8-硝基[1,2,4]三唑并[4,3-a]吡啶 | 31040-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 中文名称: 8-硝基[1,2,4]三唑并[4,3-a]吡啶
• 英文名称: 8-nitro-1,2,4-triazolo[4,3-a]pyridine
• 英文别名: 8-nitro-[1,2,4]triazolo[4,3-a]pyridine；8-Nitro-s-triazolo<4,3-a>pyridin；8-Nitro[1,2,4]triazolo[4,3-a]pyridine；8-nitro-[1,2,4]triazolo[4,3-a]pyridine
• CAS: 31040-09-2
• 化学式: C₆H₄N₄O₂
• mdl: MFCD02185864
• 分子量: 164.123
• InChiKey: VKNXTGMZHIZTOZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  8-硝基[1,2,4]三唑并[4,3-a]吡啶 在 碳酸氢钠 作用下， 反应 1.5h， 以60%的产率得到8-硝基[1,2,4]三唑并[1,5-a]吡啶
  参考文献：
  名称：

  Bouteau, Brigitte; Lancelot, Jean-Charles; Robba, Max, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1649 - 1651

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-3-硝基吡啶 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 18.5h， 生成 8-硝基[1,2,4]三唑并[4,3-a]吡啶
  参考文献：
  名称：

  Design, Synthesis, Crystallographic Studies, and Preliminary Biological Appraisal of New Substituted Triazolo[4,3-b]pyridazin-8-amine Derivatives as Tankyrase Inhibitors

  摘要：

  Searching for selective tankyrases (TNKSs) inhibitors, a new small series of 6,8-disubstituted triazolo[4,3-b]piridazines has been synthesized and characterized biologically. Structure-based optimization of the starting hit compound NNL (3) prompted us to the discovery of 4-(2-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-ylamino)ethyl)phenol (12), a low nanomolar selective TNKSs inhibitor working as NAD isostere as ascertained by crystallographic analysis. Preliminary biological data candidate this new class of derivatives as a powerful pharmacological tools in the unraveling of TNKS implications in physiopathological conditions.

  DOI：

  10.1021/jm401356t

文献信息

• Bouteau, Brigitte; Lancelot, Jean-Charles; Robba, Max, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1649 - 1651
  作者：Bouteau, Brigitte、Lancelot, Jean-Charles、Robba, Max

  DOI：——

  日期：——
• Design, Synthesis, Crystallographic Studies, and Preliminary Biological Appraisal of New Substituted Triazolo[4,3-<i>b</i>]pyridazin-8-amine Derivatives as Tankyrase Inhibitors
  作者：Paride Liscio、Andrea Carotti、Stefania Asciutti、Tobias Karlberg、Daniele Bellocchi、Laura Llacuna、Antonio Macchiarulo、Stuart A Aaronson、Herwig Schüler、Roberto Pellicciari、Emidio Camaioni

  DOI：10.1021/jm401356t

  日期：2014.3.27

  Searching for selective tankyrases (TNKSs) inhibitors, a new small series of 6,8-disubstituted triazolo[4,3-b]piridazines has been synthesized and characterized biologically. Structure-based optimization of the starting hit compound NNL (3) prompted us to the discovery of 4-(2-(6-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-ylamino)ethyl)phenol (12), a low nanomolar selective TNKSs inhibitor working as NAD isostere as ascertained by crystallographic analysis. Preliminary biological data candidate this new class of derivatives as a powerful pharmacological tools in the unraveling of TNKS implications in physiopathological conditions.