1H-benzo[d][1,2,3]triazol-1-yl 4-hydroxybenzoate | 1029802-51-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1H-benzo[d][1,2,3]triazol-1-yl 4-hydroxybenzoate
• 英文别名: Benzotriazol-1-yl 4-hydroxybenzoate
• CAS: 1029802-51-4
• 化学式: C₁₃H₉N₃O₃
• 分子量: 255.233
• InChiKey: IVMNVFQCJASQBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-羟基苯并三唑 、 对羟基苯甲酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以78%的产率得到1H-benzo[d][1,2,3]triazol-1-yl 4-hydroxybenzoate
  参考文献：
  名称：

  Discovery of 1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate as a potential antiproliferative agent by inhibiting histone deacetylase

  摘要：

  Twenty-one benzotriazoles (3-16 and 18-24) were synthesized and half of them (5, 8-16, 20, and 21) were reported for the first time. Their antiproliferative activities against three human cancer cells were assayed. It revealed that 1H-benzo[d][1,2,3] triazol-1-yl 3,4,5-trimethoxybenzoate (9) showed considerable activity against three human cancer cell lines with the half maximal inhibitory concentration (IC50) values of 1.2-2.4 nM, which were close to the value of the positive control, doxorubicin. Further investigation indicated compound 9 was a potential histone deacetylase inhibitor (IC50 = 9.4 mu M) and its binding mode was simulated using docking method. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.049

文献信息

• Discovery of 1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate as a potential antiproliferative agent by inhibiting histone deacetylase
  作者：Jie Fu、Ying Yang、Xue-Wei Zhang、Wen-Jun Mao、Zhi-Ming Zhang、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2010.10.049

  日期：2010.12

  Twenty-one benzotriazoles (3-16 and 18-24) were synthesized and half of them (5, 8-16, 20, and 21) were reported for the first time. Their antiproliferative activities against three human cancer cells were assayed. It revealed that 1H-benzo[d][1,2,3] triazol-1-yl 3,4,5-trimethoxybenzoate (9) showed considerable activity against three human cancer cell lines with the half maximal inhibitory concentration (IC50) values of 1.2-2.4 nM, which were close to the value of the positive control, doxorubicin. Further investigation indicated compound 9 was a potential histone deacetylase inhibitor (IC50 = 9.4 mu M) and its binding mode was simulated using docking method. (C) 2010 Elsevier Ltd. All rights reserved.