1-[3-(2,6-Dimethylphenyl)phenyl]-4-methylpiperazine | 1218910-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[3-(2,6-Dimethylphenyl)phenyl]-4-methylpiperazine
• CAS: 1218910-01-0
• 化学式: C₁₉H₂₄N₂
• 分子量: 280.413
• InChiKey: MFXUEKJZUSAPHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 3'-bromo-2,6-dimethyl-1,1'-biphenyl 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 生成 1-[3-(2,6-Dimethylphenyl)phenyl]-4-methylpiperazine
  参考文献：
  名称：

  Discovery of biaryl inhibitors of H+/K+ ATPase

  摘要：

  We report the identification of a novel biaryl template for H+/K+ ATPase inhibition. Evaluation of critical SAR features within the biaryl imidazole framework and the use of pharmacophore modelling against known imidazopyridine and azaindole templates suggested that the geometry of the molecule is key to achieving activity. Herein we present our work optimising the potency of the molecule through modi. cations and substitutions to each of the ring systems. In particular sub-micromolar potency is achieved with (4b) presumably through a proposed intramolecular hydrogen bond that ensures the required imidazole basic centre is appropriately located. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.040

文献信息

• Discovery of biaryl inhibitors of H+/K+ ATPase
  作者：Neil Garton、Nick Bailey、Mark Bamford、Emmanuel Demont、Irene Farre-Gutierrez、Gail Hutley、Gianpaolo Bravi、Paula Pickering

  DOI：10.1016/j.bmcl.2009.12.040

  日期：2010.2

  We report the identification of a novel biaryl template for H+/K+ ATPase inhibition. Evaluation of critical SAR features within the biaryl imidazole framework and the use of pharmacophore modelling against known imidazopyridine and azaindole templates suggested that the geometry of the molecule is key to achieving activity. Herein we present our work optimising the potency of the molecule through modi. cations and substitutions to each of the ring systems. In particular sub-micromolar potency is achieved with (4b) presumably through a proposed intramolecular hydrogen bond that ensures the required imidazole basic centre is appropriately located. (C) 2009 Elsevier Ltd. All rights reserved.