N-cyclohexyl-N-(2-methoxyphenyl)-2-(piperazin-1-yl)acetamide | 1452807-02-1

• 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: N-cyclohexyl-N-(2-methoxyphenyl)-2-(piperazin-1-yl)acetamide
• CAS: 1452807-02-1
• 化学式: C₁₉H₂₉N₃O₂
• 分子量: 331.458
• InChiKey: VWCWZNFKWARRBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  44.81
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4-bromobutyl)-1H-indole 、 N-cyclohexyl-N-(2-methoxyphenyl)-2-(piperazin-1-yl)acetamide 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以37.4%的产率得到2-(4-(4-(1H-indol-3-yl)butyl)piperazin-1-yl)-N-cyclohexyl-N-(2-methoxyphenyl)acetamide
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Indolebutylamines as a Novel Class of Selective Dopamine D3 Receptor Ligands

  摘要：

  A series of indolebutylamine derivatives were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine 3 receptor. The most potent compound 11q binds to dopamine 3 receptor with a Ki value of 124 nm and displays excellent selectivity over the dopamine 1 receptor and dopamine 2 receptor. Investigation based on structural information indicates that site S182 located in extracellular loop 2 may account for high selectivity of compounds. Interaction models of the dopamine 3 receptor‐11q complex and structure‐activity relationships were discussed by integrating all available experimental and computational data with the eventual aim to discover potent and selective ligands to dopamine 3 receptor.

  DOI：

  10.1111/cbdd.12158
• 作为产物：
  描述：

  2-chloro-N-cyclohexyl-N-phenylacetamide 在 potassium carbonate 、 三氟乙酸 、 potassium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 20.0h， 生成 N-cyclohexyl-N-(2-methoxyphenyl)-2-(piperazin-1-yl)acetamide
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Indolebutylamines as a Novel Class of Selective Dopamine D3 Receptor Ligands

  摘要：

  A series of indolebutylamine derivatives were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine 3 receptor. The most potent compound 11q binds to dopamine 3 receptor with a Ki value of 124 nm and displays excellent selectivity over the dopamine 1 receptor and dopamine 2 receptor. Investigation based on structural information indicates that site S182 located in extracellular loop 2 may account for high selectivity of compounds. Interaction models of the dopamine 3 receptor‐11q complex and structure‐activity relationships were discussed by integrating all available experimental and computational data with the eventual aim to discover potent and selective ligands to dopamine 3 receptor.

  DOI：

  10.1111/cbdd.12158