tert-butyl 2-{5-(2-(4-hydroxyphenyl)ethoxy)-1-{5-[4-(methylthio)phenyl]pentyl}-1H-indole-3-yl}ethylcarbamate | 1228827-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: tert-butyl 2-{5-(2-(4-hydroxyphenyl)ethoxy)-1-{5-[4-(methylthio)phenyl]pentyl}-1H-indole-3-yl}ethylcarbamate
• 英文别名: tert-Butyl-2-{5-(4-hydroxyphenethoxy)-1-{5-[4-(methylthio)phenyl]pentyl}-1H-indole-3-yl}ethyl carbamate；tert-butyl N-[2-[5-[2-(4-hydroxyphenyl)ethoxy]-1-[5-(4-methylsulfanylphenyl)pentyl]indol-3-yl]ethyl]carbamate
• CAS: 1228827-69-7
• 化学式: C₃₅H₄₄N₂O₄S
• 分子量: 588.811
• InChiKey: YUDFSLOBZJIACN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  42
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  98
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-{5-(2-(4-hydroxyphenyl)ethoxy)-1-{5-[4-(methylthio)phenyl]pentyl}-1H-indole-3-yl}ethylcarbamate 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 12.0h， 以86%的产率得到tert-butyl 2-{5-(2-(4-methoxyphenyl)ethoxy)-1-{5-[4-(methylthio)phenyl]pentyl}-1H-indole-3-yl}ethylcarbamate
  参考文献：
  名称：

  Serotonin derivatives as a new class of non-ATP-competitive receptor tyrosine kinase inhibitors

  摘要：

  The discovery of new templates and their subsequent elaboration to clinically useful receptor tyrosine kinase (RTK) inhibitors continues to be an important issue. RTKs are a class of enzymes responsible for the activation of different cellular signal transduction cascades. The majority of the known small molecules RTK inhibitors are ATP-competitive and they are multiple targeted inhibitors. We describe here serotonin derivatives as a new class of multiple targeted RTK inhibitors. In contrast to most other RTK inhibitors they act via a non-ATP-competitive (allosteric) mechanism. Furthermore, they are able to inhibit the proliferation of HUVE cells, fibroblasts and two cancer cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.001
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-{5-(2-(4-hydroxyphenyl)ethoxy)-1-[5-(4-(methylthio)phenyl)pentyl]-1H-indole-3-yl}ethanamine hydrochloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以87%的产率得到tert-butyl 2-{5-(2-(4-hydroxyphenyl)ethoxy)-1-{5-[4-(methylthio)phenyl]pentyl}-1H-indole-3-yl}ethylcarbamate
  参考文献：
  名称：

  Serotonin derivatives as a new class of non-ATP-competitive receptor tyrosine kinase inhibitors

  摘要：

  The discovery of new templates and their subsequent elaboration to clinically useful receptor tyrosine kinase (RTK) inhibitors continues to be an important issue. RTKs are a class of enzymes responsible for the activation of different cellular signal transduction cascades. The majority of the known small molecules RTK inhibitors are ATP-competitive and they are multiple targeted inhibitors. We describe here serotonin derivatives as a new class of multiple targeted RTK inhibitors. In contrast to most other RTK inhibitors they act via a non-ATP-competitive (allosteric) mechanism. Furthermore, they are able to inhibit the proliferation of HUVE cells, fibroblasts and two cancer cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.001