4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid | 1094173-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid
• CAS: 1094173-12-2
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: IEKUPILGSGYBHR-GASCZTMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  52.57
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(4-氟苯氧基)哌啶 、 4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid 在 polymer-supported carbodiimide 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [2-[4-[[(3S,5R)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]phenyl]-[4-(4-fluorophenoxy)piperidin-1-yl]methanone
  参考文献：
  名称：

  The discovery of biaryl carboxamides as novel small molecule agonists of the motilin receptor

  摘要：

  Optimisation of urea (5), identified from high throughput screening and subsequent array chemistry, has resulted in the identification of pyridine carboxamide (33) which is a potent motilin receptor agonist possessing favourable physicochemical and ADME profiles. Compound (33) has demonstrated prokinetic-like activity both in vitro and in vivo in the rabbit and therefore represents a promising novel small molecule motilin receptor agonist for further evaluation as a gastroprokinetic agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.072
• 作为产物：
  描述：

  在 sodium hydroxide 、 水 作用下， 以 乙醇 为溶剂， 以77%的产率得到4'-(((3S,5R)-3,5-dimethylpiperazin-1-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid
  参考文献：
  名称：

  The discovery of biaryl carboxamides as novel small molecule agonists of the motilin receptor

  摘要：

  Optimisation of urea (5), identified from high throughput screening and subsequent array chemistry, has resulted in the identification of pyridine carboxamide (33) which is a potent motilin receptor agonist possessing favourable physicochemical and ADME profiles. Compound (33) has demonstrated prokinetic-like activity both in vitro and in vivo in the rabbit and therefore represents a promising novel small molecule motilin receptor agonist for further evaluation as a gastroprokinetic agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.072