1-(n-octyl)-4-phenethyl-1H-1,2,3-triazole | 1221291-76-4

• 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-(n-octyl)-4-phenethyl-1H-1,2,3-triazole
• 英文别名: 1-n-octyl-4-phenethyl-1H-1,2,3-triazole；1-Octyl-4-phenethyl-triazole；1-octyl-4-(2-phenylethyl)triazole
• CAS: 1221291-76-4
• 化学式: C₁₈H₂₇N₃
• 分子量: 285.432
• InChiKey: OZJHYLUJACHTND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  1-(n-octyl)-4-phenethyl-1H-1,2,3-triazole 在 palladium diacetate 、 copper(II) acetate monohydrate 、 三甲基乙酸 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以91%的产率得到1-n-octyl-4,5-dihydro-1H-naphtho[1,2-d][1,2,3]-triazole
  参考文献：
  名称：

  1,2,3-三唑的钯催化脱氢直接芳基化

  摘要：

  1,2,3-三唑的钯催化的分子内脱氢直接芳基化反应是在空气的环境压力下完成的，这为通过包括两个截然不同的CH-H键官能化反应的反应顺序模块化合成环菲奠定了基础。

  DOI：

  10.1021/ol1005517
• 作为产物：
  描述：

  1-溴辛烷 在 sodium azide 、 copper diacetate 、 sodium ascorbate 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-(n-octyl)-4-phenethyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Synthesis and biological activities of triazole derivatives as inhibitors of InhA and antituberculosis agents

  摘要：

  InhA, the enoyl reductase from the mycobacterial type II fatty acid biosynthesis pathway, is a target for the development of novel drugs against tuberculosis. We exploited copper-catalyzed [3+2] cycloaddition between alkynes and different azides to afford 1,4-disubstituted triazole or alpha-ketotriazole derivatives. Several compounds bearing a lipophilic chain mimicking the substrate were able to inhibit InhA. Among them, 1-dodecyl-4-phenethyl-1H-1,2,3-triazole displayed a minimum inhibitory concentration inferior to 2 mu g/mL against Mycobacterium tuberculosis H37Rv. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.013

文献信息

• Synthesis and biological activities of triazole derivatives as inhibitors of InhA and antituberculosis agents
  作者：Christophe Menendez、Sylvain Gau、Christian Lherbet、Frédéric Rodriguez、Cyril Inard、Maria Rosalia Pasca、Michel Baltas

  DOI：10.1016/j.ejmech.2011.09.013

  日期：2011.11

  InhA, the enoyl reductase from the mycobacterial type II fatty acid biosynthesis pathway, is a target for the development of novel drugs against tuberculosis. We exploited copper-catalyzed [3+2] cycloaddition between alkynes and different azides to afford 1,4-disubstituted triazole or alpha-ketotriazole derivatives. Several compounds bearing a lipophilic chain mimicking the substrate were able to inhibit InhA. Among them, 1-dodecyl-4-phenethyl-1H-1,2,3-triazole displayed a minimum inhibitory concentration inferior to 2 mu g/mL against Mycobacterium tuberculosis H37Rv. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Palladium-Catalyzed Dehydrogenative Direct Arylations of 1,2,3-Triazoles
  作者：Lutz Ackermann、Rajkumar Jeyachandran、Harish K. Potukuchi、Petr Novák、Lea Büttner

  DOI：10.1021/ol1005517

  日期：2010.5.7

  Palladium-catalyzed intramolecular dehydrogenative direct arylations of 1,2,3-triazoles were accomplished under ambient pressure of air, which set the stage for a modular synthesis of annulated phenanthrenes through a reaction sequence comprising two distinct catalytic C−H bond functionalization reactions.

  1,2,3-三唑的钯催化的分子内脱氢直接芳基化反应是在空气的环境压力下完成的，这为通过包括两个截然不同的CH-H键官能化反应的反应顺序模块化合成环菲奠定了基础。