1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry

4-Phenethylthio-2-phenylpyrazolo[1,5-a][1,3,5]triazin-7(6H)-one

“…The pyrazolo [1,5-a] [1,3,5]triazine ring is an isostere of the purine heterocyclic system, which is the most functional N-heterocycle in nature. Among purine isosteres, pyrazolo [1,5-a] [1,3,5]triazines occupy chemical space of compounds with diverse biological activities.…”

“…Among purine isosteres, pyrazolo [1,5-a] [1,3,5]triazines occupy chemical space of compounds with diverse biological activities. Considering 1,3,5-triazine-based purine isosteres, pyrazolo [1,5-a] [1,3,5]triazine is well recognized as the most promising scaffold for the construction of potential therapeutic agents [1].…”

“…Among purine isosteres, pyrazolo [1,5-a] [1,3,5]triazines occupy chemical space of compounds with diverse biological activities. Considering 1,3,5-triazine-based purine isosteres, pyrazolo [1,5-a] [1,3,5]triazine is well recognized as the most promising scaffold for the construction of potential therapeutic agents [1]. Numerous effective methods have been developed for the synthesis of pyrazolo [1,5-a] [1,3,5]triazine [2] and have been applied for the preparation of new bioactive agents.…”

“…Considering 1,3,5-triazine-based purine isosteres, pyrazolo [1,5-a] [1,3,5]triazine is well recognized as the most promising scaffold for the construction of potential therapeutic agents [1]. Numerous effective methods have been developed for the synthesis of pyrazolo [1,5-a] [1,3,5]triazine [2] and have been applied for the preparation of new bioactive agents. The interest in applications of this heterocyclic scaffold for drug design has been growing, particularly due to its recent successful applications in the area of kinase inhibitor developments [3][4][5][6][7][8][9][10].…”

“…The interest in applications of this heterocyclic scaffold for drug design has been growing, particularly due to its recent successful applications in the area of kinase inhibitor developments [3][4][5][6][7][8][9][10]. Therapeutically valuable agents aimed at diverse targets have been identified among pyrazolo [1,5-a] [1,3,5]triazin-7(6H)-ones, more specifically, S-substituted 2-aryl-4-thiopyrazolo [1,5-a] [1,3,5]triazin-7(6H)-ones ( Figure 1). Thus, P5SA-4 was found to be a potent activator of protein phosphatase 5 [11], while 1882L04 demonstrated prominent inhibitory activity against bacterial glycosyl transferases [12].…”