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Molecules 2017, 22(5), 792; doi:10.3390/molecules22050792

11C-Labeling of Aryl Ketones as Candidate Histamine Subtype-3 Receptor PET Radioligands through Pd(0)-Mediated 11C-Carbonylative Coupling

Molecular Imaging Branch, National Institute of Mental Health, National Institutes of Health, Bethesda, MD 20892-1003, USA
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Academic Editor: Diego Muñoz-Torrero
Received: 17 April 2017 / Revised: 6 May 2017 / Accepted: 7 May 2017 / Published: 12 May 2017
(This article belongs to the Section Medicinal Chemistry)
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Abstract

Pd(0)-mediated coupling between iodoarenes, [11C]carbon monoxide and aryltributylstannanes has been used to prepare simple model [11C]aryl ketones. Here, we aimed to label four 2-aminoethylbenzofuran chemotype based molecules ([11C]14) in the carbonyl position, as prospective positron emission tomography (PET) radioligands for the histamine subtype 3 receptor (H3R) by adapting this methodology with use of aryltrimethylstannanes. Radiosynthesis was successfully performed on a platform equipped with a mini-autoclave and a liquid handling robotic arm, within a lead-shielded hot-cell. Candidate radioligands were readily formulated in saline containing ethanol (10%, v/v) and ascorbic acid (0.5 mg/10 mL). Yields for preclinical use were in the range of 5–9%, decay-corrected from cyclotron-produced [11C]CO2 and molar activities were >115 GBq/µmol at end of synthesis. Radiochemical purities exceeded >97%. View Full-Text
Keywords: [11C]carbon monoxide; histamine 3 subtype; carbon-11; carbonylative coupling; radioligand [11C]carbon monoxide; histamine 3 subtype; carbon-11; carbonylative coupling; radioligand
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Siméon, F.G.; Culligan, W.J.; Lu, S.; Pike, V.W. 11C-Labeling of Aryl Ketones as Candidate Histamine Subtype-3 Receptor PET Radioligands through Pd(0)-Mediated 11C-Carbonylative Coupling. Molecules 2017, 22, 792.

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