6-chloro-3-(3-trifluoromethylphenyl)-1,2,4-triazolo<4,3-b>pyridazine | 128666-84-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-chloro-3-(3-trifluoromethylphenyl)-1,2,4-triazolo<4,3-b>pyridazine
• 英文别名: 6-Chloro-3-[3-(trifluoromethyl)phenyl]-[1,2,4]triazolo[4,3-b]pyridazine
• CAS: 128666-84-2
• 化学式: C₁₂H₆ClF₃N₄
• 分子量: 298.655
• InChiKey: AADDXYXPIYGBHR-UHFFFAOYSA-N

物化性质

• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  环丁基胺 、 6-chloro-3-(3-trifluoromethylphenyl)-1,2,4-triazolo<4,3-b>pyridazine 反应 4.0h， 生成 N-cyclobutyl-3-(3-(trifluoromethyl)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-amine
  参考文献：
  名称：

  Structure-based design of 3-aryl-6-amino-triazolo[4,3-b]pyridazine inhibitors of Pim-1 kinase

  摘要：

  A series of substituted 3-aryl-6-amino-triazolo[4,3-b]pyridazines were identified as highly selective inhibitors of Pim-1 kinase. Initial exploration identified compound 24 as a potent, selective inhibitor, limited in its utility by poor solubility and permeability. Understanding the unusual ATP-binding site of the Pim kinases and X-ray crystallographic data on compound 24 led to design improvements in this class of inhibitor. This resulted in compound 29, a selective, soluble and permeable inhibitor of Pim-1. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.061
• 作为产物：
  描述：

  N'-(6-chloro-3-pyridazinyl)-(3-trifluoromethyl-benzoic hydrazide) 生成 6-chloro-3-(3-trifluoromethylphenyl)-1,2,4-triazolo<4,3-b>pyridazine
  参考文献：
  名称：

  哒嗪化合物的研究，XXV。哒嗪基酰肼的酰化再研究

  摘要：

  吗啉代取代的哒嗪基hydr的酰化作用可得到三唑并[4,3- ]吡啶鎓盐。讨论了红外，1 H和13 C-nmr光谱对结构的阐明，反应机理和环链互变异构现象。

  DOI：

  10.1016/s0040-4020(01)85803-8

文献信息

• Studies of pyridazine compounds, XXV. Reinvestigation of acylation of pyridazinylhydrazones
  作者：Géza Szilágyi、Péter Mátyus、Pál Sohár

  DOI：10.1016/s0040-4020(01)85803-8

  日期：——

  The acylation of morpholino substituted pyridazinylhydrazones afforded triazolo[4,3-]pyridazinium salts. Structure elucidation by ir, 1H- and 13C-nmr spectroscopy, reaction mechanism and ring - chain tautomerism are discussed.

  吗啉代取代的哒嗪基hydr的酰化作用可得到三唑并[4,3- ]吡啶鎓盐。讨论了红外，1 H和13 C-nmr光谱对结构的阐明，反应机理和环链互变异构现象。
• SZILAGYI, GEZA;MATYUS, PETER;SOHAR, PAL, TETRAHEDRON, 45,(1989) N4, C. 7921-7928
  作者：SZILAGYI, GEZA、MATYUS, PETER、SOHAR, PAL

  DOI：——

  日期：——
• Structure-based design of 3-aryl-6-amino-triazolo[4,3-b]pyridazine inhibitors of Pim-1 kinase
  作者：Ron Grey、Albert C. Pierce、Guy W. Bemis、Marc D. Jacobs、Cameron Stuver Moody、Rahul Jajoo、Narinder Mohal、Jeremy Green

  DOI：10.1016/j.bmcl.2009.04.061

  日期：2009.6

  A series of substituted 3-aryl-6-amino-triazolo[4,3-b]pyridazines were identified as highly selective inhibitors of Pim-1 kinase. Initial exploration identified compound 24 as a potent, selective inhibitor, limited in its utility by poor solubility and permeability. Understanding the unusual ATP-binding site of the Pim kinases and X-ray crystallographic data on compound 24 led to design improvements in this class of inhibitor. This resulted in compound 29, a selective, soluble and permeable inhibitor of Pim-1. (C) 2009 Elsevier Ltd. All rights reserved.