17734-20-2Relevant articles and documents
meta-Selective C?H Borylation of Benzylamine-, Phenethylamine-, and Phenylpropylamine-Derived Amides Enabled by a Single Anionic Ligand
Davis, Holly J.,Genov, Georgi R.,Phipps, Robert J.
supporting information, p. 13351 - 13355 (2017/10/07)
Selective functionalization at the meta position of arenes remains a significant challenge. In this work, we demonstrate that a single anionic bipyridine ligand bearing a remote sulfonate group enables selective iridium-catalyzed borylation of a range of common amine-containing aromatic molecules at the arene meta position. We propose that this selectivity is the result of a key hydrogen bonding interaction between the substrate and catalyst. The scope of this meta-selective borylation is demonstrated on amides derived from benzylamines, phenethylamines and phenylpropylamines; amine-containing building blocks of great utility in many applications.
Discovery of potent inhibitors of human and mouse fatty acid amide hydrolases
Butini, Stefania,Brindisi, Margherita,Gemma, Sandra,Minetti, Patrizia,Cabri, Walter,Gallo, Grazia,Vincenti, Silvia,Talamonti, Emanuela,Borsini, Franco,Caprioli, Antonio,Stasi, Maria Antonietta,Di Serio, Stefano,Ros, Sindu,Borrelli, Giuseppe,Maramai, Samuele,Fezza, Filomena,Campiani, Giuseppe,MacCarrone, Mauro
experimental part, p. 6898 - 6915 (2012/09/22)
Fatty acid amide hydrolase (FAAH, EC 3.5.1.99) is the main enzyme catabolizing endocannabinoid fatty acid amides. FAAH inactivation promotes beneficial effects upon pain and anxiety without the side effects accompanying agonists of type-1 cannabinoid receptors. Aiming at discovering new selective FAAH inhibitors, we developed a series of compounds (5a-u) characterized by a functionalized heteroaromatic scaffold. Particularly, 5c and 5d were identified as extremely potent, noncompetitive, and reversible FAAH inhibitors endowed with a remarkable selectivity profile and lacking interaction with the hERG channels. In vivo antinociceptive activity was demonstrated for 5c, 5d, and 5n at a dose much lower than that able to induce either striatal and limbic stereotypies or anxiolytic activity, thus outlining their potential to turn into optimum preclinical candidates. Aiming at improving pharmacokinetic properties and metabolic stability of 5d, we developed a subset of nanomolar dialyzable FAAH inhibitors (5v-z), functionalized by specific polyethereal lateral chains and fluorinated aromatic rings.
Controlled semihydrogenation of aminoalkynes using ethylenediamine as a poison of Lindlar's catalyst
Campos,Cai,Journet,Kowal,Larsen,Reider
, p. 3634 - 3635 (2007/10/03)
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