Cover image for Vol. 12 Issue 4

Editorial Board Chairs: Antonello Mai, Rainer Metternich. Assoc. Editors: David Peralta, Scott Williams (Sr)

Impact Factor: 2.98

ISI Journal Citation Reports © Ranking: 2015: 18/59 (Chemistry Medicinal); 77/255 (Pharmacology & Pharmacy)

Online ISSN: 1860-7187

Associated Title(s): Angewandte Chemie International Edition, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemBioChem, Medicinal Research Reviews, Molecular Informatics

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February 06, 2017

VIP: Aqueous Instability of δ-Fluorobutylpiperidines

VIP: Aqueous Instability of δ-FluorobutylpiperidinesRaffael Vorberg, Erick M. Carreira, Klaus Müller*

Partially fluorinated alkyl groups have been explored successfully by medicinal chemists over the past few years as interesting modulators of compound properties. Fluorinated alkyl groups are generally quite robust, but when carrying a single fluorine atom four carbon centers away from an amine nitrogen center, a fluoroalkyl group may become labile under very mild bioassay conditions. This reactivity is extraordinary, as such fluorinated N-alkylamine derivatives are otherwise fully stable in various organic solvents during synthesis, isolation, and purification. Read more...

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