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

作者: Felicia Phei Lin Lim , Anton V. Dolzhenko

DOI: 10.1016/J.EJMECH.2014.07.112

关键词: Medicinal chemistryChemistryIsosterePurineStereochemistryPyrazoleTriazine1,3,5-TriazineDrug discoveryPurine metabolismBicyclic molecule

摘要: Purines can be considered as the most ubiquitous and functional N-heterocyclic compounds in nature. Structural modifications of natural purines, particularly using isosteric ring systems, have been focus many drug discovery programs. Fusion 1,3,5-triazine with pyrrole, pyrazole, imidazole, 1,2,3-triazole or 1,2,4-triazole results seven bicyclic heterocyclic systems to purine. Application isosterism concept for development new therapeutic potential areas involving purinergic regulation purine metabolism led significant advances medicinal chemistry azolo[1,3,5]triazines. These 1,3,5-triazine-based purine-like scaffolds significantly increase level molecular diversity allow covering chemical space important chemistry. Some these azolo[1,3,5]triazine become privileged inhibitors various kinases, phosphodiesterase, xanthine oxidase, thymidine phosphorylase, antagonists adenosine corticotropin-releasing hormone receptors, anticancer antiviral agents.

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