1,3-Dimethyl-5-[(Z)-m-tolylimino-methyl]-1,3-dihydro-benzoimidazol-2-one | 864514-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1,3-Dimethyl-5-[(Z)-m-tolylimino-methyl]-1,3-dihydro-benzoimidazol-2-one
• CAS: 864514-07-8
• 化学式: C₁₇H₁₇N₃O
• 分子量: 279.341
• InChiKey: XOALEXUBOWMDBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  39.29
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  对甲基苯磺酰甲基异腈 、 1,3-Dimethyl-5-[(Z)-m-tolylimino-methyl]-1,3-dihydro-benzoimidazol-2-one 在 sodium hydride 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 甲醇 为溶剂， 以21%的产率得到1,3-Dimethyl-5-(3-m-tolyl-3H-imidazol-4-yl)-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Benzimidazolone p38 inhibitors

  摘要：

  The synthesis and in vitro p38alpha activity of a novel series of benzimidazolone inhibitors is described. The p38alpha SAR is consistent with a mode of binding wherein the benzimidazolone carbonyl serves as the H-bond acceptor to Met109 of p38alpha in a manner analogous to the pyridine nitrogen of prototypical pyridylimidazole p38 inhibitors. Potent p38alpha activity comparable to that of several previously reported p38 inhibitors is observed for this novel chemotype. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.023
• 作为产物：
  描述：

  5-(hydroxymethyl)-1,3-dimethylbenzimidazol-2-one 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 N-氯代丁二酰亚胺 、 四丁基氯化铵 、 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 1,3-Dimethyl-5-[(Z)-m-tolylimino-methyl]-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Benzimidazolone p38 inhibitors

  摘要：

  The synthesis and in vitro p38alpha activity of a novel series of benzimidazolone inhibitors is described. The p38alpha SAR is consistent with a mode of binding wherein the benzimidazolone carbonyl serves as the H-bond acceptor to Met109 of p38alpha in a manner analogous to the pyridine nitrogen of prototypical pyridylimidazole p38 inhibitors. Potent p38alpha activity comparable to that of several previously reported p38 inhibitors is observed for this novel chemotype. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.023