3-(2-Mercapto-5-methyl-3-m-tolylamino-3H-imidazol-4-yl)-benzamide | 554449-47-7

• 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-(2-Mercapto-5-methyl-3-m-tolylamino-3H-imidazol-4-yl)-benzamide
• CAS: 554449-47-7
• 化学式: C₁₈H₁₈N₄OS
• 分子量: 338.433
• InChiKey: IAYBFYUKXNROGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.94
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(2-Mercapto-5-methyl-3-m-tolylamino-3H-imidazol-4-yl)-benzamide 在 双氧水 、 溶剂黄146 作用下， 反应 0.25h， 以70%的产率得到HER/NR809
  参考文献：
  名称：

  N-Aminoimidazole Derivatives Inhibiting Retroviral Replication via a Yet Unidentified Mode of Action

  摘要：

  The synthesis of a series of N-aminoimidazoles (NAIMs) with an uncommon spectrum of antiretroviral activity is described. From a group of 60 closely related molecules, we were able to subdivide the molecules in different groups based on their anti-HIV and anti-SIV activity in vitro (i) molecules acting on a new, immediate postintegration step, (ii) molecules acting on both postintegration and HIV-1 reverse transcriptase (RT) as NNRTI, and (iii) molecules that mainly act at the HIV-1 RT according to an NNRTI-type mode of action.

  DOI：

  10.1021/jm0211117
• 作为产物：
  描述：

  α-bromo-3'-methoxycarbonylpropiophenone 在 氨 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 3-(2-Mercapto-5-methyl-3-m-tolylamino-3H-imidazol-4-yl)-benzamide
  参考文献：
  名称：

  N-Aminoimidazole Derivatives Inhibiting Retroviral Replication via a Yet Unidentified Mode of Action

  摘要：

  The synthesis of a series of N-aminoimidazoles (NAIMs) with an uncommon spectrum of antiretroviral activity is described. From a group of 60 closely related molecules, we were able to subdivide the molecules in different groups based on their anti-HIV and anti-SIV activity in vitro (i) molecules acting on a new, immediate postintegration step, (ii) molecules acting on both postintegration and HIV-1 reverse transcriptase (RT) as NNRTI, and (iii) molecules that mainly act at the HIV-1 RT according to an NNRTI-type mode of action.

  DOI：

  10.1021/jm0211117