1-(1H-1,2,3-Benzotriazol-1-yl)-2-(4-methoxyphenyl)ethanone

• 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: 1-(1H-1,2,3-Benzotriazol-1-yl)-2-(4-methoxyphenyl)ethanone
• 英文别名: 1-(benzotriazol-1-yl)-2-(4-methoxyphenyl)ethanone
• 化学式: C₁₅H₁₃N₃O₂
• 分子量: 267.287
• InChiKey: JGEXQFRCLYAUBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(1H-1,2,3-Benzotriazol-1-yl)-2-(4-methoxyphenyl)ethanone 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 (E)-5-(4-methoxybenzyl)-3-(2-(2-methoxyquinolin-3-yl)vinyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Identification of a novel class of quinoline–oxadiazole hybrids as anti-tuberculosis agents

  摘要：

  A series of novel quinoline-oxadiazole hybrid compounds was designed based on stepwise rational modification of the lead molecules reported previously, in order to enhance bioactivity and improve druglikeness. The hybrid compounds synthesized were screened for biological activity against Mycobacterium tuberculosis H(37)Rv and for cytotoxicity in HepG2 cell line. Several of the hits exhibited good to excellent anti-tuberculosis activity and selectivity, especially compounds 12m, 12o and 12p, showed minimum inhibitory concentration values < 0.5 mu M and selectivity index >500. The results of this study open up a promising avenue that may lead to the discovery of a new class of anti-tuberculosis agents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.057
• 作为产物：
  描述：

  对甲氧基苯乙酸 、 T406石油添加剂 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-(1H-1,2,3-Benzotriazol-1-yl)-2-(4-methoxyphenyl)ethanone
  参考文献：
  名称：

  Identification of a novel class of quinoline–oxadiazole hybrids as anti-tuberculosis agents

  摘要：

  A series of novel quinoline-oxadiazole hybrid compounds was designed based on stepwise rational modification of the lead molecules reported previously, in order to enhance bioactivity and improve druglikeness. The hybrid compounds synthesized were screened for biological activity against Mycobacterium tuberculosis H(37)Rv and for cytotoxicity in HepG2 cell line. Several of the hits exhibited good to excellent anti-tuberculosis activity and selectivity, especially compounds 12m, 12o and 12p, showed minimum inhibitory concentration values < 0.5 mu M and selectivity index >500. The results of this study open up a promising avenue that may lead to the discovery of a new class of anti-tuberculosis agents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.057

文献信息

• Synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylbenzotriazole-mediated acylation of a diazomethyl anion
  作者：Mukund M. D. Pramanik、Namrata Rastogi

  DOI：10.1039/c5ob01975c

  日期：——

  We report a method for the synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylation of corresponding diazomethyl anions with N-acylbenzotriazoles. The N-o-amino-acylbenzotriazoles exhibited an unprecedented transphosphorylation reaction leading to diazoacetyl phenylphosphoramidates.

  我们报道了通过将相应的重氮甲基阴离子与N-酰基苯并三唑酰化来合成α-重氮-β-酮酸酯，膦酸酯和砜的方法。的无氨基acylbenzotriazoles表现出前所未有的转移反应导致重氮乙酰基phenylphosphoramidates。
• Ultrasound-Assisted Solvent-Free Parallel Synthesis of 3-Arylcoumarins Using <i>N</i>-Acylbenzotriazoles
  作者：Sirawit Wet-osot、Chuthamat Duangkamol、Wong Phakhodee、Mookda Pattarawarapan

  DOI：10.1021/acscombsci.6b00055

  日期：2016.6.13

  An ultrasound-assisted one-pot acylation/cyclization reaction between N-acylbenzotriazoles and 2-hydroxybenzaldehydes has been developed for the synthesis of substituted 3-arylcoumarins. Using ultrasound not only allows rapid and clean conversion but also simplifies experimental setup and parallel workup leading to rapid generation of 3-arylcoumarin libraries under mild, solvent-free, and chromatography-free

  已经开发了N-酰基苯并三唑与2-羟基苯甲醛之间的超声辅助一锅酰化/环化反应，用于合成取代的3-芳基香豆素。使用超声波不仅可以实现快速，清洁的转化，而且可以简化实验设置和并行处理，从而在温和，无溶剂和无色谱的条件下快速生成3-芳基香豆素文库。