[1-(2,4-Dimethoxyphenyl)triazol-4-yl]-(3,4,5-trimethoxyphenyl)methanone | 1268445-42-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [1-(2,4-Dimethoxyphenyl)triazol-4-yl]-(3,4,5-trimethoxyphenyl)methanone
• CAS: 1268445-42-6
• 化学式: C₂₀H₂₁N₃O₆
• 分子量: 399.403
• InChiKey: XMGATXNXBWRZOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one 、 1-azido-2,4-dimethoxybenzene 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 生成 [1-(2,4-Dimethoxyphenyl)triazol-4-yl]-(3,4,5-trimethoxyphenyl)methanone
  参考文献：
  名称：

  Replacement of the double bond of antitubulin chalcones with triazoles and tetrazoles: Synthesis and biological evaluation

  摘要：

  In the chalcone scaffold, it is thought that the double bond is an important structural linker but it is likely not essential for the interaction with tubulin. Yet, it may be a potential site of metabolic degradation and interaction with biological nucleophiles. In this letter, we have replaced this olefinic portion of chalcones with two metabolically stable and chemically inert heterocyclic rings, namely triazole or tetrazole. Yet, our biologic data suggest that, unlike in other antitubulinic structures, the olephinic ring might not be merely a structural linker. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.113

文献信息

• Replacement of the double bond of antitubulin chalcones with triazoles and tetrazoles: Synthesis and biological evaluation
  作者：Ornella Mesenzani、Alberto Massarotti、Mariateresa Giustiniano、Tracey Pirali、Valentina Bevilacqua、Antonio Caldarelli、Pierluigi Canonico、Giovanni Sorba、Ettore Novellino、Armando A. Genazzani、Gian Cesare Tron

  DOI：10.1016/j.bmcl.2010.11.113

  日期：2011.1

  In the chalcone scaffold, it is thought that the double bond is an important structural linker but it is likely not essential for the interaction with tubulin. Yet, it may be a potential site of metabolic degradation and interaction with biological nucleophiles. In this letter, we have replaced this olefinic portion of chalcones with two metabolically stable and chemically inert heterocyclic rings, namely triazole or tetrazole. Yet, our biologic data suggest that, unlike in other antitubulinic structures, the olephinic ring might not be merely a structural linker. (C) 2010 Elsevier Ltd. All rights reserved.