(±)-2-(N-tert-Butylamino)-3′-[125 I]-iodo-4′-azidopropiophenone: A dopamine transporter and nicotinic acetylcholine receptor photoaffinity ligand based on …

…, CK Surratt, JR Lever, R Acharya, RA Vaughan…

Index: Lapinsky, David J.; Aggarwal, Shaili; Nolan, Tammy L.; Surratt, Christopher K.; Lever, John R.; Acharya, Rejwi; Vaughan, Roxanne A.; Pandhare, Akash; Blanton, Michael P. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 523 - 526

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Citation Number: 10

Abstract

Towards addressing the knowledge gap of how bupropion interacts with the dopamine transporter (DAT) and nicotinic acetylcholine receptors (nAChRs), a ligand was synthesized in which the chlorine of bupropion was isosterically replaced with an iodine and a photoreactive azide was added to the 4′-position of the aromatic ring. Analog (±)-3 (SADU- 3-72) demonstrated modest DAT and α4β2 nAChR affinity. A radioiodinated version was ...