2,3-dihydro-4-methyl-1-(N-methyl-N-phenylamino)-5-phenyl-1H-imidazole-2-thione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,3-dihydro-4-methyl-1-(N-methyl-N-phenylamino)-5-phenyl-1H-imidazole-2-thione
• 英文别名: HER/NR866；5-methyl-3-(N-methylanilino)-4-phenyl-1H-imidazole-2-thione
• 化学式: C₁₇H₁₇N₃S
• 分子量: 295.408
• InChiKey: WGLVXPXSFZLKEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-4-methyl-1-(N-methyl-N-phenylamino)-5-phenyl-1H-imidazole-2-thione 在 双氧水 、 溶剂黄146 作用下， 反应 0.25h， 以54%的产率得到4-methyl-1-[methyl(phenyl)amino]-5-phenyl-1H-imidazole
  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：

  苯丙酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 溴 、 溶剂黄146 作用下， 反应 0.83h， 生成 2,3-dihydro-4-methyl-1-(N-methyl-N-phenylamino)-5-phenyl-1H-imidazole-2-thione
  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

文献信息

• 1-Arylamino-1H-imidazoles by "Oxidative Reduction" --- Conversion of 1-Arylamino-2,3-dihydro-1H-imidazole-2-thiones
  作者：Joachim G. Schantl、Irene M. Lagoja

  DOI：10.3987/com-98-8116

  日期：——
• USE OF N-AMINOIMIDAZOLE CYTOPROTECTIVE COMPOUNDS FOR TREATING CELL DEATH AND/OR GSK-3 MEDIATED DISEASES
  申请人：Pannecouque Christophe

  公开号：US20090149523A1

  公开（公告）日：2009-06-11

  The present invention relates to the use of N-aminoimidazole or N-aminoimidazole-thione derivatives as cytoprotective compounds in vitro and in vivo and for the treatment or prevention of cell death mediated disorders and/or GSK-3 mediated disorders or processes.