2-Hydroxy-3-(4-methyl-piperazin-1-yl)-2-phenyl-propionic acid ethyl ester | 122846-55-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 2-Hydroxy-3-(4-methyl-piperazin-1-yl)-2-phenyl-propionic acid ethyl ester
• CAS: 122846-55-3
• 化学式: C₁₆H₂₄N₂O₃
• 分子量: 292.378
• InChiKey: CSPJAKJQHNEBHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.68
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  53.01
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-3-(4-methyl-piperazin-1-yl)-2-phenyl-propionic acid ethyl ester 、 奎宁环-3-醇 在 sodium 作用下， 生成 3-(1-azabicyclo[2.2.2]octyl) 2-hydroxy-3-(4-methylpiperazinyl)-2-phenylpropionate
  参考文献：
  名称：

  Synthesis of some 3-(1-azabicyclo[2.2.2]octyl) 3-amino-2-hydroxy-2-phenylpropionates: profile of antimuscarinic efficacy and selectivity

  摘要：

  A series of 3-quinuclidinyl atrolactate [3-(1-azabicyclo[2.2.2]octyl) 2-hydroxy-2-phenylpropionate, QNA] derivatives in which the methyl group of the parent is substituted with a tertiary amino substituent was prepared and tested for antimuscarinic activity. In general, potency was markedly decreased, although the morpholinyl and thiomorpholinyl derivatives retained significant activity. These compounds were also examined for muscarinic receptor subtype selectivity. Their subtype selectivities were comparable to that of (R,R)-QNA. The results of this investigation suggest possible differences in the accessory binding sites of the proteinaceous receptor subtypes.

  DOI：

  10.1021/jm00163a050
• 作为产物：
  描述：

  N-甲基哌嗪 、 ethyl α-phenylglycidate 以 乙醇 为溶剂， 反应 18.0h， 生成 2-Hydroxy-3-(4-methyl-piperazin-1-yl)-2-phenyl-propionic acid ethyl ester
  参考文献：
  名称：

  Synthesis of some 3-(1-azabicyclo[2.2.2]octyl) 3-amino-2-hydroxy-2-phenylpropionates: profile of antimuscarinic efficacy and selectivity

  摘要：

  A series of 3-quinuclidinyl atrolactate [3-(1-azabicyclo[2.2.2]octyl) 2-hydroxy-2-phenylpropionate, QNA] derivatives in which the methyl group of the parent is substituted with a tertiary amino substituent was prepared and tested for antimuscarinic activity. In general, potency was markedly decreased, although the morpholinyl and thiomorpholinyl derivatives retained significant activity. These compounds were also examined for muscarinic receptor subtype selectivity. Their subtype selectivities were comparable to that of (R,R)-QNA. The results of this investigation suggest possible differences in the accessory binding sites of the proteinaceous receptor subtypes.

  DOI：

  10.1021/jm00163a050