108719-43-3Relevant academic research and scientific papers
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
Synthesis of aroylguanidines by an unexpected demethylation-addition cascade
Gu, Ling Hui,Guo, Zhen,He, Ling,Qi, Qing Rong
, p. 2533 - 2544 (2013/09/24)
A simple and efficient method was developed for the synthesis of N-aroyl-N′-arylguanidines under mild conditions by an unexpected demethylation-addition cascade reaction of readily available N-cyanoimidates with aryl amines. Moreover, 1-aryl-2-aminoquinazolin-4(1H)-ones and 2-(arylamino)quinazolin-4(3H)-ones can also be prepared by selective cyclization reactions of (2-fluorobenzoyl)- or (2-nitrobenzoyl)guanidines, respectively. This method provided two attractive strategies for the preparation 2-aminoquinazolinones derivatives from inexpensive reactants.
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.
