(Z)-2-benzylidene-5-methoxy-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-inden-1-one | 1383938-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (Z)-2-benzylidene-5-methoxy-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-inden-1-one
• 英文别名: (2Z)-2-benzylidene-5-methoxy-6-(2-piperidin-1-ylethoxy)-3H-inden-1-one
• CAS: 1383938-53-1
• 化学式: C₂₄H₂₇NO₃
• 分子量: 377.483
• InChiKey: CLYNEIXYZJCSMD-ZHZULCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-2-benzylidene-5-methoxy-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-inden-1-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、10.0 MPa 条件下， 反应 3.0h， 以90.1%的产率得到2-benzyl-5-methoxy-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Design, synthesis, and evaluation of indanone derivatives as acetylcholinesterase inhibitors and metal-chelating agents

  摘要：

  A series of novel indanone derivatives was designed, synthesised and evaluated as potential agents for Alzheimer's disease. Among them, compound 6a, with a piperidine group linked to indone by a two-carbon spacer, exhibited the most potent inhibitor activity, with an IC50 of 0.0018 mu M for AChE; the inhibitory activity of this compound was 14-fold more potent than that of donepezil. Furthermore, these compounds also exhibited good metal-chelating ability. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.029
• 作为产物：
  描述：

  6-羟基-5-甲氧基-1-茚酮 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 10.0h， 生成 (Z)-2-benzylidene-5-methoxy-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Design, synthesis, and evaluation of indanone derivatives as acetylcholinesterase inhibitors and metal-chelating agents

  摘要：

  A series of novel indanone derivatives was designed, synthesised and evaluated as potential agents for Alzheimer's disease. Among them, compound 6a, with a piperidine group linked to indone by a two-carbon spacer, exhibited the most potent inhibitor activity, with an IC50 of 0.0018 mu M for AChE; the inhibitory activity of this compound was 14-fold more potent than that of donepezil. Furthermore, these compounds also exhibited good metal-chelating ability. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.029

文献信息

• Design, synthesis, and evaluation of indanone derivatives as acetylcholinesterase inhibitors and metal-chelating agents
  作者：Fan-Chao Meng、Fei Mao、Wen-Jun Shan、Fangfei Qin、Ling Huang、Xing-Shu Li

  DOI：10.1016/j.bmcl.2012.04.029

  日期：2012.7

  A series of novel indanone derivatives was designed, synthesised and evaluated as potential agents for Alzheimer's disease. Among them, compound 6a, with a piperidine group linked to indone by a two-carbon spacer, exhibited the most potent inhibitor activity, with an IC50 of 0.0018 mu M for AChE; the inhibitory activity of this compound was 14-fold more potent than that of donepezil. Furthermore, these compounds also exhibited good metal-chelating ability. (C) 2012 Elsevier Ltd. All rights reserved.