1-chloro-5,8-dihydroxy-4-(2-(2-hydroxyethoxy)ethylamino)anthracene-9,10-dione | 1195811-15-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-chloro-5,8-dihydroxy-4-(2-(2-hydroxyethoxy)ethylamino)anthracene-9,10-dione
• CAS: 1195811-15-4
• 化学式: C₁₈H₁₆ClNO₆
• 分子量: 377.781
• InChiKey: SUPCDUNLORHXGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  116.09
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-chloro-5,8-dihydroxy-4-(2-(2-hydroxyethoxy)ethylamino)anthracene-9,10-dione 、 羟乙基乙二胺 以 吡啶 为溶剂， 反应 2.0h， 以27%的产率得到1,4-dihydroxy-5-(2-(2-hydroxyethoxy)ethylamino)-8-(2-(2-hydroxyethylamino)ethylamino)anthracene-9,10-dione
  参考文献：
  名称：

  Mitoxantrone Analogues as Ligands for a Stem−Loop Structure of Tau Pre-mRNA

  摘要：

  A series of mitoxantrone (MTX) analogues have been designed, synthesized, and evaluated for binding to and stabilizing a stern-loop structure that serves as a splicing regulatory element in the pre-mRNA of tau, which is involved in Alzheimer's and other neurodegenerative diseases. Several compounds showed significantly improved binding activity relative to the original screening hit mitoxantrone. These findings establish essential structure-activity relationships to further optimize the activity of this promising class of compounds.

  DOI：

  10.1021/jm9013407
• 作为产物：
  描述：

  5,8-二氯-1,4-二羟基蒽醌 、 二甘醇胺 以 吡啶 为溶剂， 反应 2.0h， 以58%的产率得到1-chloro-5,8-dihydroxy-4-(2-(2-hydroxyethoxy)ethylamino)anthracene-9,10-dione
  参考文献：
  名称：

  Mitoxantrone Analogues as Ligands for a Stem−Loop Structure of Tau Pre-mRNA

  摘要：

  A series of mitoxantrone (MTX) analogues have been designed, synthesized, and evaluated for binding to and stabilizing a stern-loop structure that serves as a splicing regulatory element in the pre-mRNA of tau, which is involved in Alzheimer's and other neurodegenerative diseases. Several compounds showed significantly improved binding activity relative to the original screening hit mitoxantrone. These findings establish essential structure-activity relationships to further optimize the activity of this promising class of compounds.

  DOI：

  10.1021/jm9013407