4,5-Bis(4-chlorophenyl)-1-(2-trimethylsilylethoxymethyl)imidazole-2-carboxylic acid | 849722-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-Bis(4-chlorophenyl)-1-(2-trimethylsilylethoxymethyl)imidazole-2-carboxylic acid
• 英文别名: 4,5-bis(4-chlorophenyl)-1-(2-trimethylsilylethoxymethyl)imidazole-2-carboxylic acid
• CAS: 849722-44-7
• 化学式: C₂₂H₂₄Cl₂N₂O₃Si
• 分子量: 463.436
• InChiKey: XGAIDDRAGBOEKP-UHFFFAOYSA-N

物化性质

• 沸点：
  577.2±60.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.53
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-Bis(4-chlorophenyl)-1-(2-trimethylsilylethoxymethyl)imidazole-2-carboxylic acid 在 四丁基氟化铵 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4,5-Bis-(4-chloro-phenyl)-1H-imidazole-2-carboxylic acid piperidin-1-ylamide
  参考文献：
  名称：

  Synthesis and activity of 4,5-diarylimidazoles as human CB1 receptor inverse agonists

  摘要：

  Structure-activity relationship studies directed toward the optimization of 4,5-diarylimidazole-2-carboxamide analogs as human CBI receptor inverse agonists resulted in the discovery of the two amide derivatives 24a and b (hCB1 IC50 = 6.1 and 4.0 nM) which also demonstrated efficacy in overnight feeding studies in the rat for reduction in both food intake and overall body weight. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.078
• 作为产物：
  描述：

  2-(三甲基硅烷基)乙氧甲基氯 在 sodium hydroxide 、 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 4,5-Bis(4-chlorophenyl)-1-(2-trimethylsilylethoxymethyl)imidazole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and activity of 4,5-diarylimidazoles as human CB1 receptor inverse agonists

  摘要：

  Structure-activity relationship studies directed toward the optimization of 4,5-diarylimidazole-2-carboxamide analogs as human CBI receptor inverse agonists resulted in the discovery of the two amide derivatives 24a and b (hCB1 IC50 = 6.1 and 4.0 nM) which also demonstrated efficacy in overnight feeding studies in the rat for reduction in both food intake and overall body weight. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.078

文献信息

• Synthesis and activity of 4,5-diarylimidazoles as human CB1 receptor inverse agonists
  作者：Christopher W. Plummer、Paul E. Finke、Sander G. Mills、Junying Wang、Xinchun Tong、George A. Doss、Tung M. Fong、Julie Z. Lao、Marie-Therese Schaeffer、Jing Chen、Chun-Pyn Shen、D. Sloan Stribling、Lauren P. Shearman,、Alison M. Strack、Lex H.T. Van der Ploeg

  DOI：10.1016/j.bmcl.2004.12.078

  日期：2005.3

  Structure-activity relationship studies directed toward the optimization of 4,5-diarylimidazole-2-carboxamide analogs as human CBI receptor inverse agonists resulted in the discovery of the two amide derivatives 24a and b (hCB1 IC50 = 6.1 and 4.0 nM) which also demonstrated efficacy in overnight feeding studies in the rat for reduction in both food intake and overall body weight. (c) 2005 Elsevier Ltd. All rights reserved.