ethyl (E)-3-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)acrylate | 1109237-18-4

• 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: ethyl (E)-3-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)acrylate
• CAS: 1109237-18-4
• 化学式: C₂₂H₂₁N₃O₅
• 分子量: 407.426
• InChiKey: FXFXVFIOKUTLML-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  102.69
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl (E)-3-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)acrylate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以66%的产率得到
  参考文献：
  名称：

  Dual inhibitors of inosine monophosphate dehydrogenase and histone deacetylase based on a cinnamic hydroxamic acid core structure

  摘要：

  Small molecules that act on multiple biological targets have been proposed to combat the drug resistance commonly observed for cancer chemotherapy. By combining the structural features of known inhibitors of inosine monophosphate dehydrogense (IMPDH) and histone deacetylase (HDAC), dual inhibitors of IMPDH and HDAC based on the scaffold of cinnamic hydroxamic acid (CHA) have been designed, synthesized, and evaluated in biological assays. Key features, including the linker length, linker functionality, substitution position, and interacting groups, have been explored. Their individual contribution to the inhibitory activities against human IMPDH1 and IMPDH2 as well as HDAC has been assessed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.081
• 作为产物：
  描述：

  三光气 、 3-氨基肉桂酸乙酯 、 3-甲氧基-4-(1,3-噁唑)苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以27%的产率得到ethyl (E)-3-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)acrylate
  参考文献：
  名称：

  Dual inhibitors of inosine monophosphate dehydrogenase and histone deacetylase based on a cinnamic hydroxamic acid core structure

  摘要：

  Small molecules that act on multiple biological targets have been proposed to combat the drug resistance commonly observed for cancer chemotherapy. By combining the structural features of known inhibitors of inosine monophosphate dehydrogense (IMPDH) and histone deacetylase (HDAC), dual inhibitors of IMPDH and HDAC based on the scaffold of cinnamic hydroxamic acid (CHA) have been designed, synthesized, and evaluated in biological assays. Key features, including the linker length, linker functionality, substitution position, and interacting groups, have been explored. Their individual contribution to the inhibitory activities against human IMPDH1 and IMPDH2 as well as HDAC has been assessed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.081