3-(2,5-diphenyl-2H-[1,2,4]triazol-3-yl)-pyridine | 107177-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(2,5-diphenyl-2H-[1,2,4]triazol-3-yl)-pyridine
• 英文别名: 1,3-Diphenyl-5-(pyridyl-3-yl)-1,2,4-triazolin；Pyridine, 3-(1,3-diphenyl-1H-1,2,4-triazol-5-yl)-；3-(2,5-diphenyl-1,2,4-triazol-3-yl)pyridine
• CAS: 107177-97-9
• 化学式: C₁₉H₁₄N₄
• 分子量: 298.347
• InChiKey: MFQNDRORZVKKAK-UHFFFAOYSA-N

物化性质

• 沸点：
  532.7±52.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  α-chlorobenzaldehyde phenylhydrazone 在 calcium hypochlorite 、 TEA 作用下， 以 乙腈 为溶剂， 生成 3-(2,5-diphenyl-2H-[1,2,4]triazol-3-yl)-pyridine
  参考文献：
  名称：

  Cyclization of 1,2,4-triazenes to 1,2,4-triazoles using oxidizing reagents—NaClO, Ca(ClO)2, Dess–Martin periodinane and Ley's TPAP/NMO

  摘要：

  A simple and efficient approach to 1,3,5-trisubstituted 1,2,4-triazoles via cyclization of 1,2,4-triazenes employing commonly used oxidizing agents such as NaClO, Ca(ClO)(2), Dess-Martin periodinane and Ley's oxidizing agent (TPAP/NMO) is described. The reaction proceeds under mild conditions and is compatible with various functional groups. Extension of this approach to prepare triazoles on solid support has also been investigated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00976-0

文献信息

• Design and synthesis of 1,3,5-trisubstituted 1,2,4-triazoles as CYP enzyme inhibitors
  作者：Yaseen A. Al-Soud、Michael Heydel、Rolf W. Hartmann

  DOI：10.1016/j.tetlet.2011.09.049

  日期：2011.11

  5-trisubstituted 1,2,4-triazoles was designed and synthesized as potential inhibitors of steroidogenic CYP enzymes. The 1,2,4-triazole is part of the core structure fixing the geometry of the substances. A pyridine moiety was introduced as heme-binder. The target compounds were synthesized in two to four steps using silver carbonate mediated ring closure and Suzuki cross coupling reaction as key synthetic

  设计并合成了一系列1,3,5-三取代的1,2,4-三唑作为类固醇生成CYP酶的潜在抑制剂。1,2,4-三唑是固定物质几何形状的核心结构的一部分。引入吡啶部分作为血红素结合剂。使用碳酸银介导的闭环和Suzuki交叉偶联反应作为关键的合成转化过程，可在两到四个步骤中合成目标化合物。合成化合物对最重要的类固醇生成CYP的抑制作用的生物学测试表明，化合物29a和30是醛固酮合酶（CYP11B2）的中度抑制剂。
• An Improved Synthesis of 1,2,4-Triazoles using Ag2CO3
  作者：K Paulvannan、Tao Chen、Ron Hale

  DOI：10.1016/s0040-4020(00)00726-2

  日期：2000.10

  An improved synthesis of 1,3,5-trisubstituted 1,2,4-triazoles via Ag2CO3 mediated cyclization of triazenes has been developed. This approach is flexible and compatible with a wide range of functional groups. The reaction was complete within 3 h and the products were isolated in moderate to high yields. The influence of the beta-substituents of the amines on the triazole formation was also studied. (C) 2000 Elsevier Science Ltd. All rights reserved.