2-{2-[4-(7-Oxo-cyclohepta-1,3,5-trienyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione | 80100-83-0

• 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: 2-{2-[4-(7-Oxo-cyclohepta-1,3,5-trienyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione
• 英文别名: 2-[2-[4-(7-oxocyclohepta-1,3,5-trien-1-yl)piperazin-1-yl]ethyl]isoindole-1,3-dione
• CAS: 80100-83-0
• 化学式: C₂₁H₂₁N₃O₃
• 分子量: 363.416
• InChiKey: NWMGKUUQZXOUSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{2-[4-(7-Oxo-cyclohepta-1,3,5-trienyl)-piperazin-1-yl]-ethyl}-isoindole-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 N-<2-<4-(2-oxo-3,5,7-cycloheptatrien-1-yl)-1-piperazinyl>ethyl>acetamide
  参考文献：
  名称：

  Troponoids. 6. Troponylpiperazines: a new class of dopamine agonists

  摘要：

  A series of alkyltroponylpiperazine derivatives was synthesized and evaluated for dopaminergic activity in rats rendered hypokinetic by the bilateral injection of 6-hydroxydopamine (6-OHDA) into the anterolateral hypothalamus. Several members of the series were active, and a structure-activity relationship is presented. A few selected compounds were also evaluated with regard to their ability to induce contralateral rotational behavior in rats with a unilateral 6-OHDA-induced lesion of the nigrostriatal dopamine pathway. The compounds were compared to bromocriptine. The results indicate that dopaminergic activity is very sensitive to small changes in the troponylpiperazine moiety.

  DOI：

  10.1021/jm00373a012
• 作为产物：
  描述：

  N-(2-溴乙基)邻苯二甲酰亚胺 、 2-(1-piperazinyl)-2,4,6-cycloheptatrien-1-one acetic acid salt 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以6.7 g的产率得到2-{4-[2-(4,5-Dihydro-oxazol-2-yl)-benzoyl]-piperazin-1-yl}-cyclohepta-2,4,6-trienone
  参考文献：
  名称：

  Troponoids. 6. Troponylpiperazines: a new class of dopamine agonists

  摘要：

  A series of alkyltroponylpiperazine derivatives was synthesized and evaluated for dopaminergic activity in rats rendered hypokinetic by the bilateral injection of 6-hydroxydopamine (6-OHDA) into the anterolateral hypothalamus. Several members of the series were active, and a structure-activity relationship is presented. A few selected compounds were also evaluated with regard to their ability to induce contralateral rotational behavior in rats with a unilateral 6-OHDA-induced lesion of the nigrostriatal dopamine pathway. The compounds were compared to bromocriptine. The results indicate that dopaminergic activity is very sensitive to small changes in the troponylpiperazine moiety.

  DOI：

  10.1021/jm00373a012