4-(6-(3,4-dichlorobenzylamino)imidazo[1,2-b]pyridazin-3-yl)-N-(pyridin-4-ylmethyl)benzamide | 1251737-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(6-(3,4-dichlorobenzylamino)imidazo[1,2-b]pyridazin-3-yl)-N-(pyridin-4-ylmethyl)benzamide
• 英文别名: 4-[6-[(3,4-dichlorophenyl)methylamino]imidazo[1,2-b]pyridazin-3-yl]-N-(pyridin-4-ylmethyl)benzamide
• CAS: 1251737-68-4
• 化学式: C₂₆H₂₀Cl₂N₆O
• 分子量: 503.39
• InChiKey: JVDPCUZQMJLWEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲氨基吡啶 、 4-[6-[(3,4-dichlorophenyl)methylamino]imidazo[1,2-b]pyridazin-3-yl]benzoic acid 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到4-(6-(3,4-dichlorobenzylamino)imidazo[1,2-b]pyridazin-3-yl)-N-(pyridin-4-ylmethyl)benzamide
  参考文献：
  名称：

  Discovery of imidazo[1,2-b]pyridazine derivatives as IKKβ inhibitors. Part 1: Hit-to-lead study and structure–activity relationship

  摘要：

  Imidazo[1,2-b] pyridazine derivatives from high-throughput screening were developed as IKK beta inhibitors. By the optimization of the 3- and 6-position of imidazo[1,2-b] pyridazine scaffold, cell-free IKK beta inhibitory activity and TNF alpha inhibitory activity in THP-1 cell increased. Also, these compounds showed high kinase selectivity. The structure-activity relationship was revealed and the interaction model of imidazo[ 1,2-b] pyridazine compounds with IKKb was constructed. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.07.026

文献信息

• Discovery of imidazo[1,2-b]pyridazine derivatives as IKKβ inhibitors. Part 1: Hit-to-lead study and structure–activity relationship
  作者：Hiroki Shimizu、Shinji Tanaka、Tadashi Toki、Isao Yasumatsu、Toshihiko Akimoto、Kaoru Morishita、Tomonori Yamasaki、Takanori Yasukochi、Shin Iimura

  DOI：10.1016/j.bmcl.2010.07.026

  日期：2010.9

  Imidazo[1,2-b] pyridazine derivatives from high-throughput screening were developed as IKK beta inhibitors. By the optimization of the 3- and 6-position of imidazo[1,2-b] pyridazine scaffold, cell-free IKK beta inhibitory activity and TNF alpha inhibitory activity in THP-1 cell increased. Also, these compounds showed high kinase selectivity. The structure-activity relationship was revealed and the interaction model of imidazo[ 1,2-b] pyridazine compounds with IKKb was constructed. (C) 2010 Published by Elsevier Ltd.