Ethyl 5-Methyl-2-(m-tolyl)-1H-imidazole-4-carboxylate | 1258599-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 5-Methyl-2-(m-tolyl)-1H-imidazole-4-carboxylate
• 英文别名: ethyl 5-methyl-2-(3-methylphenyl)-1H-imidazole-4-carboxylate
• CAS: 1258599-84-6
• 化学式: C₁₄H₁₆N₂O₂
• mdl: MFCD16214054
• 分子量: 244.293
• InChiKey: OZLVZUPHYBALEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 5-Methyl-2-(m-tolyl)-1H-imidazole-4-carboxylate 在 乙醇 、 sodium hydroxide 作用下， 以100%的产率得到5-methyl-2-(3-methylphenyl)-1H-imidazole-4-carboxylic acid
  参考文献：
  名称：

  Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution

  摘要：

  Pin1 is an emerging oncology target strongly implicated in Ras and ErbB2-mediated tumourigenesis. Pin1 isomerizes bonds linking phospho-serine/threonine moieties to proline enabling it to play a key role in proline-directed kinase signalling. Here we report a novel series of Pin1 inhibitors based on a phenyl imidazole acid core that contains sub-mu M inhibitors. Compounds have been identified that block prostate cancer cell growth under conditions where Pin1 is essential. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.063
• 作为产物：
  描述：

  2,3-二氧代丁酸乙酯 、 3-甲基苯甲醛 在 ammonium acetate 、 溶剂黄146 作用下， 生成 Ethyl 5-Methyl-2-(m-tolyl)-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution

  摘要：

  Pin1 is an emerging oncology target strongly implicated in Ras and ErbB2-mediated tumourigenesis. Pin1 isomerizes bonds linking phospho-serine/threonine moieties to proline enabling it to play a key role in proline-directed kinase signalling. Here we report a novel series of Pin1 inhibitors based on a phenyl imidazole acid core that contains sub-mu M inhibitors. Compounds have been identified that block prostate cancer cell growth under conditions where Pin1 is essential. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.063