Synthesis:[3] Patent (Intermediate 11 & Ex 1):[4] Radiolabelled:[5]
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).
^Jeffrey H. Meyer, Shitij Kapur, Sylvain Houle, Jean DaSilva, Beata Owczarek, Gregory M. Brown, Alan A. Wilson and Sidney H. Kennedy (July 1, 1999). "Prefrontal Cortex 5-HT2 Receptors in Depression: An [18F]Setoperone PET Imaging Study". American Journal of Psychiatry. 156 (7): 1029–1034. doi:10.1176/ajp.156.7.1029. PMID 10401447. S2CID 453720.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^Ralph Lewis, Shitij Kapur, Corey Jones, Jean DaSilva, Gregory M. Brown, Alan A. Wilson, Sylvain Houle and Robert B. Zipursky (January 1, 1999). "Serotonin 5-HT2 Receptors in Schizophrenia: A PET Study Using [18F]Setoperone in Neuroleptic-Naive Patients and Normal Subjects". American Journal of Psychiatry. 156 (1): 72–78. doi:10.1176/ajp.156.1.72. PMID 9892300.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^EP0070053 idem Ludo E. J. Kennis, Josephus C. Mertens, U.S. patent 4,443,451 (1984 to Janssen Pharmaceutica N.V.).
^Maziere, B.; Crouzel, C.; Venet, M.; Stulzaft, O.; Sanz, G.; Ottaviani, M.; Sejourne, C.; Pascal, O.; Bisserbe, J.C. (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): 463–468. doi:10.1016/0883-2897(88)90018-9.
This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.
setoperone, compound, that, ligand, ht2a, receptor, radiolabeled, with, radioisotope, fluorine, used, radioligand, with, positron, emission, tomography, several, research, studies, have, used, radiolabeled, setoperone, neuroimaging, studying, neuropsychiatric,. Setoperone is a compound that is a ligand to the 5 HT2A receptor 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 1 or schizophrenia 2 Setoperone Names Preferred IUPAC name 6 2 4 4 Fluorobenzoyl piperidin 1 yl ethyl 7 methyl 2 3 dihydro 5H 1 3 thiazolo 3 2 a pyrimidin 5 one Identifiers CAS Number 86487 64 1 Y 3D model JSmol Interactive image ChemSpider 61870 N KEGG D02686 Y PubChem CID 68604 UNII BQ67CS3Q3E Y CompTox Dashboard EPA DTXSID9057848 InChI InChI 1S C21H24FN3O2S c1 14 18 20 27 25 12 13 28 21 25 23 14 8 11 24 9 6 16 7 10 24 19 26 15 2 4 17 22 5 3 15 h2 5 16H 6 13H2 1H3 NKey RBGAHDDQSRBDOG UHFFFAOYSA N NInChI 1 C21H24FN3O2S c1 14 18 20 27 25 12 13 28 21 25 23 14 8 11 24 9 6 16 7 10 24 19 26 15 2 4 17 22 5 3 15 h2 5 16H 6 13H2 1H3Key RBGAHDDQSRBDOG UHFFFAOYAH SMILES CC1 C C O N2CCSC2 N1 CCN3CCC CC3 C O C4 CC C C C4 F Properties Chemical formula C21H24FN3O2S Molar mass 401 50 g mol Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesSynthesis edit nbsp Synthesis 3 Patent Intermediate 11 amp Ex 1 4 Radiolabelled 5 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 See also editAltanserin Ketanserin Pirenperone RitanserinReferences edit Jeffrey H Meyer Shitij Kapur Sylvain Houle Jean DaSilva Beata Owczarek Gregory M Brown Alan A Wilson and Sidney H Kennedy July 1 1999 Prefrontal Cortex 5 HT2 Receptors in Depression An 18F Setoperone PET Imaging Study American Journal of Psychiatry 156 7 1029 1034 doi 10 1176 ajp 156 7 1029 PMID 10401447 S2CID 453720 a href Template Cite journal html title Template Cite journal cite journal a CS1 maint multiple names authors list link Ralph Lewis Shitij Kapur Corey Jones Jean DaSilva Gregory M Brown Alan A Wilson Sylvain Houle and Robert B Zipursky January 1 1999 Serotonin 5 HT2 Receptors in Schizophrenia A PET Study Using 18F Setoperone in Neuroleptic Naive Patients and Normal Subjects American Journal of Psychiatry 156 1 72 78 doi 10 1176 ajp 156 1 72 PMID 9892300 a href Template Cite journal html title Template Cite journal cite journal a CS1 maint multiple names authors list link Drugs of the Future 10 1 40 1985 EP0070053 idem Ludo E J Kennis Josephus C Mertens U S patent 4 443 451 1984 to Janssen Pharmaceutica N V Maziere B Crouzel C Venet M Stulzaft O Sanz G Ottaviani M Sejourne C Pascal O Bisserbe J C 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 4 463 468 doi 10 1016 0883 2897 88 90018 9 nbsp This drug article relating to the nervous system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Setoperone amp oldid 1184243913, wikipedia, wiki, book, books, library,
