1-ethyl-5-{2-[4-(1-naphthyl)piperazinyl]ethyl}-2,3-dihydroindol-2-one | 133833-60-0

• 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-ethyl-5-{2-[4-(1-naphthyl)piperazinyl]ethyl}-2,3-dihydroindol-2-one
• 英文别名: 1-Ethyl-5-[2-(4-naphthalen-1-yl-piperazin-1-yl)-ethyl]-1,3-dihydro-indol-2-one；1-ethyl-5-[2-(4-naphthalen-1-ylpiperazin-1-yl)ethyl]-3H-indol-2-one
• CAS: 133833-60-0
• 化学式: C₂₆H₂₉N₃O
• 分子量: 399.536
• InChiKey: SZIFDVUATXWDDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  26.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-乙基-3H-吲哚-2-酮 在 三乙基硅烷 、 三氯化铝 、 sodium carbonate 、 N,N-二异丙基乙胺 、 三氟乙酸 、 sodium iodide 作用下， 以 二硫化碳 为溶剂， 反应 163.33h， 生成 1-ethyl-5-{2-[4-(1-naphthyl)piperazinyl]ethyl}-2,3-dihydroindol-2-one
  参考文献：
  名称：

  1-Naphthylpiperazine derivatives as potential atypical antipsychotic agents

  摘要：

  The design and synthesis of a series of potential atypical antipsychotic agents based on the structure of 1-naphthylpiperazine are described. The incorporation of dopamine antagonist activity into the parent structure was achieved with heterocyclic surrogates for the catechol moiety of dopamine. Compound 4b from this series showed a biochemical profile that translated to behavioral activity in the rat predictive of an antipsychotic agent with a low propensity to cause extrapyramidal side effects in man.

  DOI：

  10.1021/jm00110a016

文献信息

• 1-Naphthylpiperazine derivatives as potential atypical antipsychotic agents
  作者：John A. Lowe、Thomas F. Seeger、Arthur A. Nagel、Harry R. Howard、Patricia A. Seymour、James H. Heym、Frank E. Ewing、Michael E. Newman、Anne W. Schmidt

  DOI：10.1021/jm00110a016

  日期：1991.6

  The design and synthesis of a series of potential atypical antipsychotic agents based on the structure of 1-naphthylpiperazine are described. The incorporation of dopamine antagonist activity into the parent structure was achieved with heterocyclic surrogates for the catechol moiety of dopamine. Compound 4b from this series showed a biochemical profile that translated to behavioral activity in the rat predictive of an antipsychotic agent with a low propensity to cause extrapyramidal side effects in man.