1,4-dihydroxy-5,8-bis(2-(2-aminoethylamino)ethylamino)anthracene-9,10-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4-dihydroxy-5,8-bis(2-(2-aminoethylamino)ethylamino)anthracene-9,10-dione
• 英文别名: 1,4-Bis[2-(2-aminoethylamino)ethylamino]-5,8-dihydroxyanthraquinone；NCI660224；1,4-Bis[2-(2-aminoethylamino)ethylamino]-5,8-dihydroxyanthracene-9,10-dione
• 化学式: C₂₂H₃₀N₆O₄
• 分子量: 442.518
• InChiKey: RFRJYMDNFSFUMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  175
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,4-dihydroxy-5,8-bis(2-(2-aminoethylamino)ethylamino)anthracene-9,10-dione 、 盐酸 生成 1,4-bis[2-(2-aminoethylamino)ethylamino]-5,8-dihydroxyanthracene-9,10-dione;dihydrochloride
  参考文献：
  名称：

  HAVLICKOVA, LIBUSE;KOLONICNY, ALOIS;KREPELKA, JIRI;OBRUBA, KAREL

  摘要：

  DOI：
• 作为产物：
  描述：

  tert-butyl N-[2-[2-[[5,8-dihydroxy-4-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]ethylamino]-9,10-dioxoanthracen-1-yl]amino]ethylamino]ethyl]carbamate 在 盐酸 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 52.0h， 以80%的产率得到1,4-dihydroxy-5,8-bis(2-(2-aminoethylamino)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

• Metal chelates of 1,4-bis(substituted-amino-5,8-dihydroxy-anthraquinones
  申请人：American Cyanamid Company

  公开号：US04296030A1

  公开（公告）日：1981-10-20

  This disclosure describes metal chelates of symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones useful for inhibiting the growth of tumors and as colorants or dyes.

  本公开描述了对称1,4-双(取代氨基)-5,8-二羟基蒽醌的金属螯合物，可用于抑制肿瘤生长，并作为染料或染料。
• HAVLICKOVA, LIBUSE;KOLONICNY, ALOIS;KREPELKA, JIRI;OBRUBA, KAREL
  作者：HAVLICKOVA, LIBUSE、KOLONICNY, ALOIS、KREPELKA, JIRI、OBRUBA, KAREL

  DOI：——

  日期：——
• Metal chelates of 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0037486B1

  公开（公告）日：1984-01-25
• COMPOSITIONS AND METHODS FOR BONE FORMATION AND MODELING
  申请人：ENZO Biochem, Inc.

  公开号：US20130172332A1

  公开（公告）日：2013-07-04

  The present disclosure is directed to methods of identifying a compound that binds to or interacts with a protein receptor involved in bone formation. Specifically, the disclosure is directed to methods of identifying a compound that regulates a Wnt pathway in a cell by binding to or interacting with cavities in proteins such as LRP5, LRP 6 and/or frizzled receptor and interfering with receptor binding to other proteins in a Wnt pathway. The present disclosure is further directed to methods and compositions that comprise an identified compound for treating or preventing a disease in a mammal in which Wnt pathway suppression plays a role.
• METHODS FOR INHIBITING CELLULAR UPTAKE OF THE ANTHRAX LETHAL TOXIN (LT) PROTEIN COMPLEX
  申请人：ENZO BIOCHEM, INC.

  公开号：US20170071950A1

  公开（公告）日：2017-03-16

  The present invention identifies compounds that disrupt the interaction between anthrax proteins and LRP5/6 receptors, resulting in a reduction in anthrax toxicity. The compounds act to disrupt the intracellular transport of toxin complexes into a target cell. The present invention also provides methods for testing the effect of compounds on Wnt activity, through the use of in vitro experiments involving cells that have in at least one gene mutation involved in the Wnt pathway.