3-(1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin | 1005500-39-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3-(1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin
• 英文别名: 3-(Benzotriazol-1-yl)-4-methylbenzo[h]chromen-2-one；3-(benzotriazol-1-yl)-4-methylbenzo[h]chromen-2-one
• CAS: 1005500-39-9
• 化学式: C₂₀H₁₃N₃O₂
• 分子量: 327.342
• InChiKey: FAQHYHHYWFZBDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-acetylnaphthalen-1-yl 2-(1H-benzo[d][1,2,3]triazol-1-yl)acetate 在 吡啶 、 potassium hydroxide 作用下， 反应 5.0h， 生成 3-(1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin
  参考文献：
  名称：

  Synthesis and Cytotoxic Activity of Coumarin Derivatives Containing Benzotriazole Moieties

  摘要：

  Three coumarin derivatives containing benzotriazole moieties, 3-(1-benzotriazolyl)-4-methyl-coumarin (BMC), 3-(1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin (BMBC), and 3-(4-methyl-1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin (MBMBC), were synthesized. Among them, 3-(4-methyl-1-benzotriazolyl)-4-methyl-benzo[7,8] coumarin has been structurally characterized by X-ray crystallography. The cytotoxic effect by Sulforhodamine B (SRB) assay with these compounds against the human hepatocellular carcinoma cell lines (HepG-2) was carried out in vitro. The preliminary results showed that all compounds inhibit HepG-2 growth effectively.

  DOI：

  10.1080/10426500802561153

文献信息

• Synthesis and Cytotoxic Activity of Coumarin Derivatives Containing Benzotriazole Moieties
  作者：Tianzhi Yu、Peng Zhang、Yuling Zhao、Hui Zhang、Duowang Fan、Wenkui Dong、Lan Ding

  DOI：10.1080/10426500802561153

  日期：2009.10.13

  Three coumarin derivatives containing benzotriazole moieties, 3-(1-benzotriazolyl)-4-methyl-coumarin (BMC), 3-(1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin (BMBC), and 3-(4-methyl-1-benzotriazolyl)-4-methyl-benzo[7,8]coumarin (MBMBC), were synthesized. Among them, 3-(4-methyl-1-benzotriazolyl)-4-methyl-benzo[7,8] coumarin has been structurally characterized by X-ray crystallography. The cytotoxic effect by Sulforhodamine B (SRB) assay with these compounds against the human hepatocellular carcinoma cell lines (HepG-2) was carried out in vitro. The preliminary results showed that all compounds inhibit HepG-2 growth effectively.