4-benzyl-1-dodecyl-1H-1,2,3-triazole | 1376606-01-7

• 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: 4-benzyl-1-dodecyl-1H-1,2,3-triazole
• 英文别名: 4-Benzyl-1-dodecyl-triazole；4-benzyl-1-dodecyltriazole
• CAS: 1376606-01-7
• 化学式: C₂₁H₃₃N₃
• 分子量: 327.513
• InChiKey: DKEXODXBEUAVAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzyl-1-dodecyl-1H-1,2,3-triazole 在 叔丁基过氧化氢 、 copper(l) iodide 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以83%的产率得到(1-十二烷基-1H-1,2,3-三唑-4-基)(苯基)甲酮
  参考文献：
  名称：

  碘化铜催化氧化合成α-酮-1,2,3-三唑

  摘要：

  苄基三唑已通过使用 CuI 和叔丁基氢过氧化物催化氧化，在室温下以良好的产率得到苯基（1H-1,2,3-三唑-4-基）甲酮衍生物。

  DOI：

  10.1002/ejoc.201301035
• 作为产物：
  描述：

  溴代十二烷 在 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 、 sodium iodide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 24.0h， 生成 4-benzyl-1-dodecyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Chemical synthesis and biological evaluation of triazole derivatives as inhibitors of InhA and antituberculosis agents

  摘要：

  A series of triazoles have been prepared and evaluated as inhibitors of InhA as well as inhibitors of Mycobacterium tuberculosis H37Rv. Several of these new compounds possess a good activity against InhA, particularly compounds 17 and 18 for which molecular docking has been performed. Concerning their activities against M. tuberculosis H37Rv strain, two of them, 3 and 12, were found to be good inhibitors with MIC values of 0.50 and 0.25 mu g/ml, respectively. Particularly, compound 12 presenting the best MIC value of all compounds tested (0.6 mu M) is totally inactive against InhA. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.029

文献信息

• Direct Synthesis of Mesoionic Carbene (MIC)-Stabilized Gold Nanoparticles from 1,2,3-Triazolium Salts
  作者：Alexandre Porcheron、Omar Sadek、Salem Ba Sowid、Nathalie Bridonneau、Laura Hippolyte、Dimitri Mercier、Philippe Marcus、Lukmonjon Mutalliev、Clément Chauvier、Corinne Chanéac、Louis Fensterbank、François Ribot

  DOI：10.1021/acs.chemmater.3c01162

  日期：2023.9.12

  through the use of thiols and imidazolylidene N-heterocyclic carbene-capping ligands. Herein, we report that mesoionic carbene (MIC) ligands, based on the 1,2,3-triazol-5-ylidene scaffold, allow the expeditive preparation of AuNPs of very high stability through a simple and straightforward one-pot protocol directly from triazolium salts and separated Au(III) sources. Control over the size of AuNPs has

  过去几年，金纳米粒子 (AuNP) 的稳定化和功能化方面取得了重大成就，主要是通过使用硫醇和咪唑基 N-杂环卡宾封端配体。在此，我们报道了基于 1,2,3-三唑-5-亚基支架的介离子卡宾 (MIC) 配体，可以通过简单直接的一锅法直接从三唑快速制备具有非常高稳定性的 AuNP盐和分离的 Au(III) 源。通过改变 Au/配体比例以及三唑鎓盐的性质可以控制 AuNP 的尺寸，通过点击化学轻松合成 MIC 前体有利于后者。13这些 MIC-AuNP 的表征13C固态(ss) NMR和X射线光电子能谱(XPS)暗示仅包含Au(0)的纳米粒子表面上仅存在MIC。
• Chemical synthesis and biological evaluation of triazole derivatives as inhibitors of InhA and antituberculosis agents
  作者：Christophe Menendez、Aurélien Chollet、Frédéric Rodriguez、Cyril Inard、Maria Rosalia Pasca、Christian Lherbet、Michel Baltas

  DOI：10.1016/j.ejmech.2012.03.029

  日期：2012.6

  A series of triazoles have been prepared and evaluated as inhibitors of InhA as well as inhibitors of Mycobacterium tuberculosis H37Rv. Several of these new compounds possess a good activity against InhA, particularly compounds 17 and 18 for which molecular docking has been performed. Concerning their activities against M. tuberculosis H37Rv strain, two of them, 3 and 12, were found to be good inhibitors with MIC values of 0.50 and 0.25 mu g/ml, respectively. Particularly, compound 12 presenting the best MIC value of all compounds tested (0.6 mu M) is totally inactive against InhA. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Synthesis of α-Keto-1,2,3-triazoles Through Copper Iodide Catalyzed Oxygenation
  作者：Swantje Nawratil、Maria Grypioti、Christophe Menendez、Sonia Mallet-Ladeira、Christian Lherbet、Michel Baltas

  DOI：10.1002/ejoc.201301035

  日期：2014.1

  Benzyltriazoles have been catalytically oxidized by using CuI and tert-butyl hydroperoxide to yield phenyl(1H-1,2,3-triazol-4-yl)methanone derivatives in good yields at room temperature.

  苄基三唑已通过使用 CuI 和叔丁基氢过氧化物催化氧化，在室温下以良好的产率得到苯基（1H-1,2,3-三唑-4-基）甲酮衍生物。