2-{4-[4-(3,5-Dioxo-morpholin-4-yl)-butyl]-piperazin-1-yl}-pyridine-3-carbaldehyde | 104813-75-4

• 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: 2-{4-[4-(3,5-Dioxo-morpholin-4-yl)-butyl]-piperazin-1-yl}-pyridine-3-carbaldehyde
• 英文别名: 2-[4-[4-(3,5-dioxomorpholin-4-yl)butyl]piperazin-1-yl]pyridine-3-carbaldehyde
• CAS: 104813-75-4
• 化学式: C₁₈H₂₄N₄O₄
• 分子量: 360.413
• InChiKey: VRWHAGFNMQIDTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-哌嗪烟酰腈 在 二异丁基氢化铝 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 27.0h， 生成 2-{4-[4-(3,5-Dioxo-morpholin-4-yl)-butyl]-piperazin-1-yl}-pyridine-3-carbaldehyde
  参考文献：
  名称：

  Atypical antipsychotic agents: patterns of activity in a series of 3-substituted 2-pyridinyl-1-piperazine derivatives

  摘要：

  A series of 3-substituted 2-pyridinyl-1-piperazine derivatives have been appended to cyclic imide groups and evaluated for their potential antipsychotic activity. The dopamine receptor affinities of these target molecules, as well as their ability to block apomorphine-induced stereotypy or reverse neuroleptic-induced catalepsy, was dependent on the lipophilic and electronic characteristics of the substituent situated on the pyridine ring. Groups with + omega and - phi values were most consistent with the desired biological profile of the target molecules, the cyano moiety being the optimum choice. Evaluation of compound 12 in a monkey model of amphetamine psychosis, and the regional selectivity it expresses for the A10 dopaminergic cell bodies in electrophysiological experiments, suggest this compound would be an atypical antipsychotic agent with few side effects.

  DOI：

  10.1021/jm00398a021

文献信息

• Atypical antipsychotic agents: patterns of activity in a series of 3-substituted 2-pyridinyl-1-piperazine derivatives
  作者：James S. New、Joseph P. Yevich、Davis L. Temple、Kimberly B. New、Sharon M. Gross、R. Francis Schlemmer、Michael S. Eison、Duncan P. Taylor、Leslie A. Riblet

  DOI：10.1021/jm00398a021

  日期：1988.3

  A series of 3-substituted 2-pyridinyl-1-piperazine derivatives have been appended to cyclic imide groups and evaluated for their potential antipsychotic activity. The dopamine receptor affinities of these target molecules, as well as their ability to block apomorphine-induced stereotypy or reverse neuroleptic-induced catalepsy, was dependent on the lipophilic and electronic characteristics of the substituent situated on the pyridine ring. Groups with + omega and - phi values were most consistent with the desired biological profile of the target molecules, the cyano moiety being the optimum choice. Evaluation of compound 12 in a monkey model of amphetamine psychosis, and the regional selectivity it expresses for the A10 dopaminergic cell bodies in electrophysiological experiments, suggest this compound would be an atypical antipsychotic agent with few side effects.