1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate | 1262521-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate
• 英文别名: Benzotriazol-1-yl 3,4,5-trimethoxybenzoate
• CAS: 1262521-80-1
• 化学式: C₁₆H₁₅N₃O₅
• 分子量: 329.312
• InChiKey: PJIKVVCQXLHJHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-羟基苯并三唑 、 3,4,5-三甲氧基苯甲酸 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85%的产率得到1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate
  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

• A one-pot preparation of N-2-mercaptobenzoyl-amino amides
  作者：Robert J. Bahde、Daniel H. Appella、William C. Trenkle

  DOI：10.1016/j.tetlet.2011.05.115

  日期：2011.8

  The HIV-1 nucleocapsid (NCp7), structurally defined by zinc-binding domains, participates in crucial stages of the HIV-1 lifecycle and is mutationally nonpermissive, making it an attractive anti-HIV target. Mode of action studies have shown that the secondary structure and activity of NCp7 can be disrupted by acyl transfer from N-2-mercaptobenzoyl-amino amides. We have developed an improved one-pot reaction that affords N-2-mercaptobenzoyl-amino acids on multi-gram scales. This synthetic route allows for rapid modular construction and has greatly expanded the scope of easily accessible potential NCp7 inhibitors. Published by Elsevier Ltd.
• US7635181B2
  申请人：——

  公开号：US7635181B2

  公开（公告）日：2009-12-22