title: [11C]olanzapine, radiosynthesis and lipophilicity of a new potential PET 5-HT2 and D2 receptor radioligand.
abstract: Olanzapine and its precursor desmethyl-Olanzapine were synthesized from malononitrile, propionaldehyde, 1-fluoro-2-nitrobenzene, and substituted piperazine in 4, 4, 5, and 5 steps with 35%, 32%, 26%, and 32% overall chemical yield, respectively. [(11)C]Olanzapine was prepared from desmethyl-Olanzapine with [(11)C]CH3OTf through N-[(11)C]methylation and isolated by HPLC combined with solid-phase extraction (SPE) in 40-50% radiochemical yield based on [(11)C]CO2 and decay corrected to end of bombardment (EOB), with 370-740 GBq/μmol specific activity at EOB. The calculated LogP (CLogP) value of [(11)C]Olanzapine is 3.39.
authors: Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, Room 202, Indianapolis, IN 46202, USA.
authors: Mingzhang
authors: M
authors: Gao
authors: Zenas
authors: Z
authors: Shi
authors: Min
authors: M
authors: Wang
authors: Qi-Huang
authors: QH
authors: Zheng
mesh_terms: D001569:Benzodiazepines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002247:Carbon Isotopes; D002851:Chromatography, High Pressure Liquid; D057927:Hydrophobic and Hydrophilic Interactions / Q000187:drug effects; D008024:Ligands; D000077152:Olanzapine; D049268:Positron-Emission Tomography; D017448:Receptors, Dopamine D2 / Q000378:metabolism*; D044348:Receptors, Serotonin, 5-HT2 / Q000378:metabolism*; D052616:Solid Phase Extraction; D013329:Structure-Activity Relationship
chemical_list: D002247:Carbon Isotopes; D008024:Ligands; D017448:Receptors, Dopamine D2; D044348:Receptors, Serotonin, 5-HT2; D001569:Benzodiazepines; D000077152:Olanzapine