N-[6-(1,2,4-triazol-1-yl)-3-pyridinyl]-4-cyanobenzamide | 1332586-63-6

• 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: N-[6-(1,2,4-triazol-1-yl)-3-pyridinyl]-4-cyanobenzamide
• 英文别名: 4-cyano-N-[6-(1,2,4-triazol-1-yl)pyridin-3-yl]benzamide
• CAS: 1332586-63-6
• 化学式: C₁₅H₁₀N₆O
• 分子量: 290.284
• InChiKey: XVYFDNCUCJNPJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[6-(1,2,4-triazol-1-yl)-3-pyridinyl]-4-cyanobenzamide 在 双氧水 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以47%的产率得到N-(6-[1,2,4-triazol-1-yl]pyridin-3-yl)terephthalamide
  参考文献：
  名称：

  Structure-Based Ligand Design of Novel Bacterial RNA Polymerase Inhibitors

  摘要：

  Bacterial RNA polymerase (RNAP) is essential for transcription and is an antibacterial target for small molecule inhibitors. The binding region of myxopyronin B (MyxB), a bacterial RNAP inhibitor, offers the possibility of new inhibitor design. The molecular design program SPROUT has been used in conjunction with the X-ray cocrystal structure of Thermus thermophilus RNAP with MyxB to design novel inhibitors based on a substituted pyridyl-benzamide scaffold. A series of molecules, with molecular masses <350 Da, have been prepared using a simple synthetic approach. A number of these compounds inhibited Escherichia coli RNAP.

  DOI：

  10.1021/ml200087m
• 作为产物：
  描述：

  2-羟基-5-硝基吡啶 在 palladium on activated charcoal 、 氢气 、 sodium hydride 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氯氧磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.42h， 生成 N-[6-(1,2,4-triazol-1-yl)-3-pyridinyl]-4-cyanobenzamide
  参考文献：
  名称：

  Structure-Based Ligand Design of Novel Bacterial RNA Polymerase Inhibitors

  摘要：

  Bacterial RNA polymerase (RNAP) is essential for transcription and is an antibacterial target for small molecule inhibitors. The binding region of myxopyronin B (MyxB), a bacterial RNAP inhibitor, offers the possibility of new inhibitor design. The molecular design program SPROUT has been used in conjunction with the X-ray cocrystal structure of Thermus thermophilus RNAP with MyxB to design novel inhibitors based on a substituted pyridyl-benzamide scaffold. A series of molecules, with molecular masses <350 Da, have been prepared using a simple synthetic approach. A number of these compounds inhibited Escherichia coli RNAP.

  DOI：

  10.1021/ml200087m

文献信息

• Structure-Based Ligand Design of Novel Bacterial RNA Polymerase Inhibitors
  作者：Martin J. McPhillie、Rachel Trowbridge、Katherine R. Mariner、Alex J. O’Neill、A. Peter Johnson、Ian Chopra、Colin W. G. Fishwick

  DOI：10.1021/ml200087m

  日期：2011.10.13

  Bacterial RNA polymerase (RNAP) is essential for transcription and is an antibacterial target for small molecule inhibitors. The binding region of myxopyronin B (MyxB), a bacterial RNAP inhibitor, offers the possibility of new inhibitor design. The molecular design program SPROUT has been used in conjunction with the X-ray cocrystal structure of Thermus thermophilus RNAP with MyxB to design novel inhibitors based on a substituted pyridyl-benzamide scaffold. A series of molecules, with molecular masses <350 Da, have been prepared using a simple synthetic approach. A number of these compounds inhibited Escherichia coli RNAP.