain alpha4beta2 and alpha7 nicotinic receptors.