2-Azaspiro[4.4]nonane-1,3-dione, 2-[(4-phenyl-1-piperazinyl)methyl]- | 129770-46-3

• 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-Azaspiro[4.4]nonane-1,3-dione, 2-[(4-phenyl-1-piperazinyl)methyl]-
• 英文别名: 2-[(4-phenylpiperazin-1-yl)methyl]-2-azaspiro[4.4]nonane-1,3-dione
• CAS: 129770-46-3
• 化学式: C₁₉H₂₅N₃O₂
• 分子量: 327.426
• InChiKey: IXEVEYBXYZWNEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-氮杂螺[4.4]壬烷-1,3-二酮 、 N-苯基哌嗪 以 乙醇 为溶剂， 反应 0.5h， 以71%的产率得到2-Azaspiro[4.4]nonane-1,3-dione, 2-[(4-phenyl-1-piperazinyl)methyl]-
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of new N-[(4-arylpiperazin-1-yl)-methyl] derivatives of 3-aryl pyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione

  摘要：

  A series of N-[(4-arylpiperazin-1-yl)-methyl] derivatives of 3-arylpyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione were synthesized and tested for anticonvulsant activity in the maximum electroshock seizure (MES) and metrazole seizure threshold (sc.MET) tests. The most potent in the series were N-[[4-(3-chlorophenyl)-piperazin-1-yl]-methyl]-3-(2-chlorophenyl)-pyrrolidine-2,5-dione (ED50=14.18 mg/kg) and N-[[4-(2-methoxyphenyl)-piperazin-1-yl]-methyl]-3-(3-bromophenyl)-pyrrolidine-2,5-dione (ED50=33.64 mg/kg). Structures of the novel compounds were confirmed by elemental and spectral analyses.

  DOI：

  10.1016/s0014-827x(03)00187-3

文献信息

• BORENSTEIN, MICHAEL R.;DOUKAS, PETER H.
  作者：BORENSTEIN, MICHAEL R.、DOUKAS, PETER H.

  DOI：——

  日期：——
• Synthesis and anticonvulsant properties of new N-[(4-arylpiperazin-1-yl)-methyl] derivatives of 3-aryl pyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione
  作者：Jolanta Obniska、Agnieszka Zagorska

  DOI：10.1016/s0014-827x(03)00187-3

  日期：2003.12

  A series of N-[(4-arylpiperazin-1-yl)-methyl] derivatives of 3-arylpyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione were synthesized and tested for anticonvulsant activity in the maximum electroshock seizure (MES) and metrazole seizure threshold (sc.MET) tests. The most potent in the series were N-[[4-(3-chlorophenyl)-piperazin-1-yl]-methyl]-3-(2-chlorophenyl)-pyrrolidine-2,5-dione (ED50=14.18 mg/kg) and N-[[4-(2-methoxyphenyl)-piperazin-1-yl]-methyl]-3-(3-bromophenyl)-pyrrolidine-2,5-dione (ED50=33.64 mg/kg). Structures of the novel compounds were confirmed by elemental and spectral analyses.