Tert-butyl-(6-chloro-9-phenoxyacridin-2-yl)oxy-dimethylsilane | 206354-37-2

• 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: Tert-butyl-(6-chloro-9-phenoxyacridin-2-yl)oxy-dimethylsilane
• 英文别名: tert-butyl-(6-chloro-9-phenoxyacridin-2-yl)oxy-dimethylsilane
• CAS: 206354-37-2
• 化学式: C₂₅H₂₆ClNO₂Si
• 分子量: 436.025
• InChiKey: IEGKDDLUHBZPEJ-UHFFFAOYSA-N

物化性质

• 沸点：
  522.6±30.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.22
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Tert-butyl-(6-chloro-9-phenoxyacridin-2-yl)oxy-dimethylsilane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 生成 ATAc-NO(.)
  参考文献：
  名称：

  Introduction of a nitroxide group on position 2 of 9-phenoxyacridine: Easy access to spin labelled DNA-binding conjugates

  摘要：

  In the search for spin labelled intercalators of general use to construct DNA-binding conjugates, 6-chloro-2-[(1-oxyl-2,2,5,5-tetramethyl-pyrrolin-3-yl)methyloxy]-9-phenoxy-acridine 5, has been prepared. This key-intermediate reacts with amines to give the corresponding labelled 9-amino substituted acridines. Comparative EPR and fluorescence measurements show that the label causes only little modification of the binding properties of acridine. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00089-4
• 作为产物：
  描述：

  2-hydroxy-6,9-dichloroacridine 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 Tert-butyl-(6-chloro-9-phenoxyacridin-2-yl)oxy-dimethylsilane
  参考文献：
  名称：

  Introduction of a nitroxide group on position 2 of 9-phenoxyacridine: Easy access to spin labelled DNA-binding conjugates

  摘要：

  In the search for spin labelled intercalators of general use to construct DNA-binding conjugates, 6-chloro-2-[(1-oxyl-2,2,5,5-tetramethyl-pyrrolin-3-yl)methyloxy]-9-phenoxy-acridine 5, has been prepared. This key-intermediate reacts with amines to give the corresponding labelled 9-amino substituted acridines. Comparative EPR and fluorescence measurements show that the label causes only little modification of the binding properties of acridine. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00089-4

文献信息

• Design of site specific DNA damaging agents for generation of multiply damaged sites
  作者：Alain Martelli、Jean-Francois Constant、Martine Demeunynck、Jean Lhomme、Pascal Dumy

  DOI：10.1016/s0040-4020(02)00345-9

  日期：2002.5

  We describe the synthesis and DNA damaging activities of hybrid molecules in which a purine (adenine) is linked to an intercalating chromophore (acridine) by a polyamino linker. A DNA damaging agent, phenanthroline or para-nitrobenzamide, is tethered to the acridine moiety at various positions. Our goal is to induce upon activation other lesions in close proximity to the abasic site and therefore create cytotoxic multiply damaged sites. (C) 2002 Elsevier Science Ltd. All rights reserved.