2-[3-(1-Benzyl-piperidin-4-yl)-3-(4-bromo-phenyl)-propyl]-5-fluoro-6-trifluoromethyl-1H-benzoimidazole | 904283-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-[3-(1-Benzyl-piperidin-4-yl)-3-(4-bromo-phenyl)-propyl]-5-fluoro-6-trifluoromethyl-1H-benzoimidazole
• CAS: 904283-21-2
• 化学式: C₂₉H₂₈BrF₄N₃
• 分子量: 574.459
• InChiKey: DOVUFYVODIZWMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.11
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  31.92
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-[3-(1-Benzyl-piperidin-4-yl)-3-(4-bromo-phenyl)-propyl]-5-fluoro-6-trifluoromethyl-1H-benzoimidazole 、 3-氰基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 以61%的产率得到4'-[1-(1-Benzyl-piperidin-4-yl)-3-(5-fluoro-6-trifluoromethyl-1H-benzoimidazol-2-yl)-propyl]-biphenyl-3-carbonitrile
  参考文献：
  名称：

  Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists

  摘要：

  Isosteric replacement of the urea group of lead compound 1 led to novel substituted piperidine phenylamide analogues. SAR on the electron-induced effects of various linkers as well as substituents on the phenyl rings and the piperidine nitrogen has been investigated. Many single-digit nanomolar MCH R1 antagonists have been identified from this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.061
• 作为产物：
  描述：

  (1-Benzyl-piperidin-4-yl)-(4-bromo-phenyl)-acetonitrile 在 Rh/Al₂O₃ sodium metabisulfite 、 氢气 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 生成 2-[3-(1-Benzyl-piperidin-4-yl)-3-(4-bromo-phenyl)-propyl]-5-fluoro-6-trifluoromethyl-1H-benzoimidazole
  参考文献：
  名称：

  Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists

  摘要：

  Isosteric replacement of the urea group of lead compound 1 led to novel substituted piperidine phenylamide analogues. SAR on the electron-induced effects of various linkers as well as substituents on the phenyl rings and the piperidine nitrogen has been investigated. Many single-digit nanomolar MCH R1 antagonists have been identified from this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.061