1-hydroxy-4,5,8-tris(2-(2-hydroxyethylamino)ethylamino)anthracene-9,10-dione | 105580-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-hydroxy-4,5,8-tris(2-(2-hydroxyethylamino)ethylamino)anthracene-9,10-dione
• 英文别名: Mitoxantrone Impurity 2；1-hydroxy-4,5,8-tris[2-(2-hydroxyethylamino)ethylamino]anthracene-9,10-dione
• CAS: 105580-99-2
• 化学式: C₂₆H₃₈N₆O₆
• 分子量: 530.624
• InChiKey: DIJSDOKNWPHSII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  38
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  187
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1,4-二氟-5,8-二羟基蒽醌 、 羟乙基乙二胺 以 水 、 正丁醇 、 吡啶 为溶剂， 反应 7.0h， 以28%的产率得到1-hydroxy-4,5,8-tris(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

文献信息

• 1,4-Bis(aminoalkylamino)-anthraquinones and leuco derivatives thereof
  申请人：American Cyanamid Company

  公开号：US04138415A1

  公开（公告）日：1979-02-06

  This disclosure describes 1,4-bis(substituted-amino)-5,6-dihydroxyanthraquinones and 1,4,5-tris(substituted-amino)-8-hydroxyanthraquinones useful as chelating agents, as curing catalysts for epoxy resins, and for inhibiting the growth of transplanted mouse tumors.

  本公开说明了1,4-双(取代氨基)-5,6-二羟基蒽醌和1,4,5-三(取代氨基)-8-羟基蒽醌，可用作螯合剂、环氧树脂的固化催化剂，并用于抑制移植小鼠肿瘤的生长。
• US4138415A
  申请人：——

  公开号：US4138415A

  公开（公告）日：1979-02-06
• Mitoxantrone Analogues as Ligands for a Stem−Loop Structure of Tau Pre-mRNA
  作者：Yang Liu、Eleanor Peacey、John Dickson、Christine P. Donahue、Suxin Zheng、Gabriele Varani、Michael S. Wolfe

  DOI：10.1021/jm9013407

  日期：2009.11.12

  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.