N1,N9-bis((7-methoxybenzo[d][1,3]dioxol-5-yl)methyl)nonane-1,9-diamine | 1338563-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N1,N9-bis((7-methoxybenzo[d][1,3]dioxol-5-yl)methyl)nonane-1,9-diamine
• 英文别名: N1,N9-bis((7-methoxybenzo[d][1,3]dioxol-5-yl)methyl)nonane-1,9-diamine (5g)；N,N'-bis[(7-methoxy-1,3-benzodioxol-5-yl)methyl]nonane-1,9-diamine
• CAS: 1338563-66-8
• 化学式: C₂₇H₃₈N₂O₆
• 分子量: 486.609
• InChiKey: XSHRVWOVUGATJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  79.4
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-溴香兰素 在 水 、 铜 、 potassium carbonate 、 copper(II) oxide 、 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 N1,N9-bis((7-methoxybenzo[d][1,3]dioxol-5-yl)methyl)nonane-1,9-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel N,N′-bis-methylenedioxybenzyl-alkylenediamines as bivalent anti-Alzheimer disease ligands

  摘要：

  A novel series of N,N'-bis-methylenedioxybenzyl-alkylenediamines 5a-5g have been designed, synthesized and evaluated as bivalent anti-Alzheimer's disease ligands. The enzyme inhibition assay results indicated that compounds 5e-5g inhibit both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) in the micromolar range (IC50, 2.76-4.24 mu M for AChE and 3.02-5.14 mu M for BuChE), which was in the same potential as the reference compound rivastigmine (IC50, 5.50 mu M for AChE and 1.60 mu M for BuChE). It was found that compounds could bind simultaneously to the peripheral and catalytic sites of AChE. beta-Amyloid (A beta) aggregation inhibition assay results showed that compound 5e exhibited highest self-mediated A beta fibril aggregation inhibition activity (40.3%) with a similar potential as curcumin (41.6%). It was also found that 5e-5g did not affect neuroblastoma cell viability at the concentration of 50 mu M.

  DOI：

  10.3109/14756366.2010.548329