Design, synthesis, and evaluation of potential prodrugs of DFMO for reductive activation

Crystal structure of tert-butyl 2-phenylethylcarbamate, C13H19NO2

“…Various carbamate and thiocarbamate derivatives show antimicrobial activities [4][5][6] and various synthetic procedures have been reported for the production of carbamates. Convenient and e cient syntheses involve reactions of amino acids with Boc-benzotriazoles in the presence of triethylamine in aqueous acetonitrile at room temperature [7], of amines with phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate in tetrahydrofuran (THF) at room temperature [8], of nitriles with an excess of di-tert-butyl dicarbonate in the presence of a catalytic amount of nickel boride in methanol at room temperature [9], of aromatic carboxylic acids with di-tert-butyl dicarbonate in the presence of sodium azide, tetrabutylammonium bromide and zinc(II) tri uoromethanesulfonate in THF at 40°C [10] and of nitro aromatics with excess chloroformates in the presence of zinc and ammonium chloride in aqueous THF at 0°C [11].…”

MethylN-(2-bromo-4-chlorophenyl)carbamate

“…Carbamate derivatives show a variety of biological activities (Krá tký et al, 2014;Smith et al, 2014;Yang et al, 2012). They can be synthesized using a variety of convenient processes (Blaser et al, 2012;Smith et al, 2012;Ibrahim et al, 2011;Porzelle et al, 2009;Lee et al, 2009;Lebel & Leogane, 2006;Caddick et al, 2003).…”

Modeling bioavailability to organs protected by biological barriers

“…The presence of metabolizing enzymes in the layer of cells forming the barrier may also modulate chemical availability at the tissue level (Miksys and Tyndale 2009 ). For example, chemicals can eventually be metabolized into a more active compound, a fact exploited by pro-drugs (Cucullo et al 2012 ).…”