4-(acridin-9-ylmethyl)-7-chloro-2H-chromen-2-one | 1256292-41-7

• 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: 4-(acridin-9-ylmethyl)-7-chloro-2H-chromen-2-one
• 英文别名: 4-(Acridin-9-ylmethyl)-7-chloro-chromen-2-one；4-(acridin-9-ylmethyl)-7-chlorochromen-2-one
• CAS: 1256292-41-7
• 化学式: C₂₃H₁₄ClNO₂
• 分子量: 371.823
• InChiKey: HLNORORASJARMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-chloro-4-coumarinylacetic acid 、 二苯胺 在 zinc(II) chloride 作用下， 反应 20.0h， 以69%的产率得到4-(acridin-9-ylmethyl)-7-chloro-2H-chromen-2-one
  参考文献：
  名称：

  Bernthsen synthesis, antimicrobial activities and cytotoxicity of acridine derivatives

  摘要：

  The condensation reaction of diphenylamine with 2-oxo-2H-(substituted chromen)-4-yl acetic acid in presence of anhydrous zinc chloride afford 4-(acridine-9-ylmethyl)-2H-(substituted chromen)-2-one. The synthesized compounds were characterized by spectral studies and elemental analysis and screened for their in vitro antibacterial activity against Staphylococcus aureus, Staphylococcus pyogenes (gram (+)ve), Escherichia coli, Pseudomonas aeruginosa (gram -ve) and antifungal activity against Aspergillus niger and anticancer activity (HL-60, Hep-2 & HEK293T) by MTT assay. Chloro substituted compounds showed antimicrobial and anticancer activity with IC50 values in the low micromolar range. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.06.001