Selective monomethylation of the primary amine function using [11C]CH3I and the N-trifluoroacetyl derivative: preparation of N-[11C-methyl]chlorphentermine.
A simple, rapid and efficient method for the preparation of a potential brain blood-flow agent, N-[11C-methyl]-chlorphentermine ([11C]NMCP), is described. Optimization of the radiochemical yield of [11C]NMCP was accomplished by a Gabriel-like reaction which permits the transformation of a primary amine to a secondary amine through a sequence of acylation, deprotonation, monomethylation and saponification. This method precludes the formation of polymethylated by-products which can reduce radiochemical yields, particularly with low specific activity 11CO2.
Kizuka
H
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Department of Radiology, Massachusetts General Hospital, Boston 02114.
Elmaleh
D R
DR
D000818:Animals; D001921:Brain / Q000000981:diagnostic imaging / Q000378:metabolism; D002745:Chlorphentermine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000493:pharmacokinetics; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D007275:Injections, Intravenous; D007553:Isotope Labeling; D008745:Methylation; D011877:Radionuclide Imaging; D051381:Rats; D014018:Tissue Distribution
C049339:N-methylchlorphentermine; D002745:Chlorphentermine