5,6-Dimethoxy-2-[(5-methyl-1-methylsulfonylindol-2-yl)methyl]-2,3-dihydroinden-1-one | 1465900-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5,6-Dimethoxy-2-[(5-methyl-1-methylsulfonylindol-2-yl)methyl]-2,3-dihydroinden-1-one
• 英文别名: 5,6-dimethoxy-2-[(5-methyl-1-methylsulfonylindol-2-yl)methyl]-2,3-dihydroinden-1-one
• CAS: 1465900-67-7
• 化学式: C₂₂H₂₃NO₅S
• 分子量: 413.494
• InChiKey: SKOWNQWRRCXPAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,6-二甲氧基茚酮 在 copper(l) iodide 、 palladium 10% on activated carbon 、 sodium hydride 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 、 甲苯 为溶剂， 反应 38.5h， 生成 5,6-Dimethoxy-2-[(5-methyl-1-methylsulfonylindol-2-yl)methyl]-2,3-dihydroinden-1-one
  参考文献：
  名称：

  Synthesis of indole based novel small molecules and their in vitro anti-proliferative effects on various cancer cell lines

  摘要：

  Indole based novel small molecules were designed as potential anticancer agents. Multi step synthesis of these compounds was carried out by using Pd/C-Cu mediated coupling-cyclization strategy as a key step. The single crystal X-ray diffraction study was used to confirm the molecular structure of a representative compound unambiguously. Many of these compounds were evaluated for their anti-proliferative properties in vitro against six cancer cell lines as well as noncancerous cells. All these compounds showed selective growth inhibition of cancer cells and several of them were found to be promising with IC50 values in the range of 0.1-1.2 mu M, comparable to the known anticancer drug doxorubicin. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.050

文献信息

• Synthesis of indole based novel small molecules and their in vitro anti-proliferative effects on various cancer cell lines
  作者：Balakrishna Dulla、E. Sailaja、Upendar Reddy CH、Madhu Aeluri、Arunasree M. Kalle、S. Bhavani、D. Rambabu、M.V. Basaveswara Rao、Manojit Pal

  DOI：10.1016/j.tetlet.2013.12.050

  日期：2014.1

  Indole based novel small molecules were designed as potential anticancer agents. Multi step synthesis of these compounds was carried out by using Pd/C-Cu mediated coupling-cyclization strategy as a key step. The single crystal X-ray diffraction study was used to confirm the molecular structure of a representative compound unambiguously. Many of these compounds were evaluated for their anti-proliferative properties in vitro against six cancer cell lines as well as noncancerous cells. All these compounds showed selective growth inhibition of cancer cells and several of them were found to be promising with IC50 values in the range of 0.1-1.2 mu M, comparable to the known anticancer drug doxorubicin. (C) 2013 Elsevier Ltd. All rights reserved.