108719-43-3Relevant articles and documents
Regioselective synthesis and biological evaluation of: N -substituted 2-aminoquinazolin-4-ones
Liao, Zhen-Yuan,Yeh, Wen-Hsiung,Liao, Pen-Yuan,Liu, Yu-Ting,Chen, Ying-Cheng,Chen, Yi-Hung,Hsieh, Tsung-Han,Lin, Chia-Chi,Lu, Ming-Hsuan,Chen, Yi-Song,Hsu, Ming-Chih,Li, Tsai-Kun,Chien, Tun-Cheng
supporting information, p. 4482 - 4494 (2018/06/29)
The reaction of methyl anthranilates with N-arylcyanamides in the presence of p-TsOH in t-BuOH under reflux afforded predominantly 3-arylquinazolin-4-ones. In contrast, the reaction of the same reactants with TMSCl in t-BuOH at 60 °C followed by the Dimro
Reversible Inhibitors of the Gastric (H+/K+)-ATPase. 5. Substituted 2,4-Diaminoquinazolines and Thienopyrimidines
Ife, Robert J.,Brown, Thomas H.,Blurton, Peter,Keeling, David J.,Leach, Colin A.,et al.
, p. 2763 - 2773 (2007/10/03)
Quinazolines bearing a secondary 4-(arylamino) substituent demonstrate an SAR for inhibition of the gastric (H+/K+)-ATPase different from the previously described 3-acylquinolines, suggesting that, although these compounds are also K+-competitive, they probably bind to the enzyme in a different orientation.Compounds bearing a tertiary 4-(arylamino)substituent, however, in particular 4-(N-methylarylamino), appear to possess an SAR quite similar to the 3-acylquinolines.We show that this arises from the effect of the N-methylation, which is to orientate the 4-(arylamino) substituent syn to C5, analogous to the 3-acylquinolines.Compounds possessing both a 4-(N-methylarylamino) substituent and a 2-(arylamino) substituent proved to be very potent, K+-competitive inhibitors of K+-stimulated ATPase activity with Ki values down to 12 nM.Some compounds also proved to be effective inhibitors of stimulated acid secretion in both the rat and dog when dosed intravenously.However, although a number of these demonstrated activity after oral administration in the dog, the level and variability precluded further evaluation.
