1,4-Bis[2-(3-hydroxypropylamino)ethylamino]-5,8-dihydroxyanthraquinone | 70477-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4-Bis[2-(3-hydroxypropylamino)ethylamino]-5,8-dihydroxyanthraquinone
• 英文别名: 1,4-dihydroxy-5,8-bis[2-(3-hydroxypropylamino)ethylamino]anthracene-9,10-dione
• CAS: 70477-11-1
• 化学式: C₂₄H₃₂N₄O₆
• 分子量: 472.541
• InChiKey: LAAUKOCKRHWJTF-UHFFFAOYSA-N

物化性质

• 沸点：
  806.2±65.0 °C(Predicted)
• 密度：
  1.391±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  163
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,4-Bis[2-(3-hydroxypropylamino)ethylamino]-5,8-dihydroxyanthraquinone 、 苹果酸 以 乙醇 为溶剂， 反应 0.5h， 生成 1,4-Bis[2-(3-hydroxypropylamino)ethylamino)-5,8-dihydroxyanthraquinone dimalate salt
  参考文献：
  名称：

  1,4-Bis(substituted-amino)-5,8-dihydroxy-anthraquinones and leuco bases

  摘要：

  本披露描述了对称的1,4-双(取代氨基)-5,8-二羟基蒽醌，可用作螯合剂并用于抑制移植小鼠肿瘤的生长。

  公开号：

  US04430501A1
• 作为产物：
  描述：

  N-(3-羟丙基)乙二胺 、 2,3-二氢-1,4,5,8-四羟基-9,10-蒽醌 生成 1,4-Bis[2-(3-hydroxypropylamino)ethylamino]-5,8-dihydroxyanthraquinone
  参考文献：
  名称：

  Antitumor agents. 1. 1,4-Bis[(aminoalkyl)amino]-9,10-anthracenediones

  摘要：

  The condensation of alkylenediamines with quinizarin or with 2,3-dihydro-1,4,5,8-tetrahydroxy-9,10-anthracenedione, followed by oxidation, gave 1,4-bis[aminoalkyl)amino]-9,10-anthracenediones. Some of these compounds and their 2,3-dihydro derivatives were markedly active against both leukemias and solid tumors in mice. Activity was maximal with 5,8-dihydroxylation and 1,4-bis[(2-aminoethyl)amino] substitution, in which the terminal nitrogen atoms were either unsubstituted (compound 50) or carried 2-hydroxyethyl groups (compound 40), indicating the importance of hydrophilicity. Against B-16 melanoma, 50 gave greater than 433% increase in median life span (ILS) with 7/10 80-day survivors. Against P-388 leukemia, 40 gave greater than 500% ILS with 4/5.60-day survivors; its efficacy and therapeutic index equaled or surpassed those of adriamycin, cyclophosphamide, daunorubicin, methotrexate, or 5-fluorouracil. Against L-1210 leukemia, B-16 melanoma, and colon tumor 26, 40 was generally as effective or more effective than adriamycin and is now undergoing preclinical toxicological evaluation.

  DOI：

  10.1021/jm00195a002

文献信息

• 1,4-Bis(substituted-amino)-5,8-dihydroxy-anthraquinones and leuco bases
  申请人：American Cyanamid Company

  公开号：US04430501A1

  公开（公告）日：1984-02-07

  This disclosure describes symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inhibiting the growth of transplanted mouse tumors.

  本披露描述了对称的1,4-双(取代氨基)-5,8-二羟基蒽醌，可用作螯合剂并用于抑制移植小鼠肿瘤的生长。
• 1,4-Bis(substituted-amino)-5,8-dihydroxyanthraquinones and leuco bases
  申请人：American Cyanamid Company

  公开号：US04197249A1

  公开（公告）日：1980-04-08

  This disclosure describes symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inhibiting the growth of transplanted mouse tumors.

  本披露描述了对称的1,4-双(取代氨基)-5,8-二羟基蒽醌，可用作螯合剂，并用于抑制移植小鼠肿瘤的生长。
• 1,4-Bis (substituted-amino)-5,8-dihydroxy-anthraquinones and leuco bases
  申请人：American Cyanamid Company

  公开号：US04526989A1

  公开（公告）日：1985-07-02

  This disclosure describes symmetrical 1,4-bis (substituted-amino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inhibiting the growth of transplanted mouse tumors.

  本公开说明了对称的1,4-双(取代氨基)-5,8-二羟基蒽醌，其可用作螯合剂并抑制移植小鼠肿瘤的生长。
• 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.

  本公开说明了对称1,4-双(取代氨基)-5,8-二羟基蒽醌的金属螯合物，其可用于抑制肿瘤生长和作为颜料或染料。
• 1,4-bis(substituted-amino)-5,8-dihydroxy anthraquinones and leuco bases
  申请人：American Cyanamid Company

  公开号：US04614618A1

  公开（公告）日：1986-09-30

  This disclosure describes symmetrical 1,4-bis(substituted-amino)-5,8-dihydroxyanthraquinones useful as chelating agents and for inducing regression and/or palliation of cancer diseases in mammals.

  本公开说明了对称的1,4-双(取代氨基)-5,8-二羟基蒽醌，可用作螯合剂，并用于诱导哺乳动物癌症的回归和/或缓解。