(E)-N-(benzyloxy)-3-(4-(bis(2-methyl-1H-indol-3-yl)methyl)phenyl)acrylamide | 1165946-93-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-N-(benzyloxy)-3-(4-(bis(2-methyl-1H-indol-3-yl)methyl)phenyl)acrylamide
• CAS: 1165946-93-9
• 化学式: C₃₅H₃₁N₃O₂
• 分子量: 525.65
• InChiKey: LKABDRUAKDDAKZ-DYTRJAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.71
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69.91
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(benzyloxy)-3-(4-(bis(2-methyl-1H-indol-3-yl)methyl)phenyl)acrylamide 在 10% palladium on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 以80%的产率得到(E)-3-[4-[bis(2-methyl-1H-indol-3-yl)methyl]phenyl]-N-hydroxyprop-2-enamide
  参考文献：
  名称：

  Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors

  摘要：

  In order to gather further knowledge about the structural requirements on histone deacetylase inhibitors (HDACi), starting from the schematic model of the common pharmacophore that characterizes this class of molecules (surface recognition CAP group-connection unit-linker region-Zinc Binding Group), we designed and synthesized a series of hydroxamic acids containing a bis-(indolyl) methane moiety. HDAC inhibition pro. le and antiproliferative activity were evaluated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.101
• 作为产物：
  描述：

  (E)-3-(4-(bis(2-methyl-1H-indol-3-yl)methyl)phenyl)acrylic acid 、 苄氧基胺盐酸盐 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以57%的产率得到(E)-N-(benzyloxy)-3-(4-(bis(2-methyl-1H-indol-3-yl)methyl)phenyl)acrylamide
  参考文献：
  名称：

  Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors

  摘要：

  In order to gather further knowledge about the structural requirements on histone deacetylase inhibitors (HDACi), starting from the schematic model of the common pharmacophore that characterizes this class of molecules (surface recognition CAP group-connection unit-linker region-Zinc Binding Group), we designed and synthesized a series of hydroxamic acids containing a bis-(indolyl) methane moiety. HDAC inhibition pro. le and antiproliferative activity were evaluated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.101