3-(2-Bromo-ethyl)-imidazolidine-2,4-dione | 83514-75-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(2-Bromo-ethyl)-imidazolidine-2,4-dione
• 英文别名: 3-(2-Bromoethyl)imidazolidine-2,4-dione
• CAS: 83514-75-4
• 化学式: C₅H₇BrN₂O₂
• mdl: MFCD09817365
• 分子量: 207.027
• InChiKey: RCEOGODDAOCYBL-UHFFFAOYSA-N

物化性质

• 熔点：
  136-138 °C(Solv: ligroine (8032-32-4); benzene (71-43-2))
• 密度：
  1.731±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-Bromo-ethyl)-imidazolidine-2,4-dione 、 (-)-4a,9b-trans-8-fluoro-5-(4-fluorophenyl)-1,2,3,4,4a,9b-hexahydro-γ-carboline 在 sodium carbonate 、 potassium iodide 作用下， 以 various solvent(s) 为溶剂， 以54%的产率得到3-{2-[(4aR,9bR)-8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-ethyl}-imidazolidine-2,4-dione
  参考文献：
  名称：

  Neuroleptic activity of chiral trans-hexahydro-.gamma.-carbolines

  摘要：

  A series of trans-8-fluoro-5-(4-fluorophenyl)-2,3,4,4a,5, 9b-hexahydro-1H-pyrido[4,3-b]indoles with various N-2 substituents has been prepared and tested for neuroleptic activity [( 3H]spiroperidol binding and amphetamine antagonism). Several members of this series showed exceptional in vivo potency, especially the hydantoin derivatives 27-30. Resolution into the enantiomers showed that neuroleptic activity is associated with the 4aS,9bS absolute configuration. These rigid neuroleptics have been correlated with other rigid neuroleptics [(+)-dexclamol, Ro 22-1319] and can serve to further define the topography of the dopamine receptor.

  DOI：

  10.1021/jm00151a002
• 作为产物：
  描述：

  potassium 2,5-dioxoimidazolidin-1-ide 、 1,2-二溴乙烷 以 N,N-二甲基甲酰胺 为溶剂， 反应 144.0h， 生成 3-(2-Bromo-ethyl)-imidazolidine-2,4-dione
  参考文献：
  名称：

  Neuroleptic activity of chiral trans-hexahydro-.gamma.-carbolines

  摘要：

  A series of trans-8-fluoro-5-(4-fluorophenyl)-2,3,4,4a,5, 9b-hexahydro-1H-pyrido[4,3-b]indoles with various N-2 substituents has been prepared and tested for neuroleptic activity [( 3H]spiroperidol binding and amphetamine antagonism). Several members of this series showed exceptional in vivo potency, especially the hydantoin derivatives 27-30. Resolution into the enantiomers showed that neuroleptic activity is associated with the 4aS,9bS absolute configuration. These rigid neuroleptics have been correlated with other rigid neuroleptics [(+)-dexclamol, Ro 22-1319] and can serve to further define the topography of the dopamine receptor.

  DOI：

  10.1021/jm00151a002