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Setoperone (INNTooltip International Nonproprietary Name; USANTooltip United States Adopted Name; developmental code name R-52245) is a compound that is a ligand to the 5-HT_2A receptor.^[1] It can be radiolabeled with the radioisotope fluorine-18 and used as a radioligand with positron emission tomography (PET). Several research studies have used the radiolabeled setoperone in neuroimaging for the studying neuropsychiatric disorders, such as depression^[2] or schizophrenia.^[3] The drug was first described by at least 1984.^[1]

Chemistry

Synthesis

The starting material is called 6-(2-hydroxyethyl)-7-methyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one, CID:15586462 (1). Halogenation of this with hydrobromic acid in acetic acid gives CID:15586463 (2). Sn2 alkylation with 4-(4-fluorobenzoyl)piperidine [56346-57-7] (3) under Finkelstein reaction conditions affords setoperone (4).

References

1 2 Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. ISBN 978-1-4757-2085-3. Retrieved 17 January 2026.
↑ Meyer JH, Kapur S, Houle S, DaSilva J, Owczarek B, Brown GM, et al. (July 1999). "Prefrontal cortex 5-HT2 receptors in depression: an [18F]setoperone PET imaging study". The American Journal of Psychiatry. 156 (7): 1029–1034. doi:10.1176/ajp.156.7.1029. PMID 10401447. S2CID 453720.
↑ Lewis R, Kapur S, Jones C, DaSilva J, Brown GM, Wilson AA, et al. (January 1999). "Serotonin 5-HT2 receptors in schizophrenia: a PET study using [18F]setoperone in neuroleptic-naive patients and normal subjects". The American Journal of Psychiatry. 156 (1): 72–78. doi:10.1176/ajp.156.1.72. PMID 9892300.
↑ "Setoperone". Drugs of the Future. 10 (1): 40. 1985.
↑ Maziere B, Crouzel C, Venet M, Stulzaft O, Sanz G, Ottaviani M, et al. (1988). "Synthesis, affinity and specificity of 18F-setoperone, a potential ligand for in-vivo imaging of cortical serotonin receptors". International Journal of Radiation Applications and Instrumentation. Part B, Nuclear Medicine and Biology. 15 (4): 463–8. doi:10.1016/0883-2897(88)90018-9. PMID 3255742.