N-(11H-indeno[1,2-b]quinolin-10-yl)-N'-(1,2,3,4-tetrahydroacridin-9-yl)heptane-1,7-diamine | 1333995-57-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(11H-indeno[1,2-b]quinolin-10-yl)-N'-(1,2,3,4-tetrahydroacridin-9-yl)heptane-1,7-diamine
• 英文别名: N'-(11H-indeno[1,2-b]quinolin-10-yl)-N-(1,2,3,4-tetrahydroacridin-9-yl)heptane-1,7-diamine
• CAS: 1333995-57-5
• 化学式: C₃₆H₃₈N₄
• 分子量: 526.725
• InChiKey: CYAYCBCGPZWTLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,7-二溴庚烷 在 四丁基硫酸氢铵 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 20.0h， 生成 N-(11H-indeno[1,2-b]quinolin-10-yl)-N'-(1,2,3,4-tetrahydroacridin-9-yl)heptane-1,7-diamine
  参考文献：
  名称：

  Multi-target strategy to address Alzheimer’s disease: Design, synthesis and biological evaluation of new tacrine-based dimers

  摘要：

  The multifactorial nature of Alzheimer's disease (AD) offers us a textbook example where parental compounds, mostly marketed, are modified with the aim of improving and/or conferring two or even more biological activities to contrast or less frequently revert the disease's symptoms. This is the case of tacrine and its dimeric derivative bis(7)-tacrine which, for instance, paved the way for the development of a broad collection of very interesting homo- and heterodimeric structures, conceived in light of the emerging multi-target approach for AD-related drug discovery. As a contribution to the topic, we report here the design, synthesis and biological evaluation of 12 compounds referable to bis(7)-tacrine. In addition to the cholinesterase activity, some of the selected compounds (7-9 and 12) were capable of inhibiting the non-enzymatic function of AChE and/or showed a remarkable activity against BACE1. Thus, the present study outlines a series of newly synthesized molecules, structurally related to bis(7)-tacrine, endowed with extended biological profile in agreement with the emerging multi-target paradigm. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.004