5-Azidoimidacloprid and an acyclic analogue as candidate photoaffinity probes for mammalian and insect nicotinic acetylcholine receptors

…, J Granda-Minones, J Haettenschwiler…

Index: Kagabu; Maienfisch; Zhang; Granda-Minones; Haettenschwiler; Kayser; Maetzke; Casida Journal of Medicinal Chemistry, 2000 , vol. 43, # 26 p. 5003 - 5009

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Citation Number: 26

Abstract

The 5-azido analogue of the major insecticide imidacloprid, 1-(5-azido-6-chloropyridin-3- ylmethyl)-2-nitroiminoimidazolidine (1), and an acyclic analogue, N-(5-azido-6-chloropyridin- 3-ylmethyl)-N'-methyl-N''-nitroguanidine (2), were prepared in good yields as candidate photoaffinity probes for mammalian and insect nicotinic acetylcholine receptors (nAChRs). The essential intermediate was 5-azido-6-chloropyridin-3-ylmethyl chloride (3) prepared ...