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The Hantzsch reaction for nitrogen-13 PET: preparation of [13N]nifedipine and derivatives†
Julia E. Blower,Michelle T. Ma,Fahad A. I. Al-Salemee,Antony D. Gee
Chemical Communications Pub Date : 04/08/2021 00:00:00 , DOI:10.1039/D1CC00495F
Abstract

Nitrogen-13 is an attractive but under-used PET radionuclide for labelling molecules of biological and pharmaceutical interest, complementing other PET radionuclides. Its short half-life (t1/2 = 9.97 min) imposes synthetic challenges, but we have expanded the hitherto limited pool of 13N labelling strategies and tracers by adapting the multicomponent Hantzsch condensation reaction to prepare a library of 13N-labelled 1,4-dihydropyridines from [13N]ammonia, including the widely-used drug nifedipine. This represents a key advance in 13N PET radiochemistry, and will serve to underpin the renewed interest in clinical opportunities offered by short-lived PET tracers.

Graphical abstract: The Hantzsch reaction for nitrogen-13 PET: preparation of [13N]nifedipine and derivatives
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