(S)-N-(1-benzylpyrrolidin-3-yl)-4-(6-(3,4-dichlorobenzylamino)imidazo[1,2-b]pyridazin-3-yl)benzamide | 1251737-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-N-(1-benzylpyrrolidin-3-yl)-4-(6-(3,4-dichlorobenzylamino)imidazo[1,2-b]pyridazin-3-yl)benzamide
• 英文别名: N-[(3S)-1-benzylpyrrolidin-3-yl]-4-[6-[(3,4-dichlorophenyl)methylamino]imidazo[1,2-b]pyridazin-3-yl]benzamide
• CAS: 1251737-63-9
• 化学式: C₃₁H₂₈Cl₂N₆O
• 分子量: 571.509
• InChiKey: GIVPKVSPHSKBPI-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-[6-[(3,4-dichlorophenyl)methylamino]imidazo[1,2-b]pyridazin-3-yl]benzoic acid 、 (S)-1-苄基-3-氨基吡咯烷 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(S)-N-(1-benzylpyrrolidin-3-yl)-4-(6-(3,4-dichlorobenzylamino)imidazo[1,2-b]pyridazin-3-yl)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