Morpholin-4-yl-[4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]phenyl]methanone | 736991-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: Morpholin-4-yl-[4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]phenyl]methanone
• CAS: 736991-26-7
• 化学式: C₁₉H₂₆BNO₄
• 分子量: 343.231
• InChiKey: BFMXAXNJPTZHGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(2-chloro-pyridin-4-yl)-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one 、 Morpholin-4-yl-[4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]phenyl]methanone 在 bis-triphenylphosphine-palladium(II) chloride 、 碳酸氢钠 作用下， 以 丙醇 为溶剂， 生成 C₂₄H₂₁N₅O₃
  参考文献：
  名称：

  Pyrrolo-pyrimidones: A novel class of MK2 inhibitors with potent cellular activity

  摘要：

  Pyrrolo-pyrimidones of the general structure 1 were synthesized and evaluated for their potential as MK2 inhibitors. Potent derivatives were discovered which inhibit MK2 in the nanomolar range and show potent inhibition of cytokine release from LPS-stimulated monocytes. These derivatives were shown to inhibit phosphorylation of hsp27, a downstream target of MK2 and are modestly selective in a panel of 28 kinases. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.039
• 作为产物：
  描述：

  (4-乙炔基苯基)-吗啉-4-基甲酮 、 频那醇硼烷 在 [RhCl2(PPh3)3] 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以65%的产率得到Morpholin-4-yl-[4-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]phenyl]methanone
  参考文献：
  名称：

  Pyrrolo-pyrimidones: A novel class of MK2 inhibitors with potent cellular activity

  摘要：

  Pyrrolo-pyrimidones of the general structure 1 were synthesized and evaluated for their potential as MK2 inhibitors. Potent derivatives were discovered which inhibit MK2 in the nanomolar range and show potent inhibition of cytokine release from LPS-stimulated monocytes. These derivatives were shown to inhibit phosphorylation of hsp27, a downstream target of MK2 and are modestly selective in a panel of 28 kinases. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.039