tert-butyl 2-(2-(5,8-dihydroxy-4-(2-(2-hydroxyethylamino)ethylamino)-9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethylamino)ethylcarbamate | 1195811-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: tert-butyl 2-(2-(5,8-dihydroxy-4-(2-(2-hydroxyethylamino)ethylamino)-9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethylamino)ethylcarbamate
• 英文别名: tert-butyl N-[2-[2-[[5,8-dihydroxy-4-[2-(2-hydroxyethylamino)ethylamino]-9,10-dioxoanthracen-1-yl]amino]ethylamino]ethyl]carbamate
• CAS: 1195811-02-9
• 化学式: C₂₇H₃₇N₅O₇
• 分子量: 543.62
• InChiKey: ACGYEZRQHAOHGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  181
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(2-(5,8-dihydroxy-4-(2-(2-hydroxyethylamino)ethylamino)-9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethylamino)ethylcarbamate 在 盐酸 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 52.0h， 以87%的产率得到1,4-dihydroxy-5-(2-(2-aminoethylamino)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：

  1,4-二氟-5,8-二羟基蒽醌 、 羟乙基乙二胺 、 N1-Boc-2,2′-亚氨基二乙胺 以 吡啶 为溶剂， 反应 3.0h， 以33%的产率得到tert-butyl 2-(2-(5,8-dihydroxy-4-(2-(2-hydroxyethylamino)ethylamino)-9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethylamino)ethylcarbamate
  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

• 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.