1-<2-<4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazinyl>ethyl>-3-methyl-1H-pyrrole-2,5-dione

• 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-<2-<4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazinyl>ethyl>-3-methyl-1H-pyrrole-2,5-dione
• 英文别名: 1-[2-[4-(2,3-Dihydro-1,4-benzodioxin-5-yl)piperazin-1-yl]ethyl]-3-methylpyrrole-2,5-dione
• 化学式: C₁₉H₂₃N₃O₄
• 分子量: 357.409
• InChiKey: SRXKQPHJRBDQDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  62.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  柠康酸酐 、 4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazineethanamine trihydrochloride 在 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 生成 1-<2-<4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazinyl>ethyl>-3-methyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  A Series of N4-Imidoethyl Derivatives of 1-(2,3-Dihydro-1,4-benzodioxin-5-yl)piperazine as 5-HT1A Receptor Ligands: Synthesis and Structure-Affinity Relationships

  摘要：

  A series of unsubstituted and substituted succinimido, maleimido, and glutarimidoethyl derivatives of eltoprazine (3) was synthesized and tested for affinity for the 5-HT1A receptor in rat brain homogenates. The unsubstituted compounds have a moderate affinity for the receptor, while the affinity considerably increases by substitution at or enlargement of these cyclic ring systems. A good correlation was found between the inhibition constant K-i (expressed as pK(i)) and the lipophilicity (clogP). No correlation was observed between the pK(i) or pK(i)(+) (local. inhibition constant) and the basicity of the N4-nitrogen atom.

  DOI：

  10.1021/jm00021a020

文献信息

• A Series of N4-Imidoethyl Derivatives of 1-(2,3-Dihydro-1,4-benzodioxin-5-yl)piperazine as 5-HT1A Receptor Ligands: Synthesis and Structure-Affinity Relationships
  作者：B. J. van Steen、I. van Wijngaarden、M. Th. M. Tulp、W. Soudijn

  DOI：10.1021/jm00021a020

  日期：1995.10

  A series of unsubstituted and substituted succinimido, maleimido, and glutarimidoethyl derivatives of eltoprazine (3) was synthesized and tested for affinity for the 5-HT1A receptor in rat brain homogenates. The unsubstituted compounds have a moderate affinity for the receptor, while the affinity considerably increases by substitution at or enlargement of these cyclic ring systems. A good correlation was found between the inhibition constant K-i (expressed as pK(i)) and the lipophilicity (clogP). No correlation was observed between the pK(i) or pK(i)(+) (local. inhibition constant) and the basicity of the N4-nitrogen atom.