N-[11C]methyl-3,4-methylenedioxyamphetamine (Ecstasy) and 2-methyl-N-[11C]methyl-4,5-methylenedioxyamphetamine: Synthesis and biodistribution studiesM. Patt, D. Gündisch, U. Wüllner, A. Blocher, K.-A. Kovar, H.-J. MachullaJournal of Radioanalytical and Nuclear Chemistry 240(2), 535–540 (1999)
(
https://www.thevespiary.org/rhodium/Rhodium/pdf/mdma.madam-6.pdf)
AbstractIn order to evaluate the neurobiological mechanism causing the psychogenic effects of methylenedioxy-derivatives of amphetamine, the carbon-11 labeled analogues of 3,4-methylenedioxymethamphetamine (MDMA),
2 and 2,N-dimethyl-4,5-methylenedioxyamphetamine (MADAM-6)
4 were prepared for application in in-vivo PET studies by methylation of 3,4-methylenedioxyamphetamine (MDA)
1 and 2-methyl-4,5-methylenedioxyamphetamine
3 with [
11C]CH
3I. The radiochemical yield was determined in dependence on time, temperature. and amount of precursor. The best conditions for a fast labeling reaction with carbon-11 on a preparative scale were found to be a reaction time of 10 min using 1 mg of the corresponding dimethyl-precursors
1 or
3, thus obtaining radiochemical yields of 60% (based on produced [
11C]CH
3I) Biodistribution studies were performed in rats, a high brain to blood ratio of 7.5 was observed for [
11C]MDMA in contrast to a ratio of 3.7 for [
11C]MADAM-6.