Synthesis of fluorine and iodine analogues of clorgyline and selective inhibition of monoamine oxidase A.
A series of fluorine and iodine analogues of clorgyline was synthesized and evaluated for inhibitory potency and selectivity toward monoamine oxidase A (MAO-A). Among them, N-[3-(2,4-dichloro-6-iodophenoxy)propyl]-N-methyl-2-propynylami ne (3d), N-[3-(4-chloro-2-fluorophenoxy)propyl]-N-methyl-2-propynylamine (3f) and N-[3-(2-chloro-4-fluorophenoxy)propyl]-N-methyl-2-propynylamine (3g) were found to have high inhibitory potency and selectivity toward MAO-A comparable to those of clorgyline itself. Thus, they were considered for advanced development as radiofluorinated and radioiodinated ligands that may be useful for functional MAO-A studies in the living brain with positron emission tomography and single photon emission computer tomography.
Ohmomo
Y
Y
Osaka University of Pharmaceutical Sciences, Japan.
Hirata
M
M
Murakami
K
K
Magata
Y
Y
Tanaka
C
C
Yokoyama
A
A
D000818:Animals; D001921:Brain / Q000201:enzymology; D003010:Clorgyline / Q000031:analogs & derivatives*; D005461:Fluorine; D007455:Iodine; D008995:Monoamine Oxidase / Q000032:analysis; D051381:Rats; D014055:Tomography, Emission-Computed
D005461:Fluorine; D007455:Iodine; D008995:Monoamine Oxidase; D003010:Clorgyline