A. Studenov, A. Wegner, Yu-Shin Ding
May 1, 2001
Citations
0
Influential Citations
4
Citations
Quality indicators
Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
(E)-N-methyl-4-(3-pyridinyl)-3-butene-1-amine (RJR-2403, or metanicotine), a nicotinic agonist developed as a cognitive-enhancing drug for Alzheimer's disease, was labeled with carbon-11 using [11C]methyl iodide via a simple and efficient one-step procedure. Regioselectivity of [11C]methylation on the aliphatic nitrogen versus pyridine nitrogen is strongly dependent on the reaction solvent. The reaction in acetonitrile exclusively yields aliphatic N-[11C-methyl]alkylation ([11C]RJR-2403), while only a byproduct is formed when DMF is used as a solvent. Positron emission tomographic (PET) studies in baboon showed a homogeneous distribution of radioactivity within baboon brain with a slow clearance. [11C]RJR-2403 was metabolized very rapidly as evidenced by the fact that at 2 min after intravenous injection only 50% of the total carbon-11 in plasma is parent compound. Copyright © 2001 John Wiley & Sons, Ltd.