Recent developments in heterocycle labeling with carbon isotopes

Antonio del Vecchio (1, 2) , Gianluca Destro (1, 2) , Frédéric Taran (1, 2) , Davide Audisio (2)

1 LMC - Laboratoire de Marquage au Carbone 14
2 SCBM - Service de Chimie Bio-Organique et de Marquage

Heterocycles play an essential role in modern pharmaceutical and agrochemical developments, representing a very common structural unit in marketed drugs. Over the 46 new drugs approved in 2017 by the FDA, 25 contain in their structure an heterocyclic core. The development of novel and straightforward labeling strategies for the effective insertion of carbon isotopes into heterocylic scaffolds is an inspiring and vibrant field of research. The use of carbon-11, carbon-13 and carbon-14 isotopes is well established in life science and particularly in pharmaceutical and agrochemical industry. Their introduction into small organic molecules represents a crucial step for the radiochemists. Since the labeling should occur in metabolically stable positions and in the shortest synthetic route, their incorporation into the heterocycles represent a viable solution. This review summarizes recent contributions to this area of research through the analysis of different industrial and academic cases.

Keywords: isotopic labeling; carbon-14; carbon-11 carbon-13; heterocycles

Domains: Organic chemistry; Radiochemistry

Antonio del Vecchio, Gianluca Destro, Frédéric Taran, Davide Audisio. Recent developments in heterocycle labeling with carbon isotopes. Journal of Labelled Compounds and Radiopharmaceuticals, 2018, 61 (13), pp.988-1007. ⟨10.1002/jlcr.3666⟩. ⟨cea-02420525⟩