(E)-tert-butyl 3-(3-(aminomethyl)phenyl)acrylate hydrochloride | 1109236-95-4

• 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: (E)-tert-butyl 3-(3-(aminomethyl)phenyl)acrylate hydrochloride
• 英文别名: tert-butyl (E)-3-[3-(aminomethyl)phenyl]prop-2-enoate;hydrochloride
• CAS: 1109236-95-4
• 化学式: C₁₄H₁₉NO₂*ClH
• 分子量: 269.771
• InChiKey: HCGFYZSUPYPXFR-USRGLUTNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyl 3-(3-(aminomethyl)phenyl)acrylate hydrochloride 、 2-(3-methoxy-4-(oxazol-5-yl)phenylamino)-2-oxoacetic acid 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以42%的产率得到tert-butyl (E)-3-(3-((2-((3-methoxy-4-(oxazol-5-yl)phenyl)amino)-2-oxoacetamido)methyl)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
• 作为产物：
  描述：

  在 水 、 三苯基膦 、 盐酸 作用下， 以 四氢呋喃 、 hexanes 、 乙醚 为溶剂， 以4.33 g的产率得到(E)-tert-butyl 3-(3-(aminomethyl)phenyl)acrylate hydrochloride
  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

文献信息

• [EN] ANTICANCER AGENTS<br/>[FR] AGENTS ANTICANCÉREUX
  申请人：UNIV MINNESOTA

  公开号：WO2009018344A1

  公开（公告）日：2009-02-05

  The invention provides a compound of the invention, which is a compound of formula A-X-L-B, or a salt thereof, as well as compositions comprising a compound of the invention, and therapeutic methods that include the administration of a compound of the invention. The compounds of the invention are useful as therapeutic agents for the treatment of diseases such as cancer.

  该发明提供了一种该发明的化合物，该化合物为A-X-L-B式的化合物或其盐，以及包含该发明的化合物的组合物，以及包括给予该发明的化合物的治疗方法。该发明的化合物可用作治疗剂，用于治疗癌症等疾病。