title: Facile synthesis of carbon-11-labeled arylpiperazinylthioalkyl derivatives as new PET radioligands for imaging of 5-HT1AR.
abstract: Carbon-11-labeled arylpiperazinylthioalkyl derivatives, 2-((4-(4-(2-[(11)C]methoxyphenyl)piperazin-1-yl)butyl)thio)benzo[d]oxazole ([(11)C]5a), 2-((4-(4-(2-[(11)C]methoxyphenyl)piperazin-1-yl)butyl)thio)-5,7-dimethylbenzo[d]oxazole ([(11)C]5c), 2-((4-(4-(2-[(11)C]methoxyphenyl)piperazin-1-yl)butyl)thio)benzo[d]thiazole ([(11)C]5e), 2-((6-(4-(2-[(11)C]methoxyphenyl)piperazin-1-yl)hexyl)thio)benzo[d]oxazole ([(11)C]5g), 2-((6-(4-(2-[(11)C]methoxyphenyl)piperazin-1-yl)hexyl)thio)-5,7-dimethylbenzo[d]oxazole ([(11)C]5i), and 2-((6-(4-(2-[(11)C]methoxyphenyl)piperazin-1-yl)hexyl)thio)benzo[d]thiazole ([(11)C]5k), were prepared from their corresponding phenol precursors with [(11)C]CH(3)OTf through O-[(11)C]methylation and isolated by a simplified solid-phase extraction (SPE) method using a Sep-Pak Plus C18 cartridge in 50-60% (n=5) radiochemical yields based on [(11)C]CO(2) and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 23 min, the radiochemical purity was >99%, and the specific activity at end of synthesis (EOS) was 277.5 ± 92.5 GBq/μmol (n=5).
authors.affiliation: Department of Radiology and Imaging Sciences, Indiana University School of Medicine, Indianapolis, 46202-2111, USA.
authors.forename: Mingzhang
authors.initials: M
authors.lastname: Gao
authors.forename: Min
authors.initials: M
authors.lastname: Wang
authors.forename: Qi-Huang
authors.initials: QH
authors.lastname: Zheng
mesh_terms: D002250:Carbon Radioisotopes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry; D049268:Positron-Emission Tomography; D011869:Radioligand Assay; D044282:Receptor, Serotonin, 5-HT1A / Q000032:analysis*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D002250:Carbon Radioisotopes; D010879:Piperazines; D044282:Receptor, Serotonin, 5-HT1A