dc.contributor.author | Wang, Changning | |
dc.contributor.author | Moseley, Christian K. | |
dc.contributor.author | Carlin, Stephen M. | |
dc.contributor.author | Wilson, Colin M. | |
dc.contributor.author | Neelamegam, Ramesh | |
dc.contributor.author | Hooker, Jacob M | |
dc.date.accessioned | 2017-07-24T17:16:53Z | |
dc.date.issued | 2013 | |
dc.identifier.citation | Wang, Changning, Christian K. Moseley, Stephen M. Carlin, Colin M. Wilson, Ramesh Neelamegam, and Jacob M. Hooker. 2013. “Radiosynthesis and Evaluation of [11C]EMPA as a Potential PET Tracer for Orexin 2 Receptors.” Bioorganic & Medicinal Chemistry Letters 23 (11) (June): 3389–3392. doi:10.1016/j.bmcl.2013.03.079. | en_US |
dc.identifier.issn | 0960-894X | en_US |
dc.identifier.uri | http://nrs.harvard.edu/urn-3:HUL.InstRepos:33490456 | |
dc.description.abstract | EMPA is a selective antagonist of orexin 2 (OX2) receptors. Previous literature with [3H]-EMPA suggest that it may be used as an imaging agent for OX2 receptors; however, brain penetration is known to be modest. To evaluate the potential of EMPA as a PET radiotracer in non-human primate (as a step to imaging in man), we radiolabeled EMPA with carbon-11. Radiosynthesis of [11C]N-ethyl-2-(N-(6-methoxypyridin-3-yl)-2-methylphenylsulfonamido)-N-(pyridin-3-ylmethyl)acetamide ([11C]EMPA), and evaluation as a potential PET tracer for OX2 receptors is described. Synthesis of an appropriate non-radioactive O-desmethyl precursor was achieved from EMPA with sodium iodide and chlorotrimethylsilane. Selective O-methylation using [11C]CH3I in the presence of cesium carbonate in DMSO at room temp afforded [11C]EMPA in 1.5–2.5% yield (non-decay corrected relative to trapped [11C]CH3I at EOS) with ⩾95% chemical and radiochemical purities. The total synthesis time was 34–36 min from EOB. Studies in rodent suggested that uptake in tissue was dominated by nonspecific binding. However, [11C]EMPA also showed poor uptake in both rats and baboon as measured with PET imaging. | en_US |
dc.description.sponsorship | Chemistry and Chemical Biology | en_US |
dc.language.iso | en_US | en_US |
dc.publisher | Elsevier BV | en_US |
dc.relation.isversionof | doi:10.1016/j.bmcl.2013.03.079 | en_US |
dash.license | META_ONLY | |
dc.subject | orexin | en_US |
dc.subject | EMPA | en_US |
dc.subject | PET radiotracer | en_US |
dc.subject | brain | en_US |
dc.subject | carbon-11 | en_US |
dc.title | Radiosynthesis and Evaluation of [11C]EMPA as a Potential PET Tracer for Orexin 2 Receptors | en_US |
dc.type | Journal Article | en_US |
dc.description.version | Version of Record | en_US |
dc.relation.journal | Bioorganic & Medicinal Chemistry Letters | en_US |
dash.depositing.author | Hooker, Jacob M | |
dash.embargo.until | 10000-01-01 | |
dc.identifier.doi | 10.1016/j.bmcl.2013.03.079 | * |
dash.contributor.affiliated | Hooker, Jacob | |
dash.contributor.affiliated | Neelamegam, Ramesh | |
dash.contributor.affiliated | Wang, Changning | |