一种制备具有血管舒张活性的4-羟基喹唑啉-4-甲酰胺的简便合成方法。
Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides.
作者信息
Aziz Marian N, Panda Siva S, Shalaby ElSayed M, Fawzy Nehmedo G, Girgis Adel S
机构信息
Department of Pesticide Chemistry, National Research Centre Dokki Giza 12622 Egypt
Department of Chemistry & Physics, Augusta University Augusta GA 30912 USA.
出版信息
RSC Adv. 2019 Sep 10;9(49):28534-28540. doi: 10.1039/c9ra04321g. eCollection 2019 Sep 9.
A Facile synthetic approach is reported towards 4-hydroxyquinazoline-4-carboxamides 13a-i through ring expansion of 2,3-dioxoindoline-1-carboxamides 10a-c during secondary amine 11a-d nucleophilic reaction. Single crystal X-ray studies of 10c and 13d support the structures. Some of the synthesized quinazolinecarboxamides 13 show promising vasorelaxant properties with potency higher than that of Doxazosin through the pre-contracted (norepinephrine hydrochloride) rat aorta standard bioassay. Good molecular models (2D-QSAR, pharmacophore) describe the biological observations.
报道了一种简便的合成方法，通过在仲胺11a-d亲核反应过程中使2,3-二氧代吲哚啉-1-甲酰胺10a-c进行扩环反应来制备4-羟基喹唑啉-4-甲酰胺13a-i。对10c和13d进行的单晶X射线研究证实了其结构。通过预收缩（盐酸去甲肾上腺素）大鼠主动脉标准生物测定法，一些合成的喹唑啉甲酰胺13显示出有前景的血管舒张特性，其效力高于多沙唑嗪。良好的分子模型（二维定量构效关系、药效团）描述了生物学观察结果。
Zotero 插件