5-[4-(2-chlorophenyl)-2-(thiophen-2-yl)-1H-imidazol-5-yl]-1,3-dimethyl-2,3-dihydro-1H-1,3-benzodiazol-2-one | 459178-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[4-(2-chlorophenyl)-2-(thiophen-2-yl)-1H-imidazol-5-yl]-1,3-dimethyl-2,3-dihydro-1H-1,3-benzodiazol-2-one
• 英文别名: 5-[5-(2-chlorophenyl)-2-thiophen-2-yl-1H-imidazol-4-yl]-1,3-dimethylbenzimidazol-2-one
• CAS: 459178-70-2
• 化学式: C₂₂H₁₇ClN₄OS
• 分子量: 420.922
• InChiKey: MMXCRHIOXQKQPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  80.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-二甲基-2-氧代-2,3-二氢-1H-苯并咪唑-5-羧酸 在 copper diacetate 、 草酰氯 、 ammonium acetate 、 溴 、 溶剂黄146 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 19.5h， 生成 5-[4-(2-chlorophenyl)-2-(thiophen-2-yl)-1H-imidazol-5-yl]-1,3-dimethyl-2,3-dihydro-1H-1,3-benzodiazol-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

文献信息

• Benzimidazolone p38 inhibitors
  作者：Mark A. Dombroski、Michael A. Letavic、Kim F. McClure、John T. Barberia、Thomas J. Carty、Santo R. Cortina、Csilla Csiki、Alan J. Dipesa、Nancy C. Elliott、Christopher A. Gabel、Crystal K. Jordan、Jeff M. Labasi、William H. Martin、Kevin M. Peese、Ingrid A. Stock、Linne Svensson、Francis J. Sweeney、Chul H. Yu

  DOI：10.1016/j.bmcl.2003.12.023

  日期：2004.2

  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.