3-(4-methylphenyl)-pyridin-2-yl-1,2,4-triazole | 159053-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-methylphenyl)-pyridin-2-yl-1,2,4-triazole
• 英文别名: 2-[3-(4-methylphenyl)-1H-1,2,4-triazol-5-yl]pyrazine
• CAS: 159053-04-0
• 化学式: C₁₃H₁₁N₅
• 分子量: 237.264
• InChiKey: BXTMTPAMAUTDTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-methylphenyl)-pyridin-2-yl-1,2,4-triazole 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 24.5h， 生成 5-(4-methylphenyl)-3-(2-pyrazinyl)-1-(β-1-D-ribofuranosyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and antiviral activity of some new 1H-1,2,4-triazole derivatives

  摘要：

  A series of new 1H-1,2,4-triazole derivatives was synthesised and evaluated in vitro for activity against various DNA and RNA viruses. Compounds 1-benzyl-5-(4-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 2b, 1-benzyl-5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 2c and 1-[(2-hydroxyethoxy)methyl]-5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 4h proved active against reovirus-1, and compounds 1-[(2-hydroxyethoxy)methyl]-5-phenyl-3-(2-pyrazinyl)-1H-1,2,4-triazole 4f and 1-[(2-hydroxyethoxy)methyl]-5-(3-methylphenyl-3-(2-pyrazinyl)-1H-1,2,4-triazole 4h against parainfluenza-3 virus, in Vero cells at concentrations that were 5- to 40-fold lower than the cytotoxic concentrations required to alter normal cell morphology.

  DOI：

  10.1016/0223-5234(94)90152-x
• 作为产物：
  描述：

  吡嗪-2-甲酰肼 、 4-甲基苯甲脒盐酸盐 反应 5.0h， 以82%的产率得到3-(4-methylphenyl)-pyridin-2-yl-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and antiviral activity of some new 1H-1,2,4-triazole derivatives

  摘要：

  A series of new 1H-1,2,4-triazole derivatives was synthesised and evaluated in vitro for activity against various DNA and RNA viruses. Compounds 1-benzyl-5-(4-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 2b, 1-benzyl-5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 2c and 1-[(2-hydroxyethoxy)methyl]-5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 4h proved active against reovirus-1, and compounds 1-[(2-hydroxyethoxy)methyl]-5-phenyl-3-(2-pyrazinyl)-1H-1,2,4-triazole 4f and 1-[(2-hydroxyethoxy)methyl]-5-(3-methylphenyl-3-(2-pyrazinyl)-1H-1,2,4-triazole 4h against parainfluenza-3 virus, in Vero cells at concentrations that were 5- to 40-fold lower than the cytotoxic concentrations required to alter normal cell morphology.

  DOI：

  10.1016/0223-5234(94)90152-x

文献信息

• Synthesis and characterisation of a series of mononuclear ruthenium(II) carbonyl complexes of heterocycle-based asymmetric bidentate ligands
  作者：Declan Mulhern、Yanhua Lan、Sally Brooker、John F. Gallagher、Helmar Görls、Sven Rau、Johannes G. Vos

  DOI：10.1016/j.ica.2005.03.050

  日期：2006.2

  In this contribution, the synthesis and characterisation of a series of complexes of the type [Ru(L-L')(CO)(2)Cl-2] are reported, where L-L' are the chelating ligands L1-L8, 2-(4H-[1,2,4]triazol-3'-yl)-pyridine (L1); 2-(4H-[1,2,4]triazol-3'-yl)-pyrazine; (L2); 2(1-methyl-4H-[1,2,4]-triazol-3-yl)pyridine (L3); 2-(5-pyridin-2-yl-4H-[1,2,4]-triazole-3-yl)phenol (L4); 3-(5-methylphenyl)-pyridin-2-yl-1,2,4-triazole (U); 3-(4-methylphenyl)-pyridin-2-yl-1,2,4-triazole (L5); 3-(4-methoxyphenyl)-pyridin-2-yl-1,2,4-triazole (L6); 3,6-bis[(4-methoxyphenyl)iminomethyl]pyridazine (L8). L1-L7 are triazole-based ligands, which provide two distinct bidentate coordinate modes (via N2 or N4 of the triazole) whereas L8 is pyridazine-based and contains two identical bidentate binding pockets. The products obtained are analysed using infrared and NMR spectroscopy. The X-ray and molecular structures of the complexes with the ligands L2, L6, L7 and L8 are reported. These structures are the first to be reported for triazole based ruthenium chloro and ruthenium pyridazine imine complexes. The data show that the triazole ring in L2, L6 and L7 is coordinated via the N2 atom, and that the pyridazine-based ligand L8 uses only one binding pocket hence accommodating only one ruthenium(II) centre. For all compounds the cis(CO)transCl conformation is obtained. The results obtained are compared with those obtained for other similar compounds. (c) 2005 Elsevier B.V. All rights reserved.
• Synthesis and antiviral activity of some new 1H-1,2,4-triazole derivatives
  作者：OG Todoulou、AE Papadaki-Valiraki、S Ikeda、E De Clercq

  DOI：10.1016/0223-5234(94)90152-x

  日期：1994.1

  A series of new 1H-1,2,4-triazole derivatives was synthesised and evaluated in vitro for activity against various DNA and RNA viruses. Compounds 1-benzyl-5-(4-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 2b, 1-benzyl-5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 2c and 1-[(2-hydroxyethoxy)methyl]-5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole 4h proved active against reovirus-1, and compounds 1-[(2-hydroxyethoxy)methyl]-5-phenyl-3-(2-pyrazinyl)-1H-1,2,4-triazole 4f and 1-[(2-hydroxyethoxy)methyl]-5-(3-methylphenyl-3-(2-pyrazinyl)-1H-1,2,4-triazole 4h against parainfluenza-3 virus, in Vero cells at concentrations that were 5- to 40-fold lower than the cytotoxic concentrations required to alter normal cell morphology.