1,6-diamino-10H-acridin-9-one | 857612-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,6-diamino-10H-acridin-9-one
• 英文别名: 1,6-diamino-10H-acridin-9-one；1,6-Diamino-10H-acridin-9-on
• CAS: 857612-73-8
• 化学式: C₁₃H₁₁N₃O
• 分子量: 225.25
• InChiKey: MNJXWEHMUBJAPS-UHFFFAOYSA-N

物化性质

• 沸点：
  507.0±50.0 °C(Predicted)
• 密度：
  1.380±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.9
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,6-diamino-10H-acridin-9-one 在 sodium hydroxide 、 sodium amalgam 作用下， 生成 1,6-吖啶二胺
  参考文献：
  名称：

  Albert; Linnell, Journal of the Chemical Society, <1936> 88, 92

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-4-硝基苯甲酸 在 盐酸 、 戊醇 、 硫酸 、 铜 、 potassium carbonate 、 tin(ll) chloride 作用下， 生成 1,6-diamino-10H-acridin-9-one
  参考文献：
  名称：

  29.二氨基ac啶的合成。第一部分

  摘要：

  DOI：

  10.1039/jr9460000102

文献信息

• Novel trisubstituted acridines as human telomeric quadruplex binding ligands
  作者：Jan Ungvarsky、Jana Plsikova、Ladislav Janovec、Jan Koval、Jaromir Mikes、Lucia Mikesová、Denisa Harvanova、Peter Fedorocko、Pavol Kristian、Jana Kasparkova、Viktor Brabec、Maria Vojtickova、Danica Sabolova、Zuzana Stramova、Jan Rosocha、Jan Imrich、Maria Kozurkova

  DOI：10.1016/j.bioorg.2014.07.010

  日期：2014.12

  A novel series of trisubstituted acridines were synthesized with the aim of mimicking the effects of BRACO-19. These compounds were synthesized by modifying the molecular structure of BRACO19 at positions 3 and 6 with heteroacyclic moieties. All of the derivatives presented in the study exhibited stabilizing effects on the human telomeric DNA quadruplex. UV-vis spectroscopy, circular dichroism, linear dichroism and viscosimetry were used in order to study the nature of the DNA binding in more detail. The results show that all of the novel derivatives were able to fold the single-stranded DNA sequences into antiparallel G-quadruplex structures, with derivative 15 exhibiting the highest stabilizing capability. Cell cycle analysis revealed that a primary trend of the "braco"-like derivatives was to arrest the cells in the Sand G(2)M-phases of the cell cycle within the first 72 h, with derivative 13 and BRACO19 proving particularly effective in suppressing cell proliferation. All studies derivatives were less toxic to human fibroblast cell line in comparison with HT 29 cancer cell line. (C) 2014 Elsevier Inc. All rights reserved.
• 20. Chemotherapeutic studies in the acridine series. Part I. 2 : 6- and 2 : 8-Diaminoacridines
  作者：Adrien Albert、Wilfred H. Linnell

  DOI：10.1039/jr9360000088

  日期：——