Synthesis and in vitro evaluation of new diphenyl ether derivatives as serotonin transporter ligands


Synthesis and in vitro evaluation of new diphenyl ether derivatives as serotonin transporter ligands

Guo, Y.; Chen, X.; Jia, H.; Deuther-Conrad, W.; Brust, P.; Steinbach, J.; Vercouillie, J.; Liu, B.

For the development of new ligands as potential imaging agents for the serotonin transporter (SERT), a series of diphenyl ether derivatives have been synthesized, characterized, and evaluated for their in vitro binding affinities to the SERT. Among the above compounds, 2-(2-((dimethylamino)methyl)-4-fluorophenoxy)-5-bromobenzenamine (15) and 2-(2-((dimethylamino)methyl)-4-fluorophenoxy)-5-iodobenzene amine (16) show high binding affinities for the SERT with K i values of 0.28 and 0.20 nmol·L−1, respectively. They can be further labeled with carbon-11, fluorine-18, iodine-123 or bromine-76, and evaluated as useful imaging agents for the SERT. Moreover, the study of the structure-activity relationship (SAR) provides some useful information for the future design of new ligands.

Keywords: serotonin transporter; diphenyl ether; imaging agents; in vitro evaluation

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Publ.-Id: 11298