(S)-4-(6-chloroimidazo[1,2-b]pyridazin-3-yl)-N-(pyrrolidin-2-ylmethyl)benzamide | 1033245-62-3

• 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)-4-(6-chloroimidazo[1,2-b]pyridazin-3-yl)-N-(pyrrolidin-2-ylmethyl)benzamide
• CAS: 1033245-62-3
• 化学式: C₁₈H₁₈ClN₅O
• 分子量: 355.827
• InChiKey: IGRPFTAUHXUHOK-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  71.32
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (S)-4-(6-chloroimidazo[1,2-b]pyridazin-3-yl)-N-(pyrrolidin-2-ylmethyl)benzamide 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 生成 4-(6-chloroimidazo[1,2-b]pyridazin-3-yl)-N-[[(2S)-1-methylpyrrolidin-2-yl]methyl]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
• 作为产物：
  描述：

  tert-butyl (2S)-2-[[[4-(6-chloroimidazo[1,2-b]pyridazin-3-yl)benzoyl]amino]methyl]pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 生成 (S)-4-(6-chloroimidazo[1,2-b]pyridazin-3-yl)-N-(pyrrolidin-2-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