tert-butyl (S)-2-((4-(6-(benzylamino)imidazo[1,2-b]pyridazin-3-yl)benzamido)methyl)pyrrolidine-1-carboxylate | 1033245-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl (S)-2-((4-(6-(benzylamino)imidazo[1,2-b]pyridazin-3-yl)benzamido)methyl)pyrrolidine-1-carboxylate
• CAS: 1033245-58-7
• 化学式: C₃₀H₃₄N₆O₃
• 分子量: 526.638
• InChiKey: RLYCPVRPFFRNLF-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  100.86
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-2-((4-(6-(benzylamino)imidazo[1,2-b]pyridazin-3-yl)benzamido)methyl)pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-4-(6-(benzylamino)imidazo[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
• 作为产物：
  描述：

  C₂₀H₁₆N₄O₂ 、 S-叔丁氧羰基-2-(氨基乙基)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， 生成 tert-butyl (S)-2-((4-(6-(benzylamino)imidazo[1,2-b]pyridazin-3-yl)benzamido)methyl)pyrrolidine-1-carboxylate
  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