2-(2-((3-(3-methoxyphenoxy)propyl)amino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione | 1422463-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-(2-((3-(3-methoxyphenoxy)propyl)amino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 2-[2-[3-(3-Methoxyphenoxy)propylamino]ethyl]benzo[de]isoquinoline-1,3-dione；2-[2-[3-(3-methoxyphenoxy)propylamino]ethyl]benzo[de]isoquinoline-1,3-dione
• CAS: 1422463-21-5
• 化学式: C₂₄H₂₄N₂O₄
• 分子量: 404.466
• InChiKey: NVNJXBGRRTWXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-甲氧基苯酚 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 2-(2-((3-(3-methoxyphenoxy)propyl)amino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human β-N-Acetyl-d-hexosaminidase

  摘要：

  Human beta-N-acetyl-D-hexosaminidase has gained much attention due to its roles in several pathological processes and been considered as potential targets for disease therapy. A novel and efficient skeleton, which was an unsymmetrical dyad containing naphthalimide and methoxyphenyl moieties with an alkylamine spacer linkage as a noncarbohydrate-based inhibitor, was synthesized, and the activities were valuated against human beta-N-acetyl-D-hexosaminidase. The most potent inhibitor exhibits high inhibitory activity with K-i values of 0.63 mu M. The straightforward synthetic manner of these unsymmetrical dyads and understanding of the binding model cold be advantageous for further structure optimization and development of new therapeutic agents for Hex-related diseases.

  DOI：

  10.1021/ml300475m

文献信息

• Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human β-<i>N</i>-Acetyl-<scp>d</scp>-hexosaminidase
  作者：Peng Guo、Qi Chen、Tian Liu、Lin Xu、Qing Yang、Xuhong Qian

  DOI：10.1021/ml300475m

  日期：2013.6.13

  Human beta-N-acetyl-D-hexosaminidase has gained much attention due to its roles in several pathological processes and been considered as potential targets for disease therapy. A novel and efficient skeleton, which was an unsymmetrical dyad containing naphthalimide and methoxyphenyl moieties with an alkylamine spacer linkage as a noncarbohydrate-based inhibitor, was synthesized, and the activities were valuated against human beta-N-acetyl-D-hexosaminidase. The most potent inhibitor exhibits high inhibitory activity with K-i values of 0.63 mu M. The straightforward synthetic manner of these unsymmetrical dyads and understanding of the binding model cold be advantageous for further structure optimization and development of new therapeutic agents for Hex-related diseases.