7-amino-2-ethylthio-1,5-dihydro-5-oxo-1-phenyl-1,2,4-triazolo-[1,5-a]pyridine-6,8-dicarbonitrile | 1374017-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-amino-2-ethylthio-1,5-dihydro-5-oxo-1-phenyl-1,2,4-triazolo-[1,5-a]pyridine-6,8-dicarbonitrile
• 英文别名: 7-Amino-2-(ethylsulfanyl)-5-oxo-1-phenyl-1,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile；7-amino-2-ethylsulfanyl-5-oxo-1-phenyl-[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile
• CAS: 1374017-74-9
• 化学式: C₁₆H₁₂N₆OS
• 分子量: 336.377
• InChiKey: IOCDEALSKWNEOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-chloro-2-ethylthio-6-formyl-1,5-dihydro-5-oxo-1-phenyl-1,2,4-triazolo[1,5-a]pyridine-8-carbonitrile 在 sodium azide 、 sodium dithionite 、 盐酸羟胺 作用下， 以 甲醇 、 溴苯 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 7-amino-2-ethylthio-1,5-dihydro-5-oxo-1-phenyl-1,2,4-triazolo-[1,5-a]pyridine-6,8-dicarbonitrile
  参考文献：
  名称：

  Novel 1,2,4-Triazolo[1,5-a]pyridines and Their Fused Ring Systems Attenuate Oxidative Stress and Prolong Lifespan of Caenorhabiditis elegans

  摘要：

  In this paper we report the synthesis of some novel 1,2,4-triazolo [1,5-a]pyridine and azolotriazolopyridine ring systems. The products were screened for various types of activity like antibacterial, antifungal, and antioxidative activity. Compound 13 was found to pose an antioxidative activity. In addition, this compound was found to extend the life span of Caenorhabiditis elegans under standard laboratory conditions and reduces both heat and chemical induced oxidative stress in C. elegans in a dose-dependent manner. Furthermore, treatment of worms with compound 13 was found to significantly attenuate the formation of advanced glycation end products and malondialdehyde in a dose-dependent manner.

  DOI：

  10.1021/jm2014315