5-(4-bromo-2-methylphenyl)-3-phenyl-1H-1,2,4-triazole | 942273-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-bromo-2-methylphenyl)-3-phenyl-1H-1,2,4-triazole
• CAS: 942273-36-1
• 化学式: C₁₅H₁₂BrN₃
• 分子量: 314.184
• InChiKey: MYSBVLVOIPHDKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-bromo-2-methylphenyl)-3-phenyl-1H-1,2,4-triazole 在 sodium hydroxide 作用下， 以38%的产率得到5-bromo-2-(3-phenyl-1H-1,2,4-triazol-5-yl)benzoic acid
  参考文献：
  名称：

  Preparation of novel anthranilic acids as antibacterial agents. Extensive evaluation of alternative amide bioisosteres connecting the A- and the B-rings

  摘要：

  In the past few years, a significant effort has been devoted by Pharmacia toward the discovery of novel antibiotics. We have recently described the identification of an anthranilic acid lead 1 and the optimization resulting in the advanced lead 2. In this report, we describe the preparation of several selected amide bioisosteres connecting the A- and the B-rings. The E-alkene provided a rigid analog with equal potency to the corresponding amide. This indicates that the amide is not a recognition element rather acts as an appropriate spatial linker of the two important aryl A and B rings. The work here clearly demonstrates that the amide linker can be replaced with several functionalities without significant deterioration in the MIC activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.055
• 作为产物：
  描述：

  4-溴-2-甲基苯甲酰氯 在 肼 作用下， 以 xylene 为溶剂， 生成 5-(4-bromo-2-methylphenyl)-3-phenyl-1H-1,2,4-triazole
  参考文献：
  名称：

  Preparation of novel anthranilic acids as antibacterial agents. Extensive evaluation of alternative amide bioisosteres connecting the A- and the B-rings

  摘要：

  In the past few years, a significant effort has been devoted by Pharmacia toward the discovery of novel antibiotics. We have recently described the identification of an anthranilic acid lead 1 and the optimization resulting in the advanced lead 2. In this report, we describe the preparation of several selected amide bioisosteres connecting the A- and the B-rings. The E-alkene provided a rigid analog with equal potency to the corresponding amide. This indicates that the amide is not a recognition element rather acts as an appropriate spatial linker of the two important aryl A and B rings. The work here clearly demonstrates that the amide linker can be replaced with several functionalities without significant deterioration in the MIC activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.055