Synthesis of novel halo and tosyloxy nortropane derivatives as efficient precursors for the one-step synthesis of the dopamine transporter PET ligand [(18)F]FECNT.
The fluorine-18 labeled nortropane derivative 2β-carbomethoxy-3β-(4-chlorophenyl)-8-(2-fluoroethyl)-nortropane (FECNT) is a dopamine transporter (DAT) ligand. Currently, it is considered as reference for positron emission tomography imaging. Herein, the synthesis of novel precursors (N-tosyloxy-, chloro-, and bromo- analogues) for one-step radiosynthesis of [(18)F]FECNT is reported. Using the N-mesyloxy- precursor in a one-step radiosynthesis, the crude [(18)F]FECNT was obtained with the radiolabeling yield of 45 ± 10%, confirming the practical efficiency of this approach in the design of novel precursors for labeling.
Radioisotope Centre POLATOM, National Centre for Nuclear Research, Andrzeja Soltana 7, Otwock, Poland.
J
J
Pijarowska-Kruszyna
A W
AW
Jaron
A
A
Kachniarz
K
K
Kasprzak
A
A
Kowalska
B
B
Malkowski
S
S
Demphel
F
F
Dollé
R
R
Mikolajczak
D060326:Chemistry Techniques, Synthetic; D050483:Dopamine Plasma Membrane Transport Proteins / Q000378:metabolism*; D008024:Ligands; D009662:Nortropanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D049268:Positron-Emission Tomography; D011854:Radiochemistry
C410211:2-carbomethoxy-3-(4-chlorophenyl)-8-(2-fluoroethyl)nortropane; D050483:Dopamine Plasma Membrane Transport Proteins; D008024:Ligands; D009662:Nortropanes
[18F]FECNT; one-step; precursors; radiofluorination