(+/-)-2R^*,11bS^*-9,10-Dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidine>-2',4'-dione | 116825-25-3

• 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: (+/-)-2R^*,11bS^*-9,10-Dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidine>-2',4'-dione
• 英文别名: (+/-) (2R,11bS)-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,4'-imidazolidine>-2',5'-dione；β 9,10-dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidine>-2',4'-dione；(+/-)-2R^*,11bS^*-9,10-Dimethoxy-1,3,4,6,7,11b-hexahydrospiro(benzo[a]quinolizin-2,5'-imidazolidine)-2',4'-dione
• CAS: 116825-25-3；116849-62-8；136334-75-3；136334-76-4
• 化学式: C₁₇H₂₁N₃O₄
• 分子量: 331.371
• InChiKey: QSHWTBVRONWGBO-PXAZEXFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.97
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  79.9
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (+/-)-2R^*,11bS^*-9,10-Dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidine>-2',4'-dione 反应 9.0h， 以57%的产率得到1',3'-diacetyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidine>-2',4'-dione
  参考文献：
  名称：

  Menendez, J. Carlos; Soellhuber, Monica M., Heterocycles, 1987, vol. 26, # 12, p. 3203 - 3209

  摘要：

  DOI：
• 作为产物：
  描述：

  氰化钾 、 2-Amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizine-2-carbonitrile 在 ammonium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 以78%的产率得到(+/-)-2S^*,11bS^*-9,10-Dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidine>-2',4'-dione
  参考文献：
  名称：

  Menendez, J. Carlos; Soellhuber, Monica M., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 923 - 932

  摘要：

  DOI：

文献信息

• Synthesis, anticonvulsant and antihypertensive activity of diastereomeric 9,10-dimethoxy-1,3,4,6,7,11b-hexahydrospiro-[benzo[a]quinolizin-2,4′-imidazolidine]-2′,5′-diones
  作者：JC Menéndez、MP Díaz、C Bellver、MM Söllhuber

  DOI：10.1016/0223-5234(92)90062-6

  日期：1992.1

  The synthesis of the 2S, 11bS (2) and 2R, 11bS (3) diastereoisomers of the 9,10-dimethoxy-1,3,4,5,6,11b-hexahydrospiro[benzo[a]quinolizin-2,4'-imidazolidine]-2',5'-dione system was achieved using the Bucherer-Bergs and Read hydantoin syntheses respectively. Alternatively, the 2R, 11bS isomer was prepared by treating the appropriate aminonitrile with chlorosulphonyl isocyanate, followed by acid hydrolysis. Compound 3 showed good anticonvulsant activity against pentamethylenetetrazole-induced seizures. Its behaviour is discussed in comparison with that of phenytoin. Both compounds were inactive as antihypertensives.