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Discovery of [18F]N-(2-(Diethylamino)ethyl)-6-fluoronicotinamide: A Melanoma Positron Emission Tomography Imaging Radiotracer with High Tumor to Body Contrast Ratio and Rapid Renal Clearance

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Radiopharmaceuticals Research Institute, Australian Nuclear Science and Technology Organisation, PMB 1, Menai NSW 2234, Sydney, Australia
Centre for Molecular Imaging, The Peter MacCallum Cancer Centre, 12 St. Andrew's Place, East Melbourne, VIC 3002, Australia
*To whom correspondence should be addressed. Phone: +61 2 9717 3759. Fax: +61 2 9717 9262. E-mail: [email protected]
Cite this: J. Med. Chem. 2009, 52, 17, 5299–5302
Publication Date (Web):August 19, 2009
https://doi.org/10.1021/jm9008423
Copyright © 2009 American Chemical Society

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    Abstract

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    The high melanoma uptake and rapid body clearance displayed by our series of [123I]iodonicotinamides prompted the development of [18F]N-(2-(diethylamino)ethyl)-6-fluoronicotinamide ([18F]2), a novel radiotracer for PET melanoma imaging. Significantly, unlike fluorobenzoates, [18F]fluorine incorporation on the nicotinamide ring is one step, facile, and high yielding. [18F]2 displayed high tumor uptake, rapid body clearance via predominantly renal excretion, and is currently being evaluated in preclinical studies for progression into clinical trials to assess the responsiveness of therapeutic agents.

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    Details of synthesis, characterization, radiosynthesis, lipophilicity, biodistribution, imaging, metabolite analysis, and audioradiography. This material is available free of charge via the Internet at http://pubs.acs.org.

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