1-(3-chlorobenzyl)-4-hexyl-1H-1,2,3-triazole | 1376606-07-3

• 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-(3-chlorobenzyl)-4-hexyl-1H-1,2,3-triazole
• 英文别名: 1-[(3-Chlorophenyl)methyl]-4-hexyl-triazole；1-[(3-chlorophenyl)methyl]-4-hexyltriazole
• CAS: 1376606-07-3
• 化学式: C₁₅H₂₀ClN₃
• 分子量: 277.797
• InChiKey: WURUTMOQMGHXHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氯苄溴 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 1-(3-chlorobenzyl)-4-hexyl-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

• Magnetically recyclable γ-Fe2O3–HAP nanoparticles for the cycloaddition reaction of alkynes, halides and azides in aqueous media
  作者：Sandip R. Kale、Sandeep S. Kahandal、Manoj B. Gawande、Radha V. Jayaram

  DOI：10.1039/c3ra00038a

  日期：——

  A simple and novel γ-Fe2O3 supported on hydroxyapatite (HAP) heterogeneous catalytic system is described that is useful in the synthesis of disubstituted 1,2,3-triazoles from terminal alkynes and in situ generated organic azide in aqueous media; this green methodology emerges as this new catalyst for the one-pot synthesis of 1,2,3-triazoles can be used in water without the addition of any reagent/base. The catalyst can be successfully recycled five times without significant loss of activity. It is important to note that 100% regioselectivity was observed for the cycloaddition reaction.

  描述了一种简单新颖的羟基磷灰石（HAP）负载的γ-Fe2O3异相催化体系，该体系在水中从末端炔烃和原位生成的有机叠氮化合物合成二取代1,2,3-三唑类化合物具有应用价值；这种绿色方法因其新型催化剂可在无需添加任何试剂/碱的水中用于一步合成1,2,3-三唑类化合物而崭露头角。该催化剂可成功回收五次而活性无显著损失。值得注意的是，环加成反应观察到了100%的区域选择性。
• Facile synthesis of a luminescent copper(I) coordination polymer containing a flexible benzotriazole-based ligand: An effective catalyst for three-component azide-alkyne cycloaddition
  作者：Nelson Nuñez-Dallos、Alvaro Muñoz-Castro、Mauricio Fuentealba、Edwin G. Pérez、John J. Hurtado

  DOI：10.1016/j.ica.2019.119136

  日期：2019.12

  Abstract A straightforward method for the synthesis of a new luminescent copper(I) coordination polymer (CP) containing the ligand 1,3-bis(1H-benzotriazol-1-ylmethyl)benzene (L) through a self-assembly process with copper(I) iodide is reported. The CP was characterized by infrared, NMR, UV–Vis and photoluminescence spectroscopy, high resolution mass spectrometry (ESI), elemental and thermogravimetric

  摘要一种通过与铜的自组装过程合成包含配体1,3-双（1H-苯并三唑-1-基甲基）苯（L）的新型发光铜（I）配位聚合物（CP）的直接方法I）碘化物被报道。CP的特征在于红外，NMR，UV-Vis和光致发光光谱，高分辨率质谱（ESI），元素和热重分析，单晶和粉末X射线衍射以及相对论密度泛函理论计算。此外，这种基于一维铜（I）苯并三唑的配位聚合物催化三组分叠氮化物-炔烃环加成反应，从而以良好或优异的收率（最高95％）获得1,4-二取代的1,2,3-三唑。来自有机卤化物，叠氮化钠和末端炔烃。
• 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.