4-(4-(2-(4-(1-naphthyl)piperazinyl)ethyl)phenyl)thiazol-2-one

• 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: 4-(4-(2-(4-(1-naphthyl)piperazinyl)ethyl)phenyl)thiazol-2-one
• 英文别名: 4-{4-[2-(4-Naphthalen-1-yl-piperazin-1-yl)-ethyl]-phenyl}-thiazol-2-ol；4-[4-[2-(4-naphthalen-1-ylpiperazin-1-yl)ethyl]phenyl]-3H-1,3-thiazol-2-one
• 化学式: C₂₅H₂₅N₃OS
• 分子量: 415.559
• InChiKey: JJQKCJJTQLIHNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.24
• 拓扑面积：
  60.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(2-氯乙基)苯乙酮 在 盐酸 、 溴 、 sodium carbonate 、 溶剂黄146 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 various solvent(s) 为溶剂， 反应 138.0h， 生成 4-(4-(2-(4-(1-naphthyl)piperazinyl)ethyl)phenyl)thiazol-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

• Arylpiperazinyl-alkylene-phenyl-heterocyclic compounds
  申请人：Pfizer Inc.

  公开号：US04891375A1

  公开（公告）日：1990-01-02

  Arylpiperazinyl-alkylenephenyl-p-heterocyclic compounds, and the pharmaceutically acceptable acid addition salts thereof are neuroleptic agents. They are useful in the treatment of psychotic disorders.

  芳基哌嗪基-烷基苯基-p-杂环化合物及其药用可接受的酸盐是神经阻滞剂。它们在治疗精神疾病中很有用。
• US4891375A
  申请人：——

  公开号：US4891375A

  公开（公告）日：1990-01-02
• 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.