9-azido-1-nitroacridine | 78276-10-5

• 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: 9-azido-1-nitroacridine
• CAS: 78276-10-5
• 化学式: C₁₃H₇N₅O₂
• 分子量: 265.231
• InChiKey: IYZDCEHLULHRAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-nitro-9-(N-pyridinio)acridine hydrochloride 在 sodium azide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以84%的产率得到9-azido-1-nitroacridine
  参考文献：
  名称：

  Identification of an acridine photoaffinity probe for trypanocidal action

  摘要：

  Twenty-four acridine derivatives were screened for trypanocidal activity in Trypanosoma brucei in order to determine which structural features of the acridine molecule confer maximal antiparasitic activity. The synthesis of several new azidoacridine derivatives are also reported as well as an assessment of their value as possible photoaffinity probes for the study of acridine trypanocidal action. The most effective and selective acridine trypanocides, with and without irradiation, were the 3-amino-10-methylacridinium salt derivatives. With brief irradiation, one azidoacridine, 3-amino-6-azido-10-methylacridinium chloride, showed considerable trypanocidal activity at very limiting drug concentrations (10(-7)M) and warrants consideration as a possible photoaffinity probe.

  DOI：

  10.1021/jm00373a010

文献信息

• Identification of an acridine photoaffinity probe for trypanocidal action
  作者：William J. Firth、Andrew Messa、Robert Reid、Rung Chou Wang、Charles L. Watkins、Lerena W. Yielding

  DOI：10.1021/jm00373a010

  日期：1984.7

  Twenty-four acridine derivatives were screened for trypanocidal activity in Trypanosoma brucei in order to determine which structural features of the acridine molecule confer maximal antiparasitic activity. The synthesis of several new azidoacridine derivatives are also reported as well as an assessment of their value as possible photoaffinity probes for the study of acridine trypanocidal action. The most effective and selective acridine trypanocides, with and without irradiation, were the 3-amino-10-methylacridinium salt derivatives. With brief irradiation, one azidoacridine, 3-amino-6-azido-10-methylacridinium chloride, showed considerable trypanocidal activity at very limiting drug concentrations (10(-7)M) and warrants consideration as a possible photoaffinity probe.