84571-26-6Relevant academic research and scientific papers
Design, synthesis, and enzymatic characterization of quinazoline-based CYP1A2 inhibitors
Botello, Jordy F.,Corral, Pedro A.,Xing, Chengguo
supporting information, (2019/12/11)
Cytochrome P450 isozyme 1A2 (CYP1A2) is one main xenobiotic metabolizing enzyme in humans. It has been associated with the bioactivation of procarcinogens, including 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), a tobacco specific and potent pulmo
Bioinspired aerobic oxidation of secondary amines and nitrogen heterocycles with a bifunctional quinone catalyst
Wendlandt, Alison E.,Stahl, Shannon S.
supporting information, p. 506 - 512 (2014/01/23)
Copper amine oxidases are a family of enzymes with quinone cofactors that oxidize primary amines to aldehydes. The native mechanism proceeds via an iminoquinone intermediate that promotes high selectivity for reactions with primary amines, thereby constraining the scope of potential biomimetic synthetic applications. Here we report a novel bioinspired quinone catalyst system consisting of 1,10-phenanthroline-5,6-dione/ZnI2 that bypasses these constraints via an abiological pathway involving a hemiaminal intermediate. Efficient aerobic dehydrogenation of non-native secondary amine substrates, including pharmaceutically relevant nitrogen heterocycles, is demonstrated. The ZnI2 cocatalyst activates the quinone toward amine oxidation and provides a source of iodide, which plays an important redox-mediator role to promote aerobic catalytic turnover. These findings provide a valuable foundation for broader development of aerobic oxidation reactions employing quinone-based catalysts.
Ru(II)-arene complexes with N-substituted 3,4-dihydroquinazoline ligands and catalytic activity for transfer hydrogenation reaction
Mercan, Deniz,?etinkaya, Engin,?ahin, Ertan
supporting information, p. 74 - 81 (2013/07/19)
In this study, N-coordinated 3,4-dihydroquinazoline ruthenium(II) complexes were synthesized by the cleavage reaction of [RuCl2(p-cymene)] 2 with N-substituted 3,4-dihydroquinazolines. In addition, the X-ray crystal structure of 2,4,6-trimethylbenzyl substituted 3,4-dihydroquinazoline Ru(II) complex (1a) is reported. Furthermore, the resulting piano-stool complexes were evaluated as transfer hydrogenation catalysts for reduction of acetophenone in the presence of 2-propanol and KOH at 82°C. All the complexes showed good to excellent performance after 1 h in the conversion of acetophenone to alcohol and the reaction rate was found to be sensitive to changes on the N-substituent. Additionally, the most active catalyst 1a was used in transfer hydrogenation of different ketones to investigate the effect of substituents on ketones.
