5-Methoxy-1-(3,4,5-trimethoxybenzyl-)3-hydrobenzimidazol-2-one | 1098610-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-Methoxy-1-(3,4,5-trimethoxybenzyl-)3-hydrobenzimidazol-2-one
• 英文别名: 6-methoxy-3-[(3,4,5-trimethoxyphenyl)methyl]-1H-benzimidazol-2-one
• CAS: 1098610-53-7
• 化学式: C₁₈H₂₀N₂O₅
• 分子量: 344.367
• InChiKey: HPEASKXOSUJGLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Methoxy-1-(3,4,5-trimethoxybenzyl-)3-hydrobenzimidazol-2-one 、 溴乙酸乙酯 以 异丁酰胺 、 mineral oil 为溶剂， 生成 Ethyl 2-[6-Methoxy-2-oxo-3-(3,4,5-trimethoxybenzyl-)3-hydrobenzimidazolyl]acetate
  参考文献：
  名称：

  Method for treating neoplasia by exposure to N,N′-substituted benzimidazol-2-ones

  摘要：

  通过将肿瘤细胞及相关病况暴露于N,N′-取代苯并咪唑-2-酮中来抑制它们的方法。

  公开号：

  US06420410B1
• 作为产物：
  描述：

  2-硝基-4-甲氧基苯胺 在 potassium carbonate 、 potassium iodide 、 锌 作用下， 以 四氢呋喃 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 5-Methoxy-1-(3,4,5-trimethoxybenzyl-)3-hydrobenzimidazol-2-one
  参考文献：
  名称：

  Design, synthesis and biological studies of novel tubulin inhibitors

  摘要：

  A series of compounds originally derived from the vascular endothelial growth factor receptor tyrosine kinase inhibitor, SU5416, were synthesized and evaluated. The most potent compound in this series, compound 3, which structurally resembles the potent anti-microtubule agent combretastatin A-4, inhibited tubulin polymerization and showed potent growth inhibitory activities on both prostate and breast cancer lines with IC50 values in the low nanomolar range. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.078

文献信息

• US6420410B1
  申请人：——

  公开号：US6420410B1

  公开（公告）日：2002-07-16
• Method for treating neoplasia by exposure to N,N′-substituted benzimidazol-2-ones
  申请人：Cell Pathways, Inc.

  公开号：US06420410B1

  公开（公告）日：2002-07-16

  A method for inhibiting neoplastic cells and related conditions by exposing them to N,N′-substituted benzimidazol-2-ones.

  通过将肿瘤细胞及相关病况暴露于N,N′-取代苯并咪唑-2-酮中来抑制它们的方法。
• Design, synthesis and biological studies of novel tubulin inhibitors
  作者：Yanjun Sun、Bulbul Pandit、Somsundaram N. Chettiar、Jonathan P. Etter、Andrew Lewis、Jayasekar Johnsamuel、Pui-Kai Li

  DOI：10.1016/j.bmcl.2013.04.078

  日期：2013.8

  A series of compounds originally derived from the vascular endothelial growth factor receptor tyrosine kinase inhibitor, SU5416, were synthesized and evaluated. The most potent compound in this series, compound 3, which structurally resembles the potent anti-microtubule agent combretastatin A-4, inhibited tubulin polymerization and showed potent growth inhibitory activities on both prostate and breast cancer lines with IC50 values in the low nanomolar range. (C) 2013 Elsevier Ltd. All rights reserved.