2-Amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizine-2-carbonitrile | 133308-74-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-Amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizine-2-carbonitrile
• 英文别名: (2R,11bS)-2-amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizine-2-carbonitrile
• CAS: 133308-74-4；136334-26-4
• 化学式: C₁₆H₂₁N₃O₂
• 分子量: 287.362
• InChiKey: NXUGMKFSAKIQKC-XJKSGUPXSA-N

物化性质

• 熔点：
  111-113 °C
• 沸点：
  456.7±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  5

上下游信息

反应信息

• 作为反应物：
  描述：

  2-Amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizine-2-carbonitrile 以 乙醇 、 苯 为溶剂， 反应 3.0h， 生成 (+/-)-2R^*,11bS^*-3'-(3",4"-Dichlorophenyl)-4'-imino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidin>-2'-one
  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.
• Menendez, J. Carlos; Soellhuber, Monica M., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 923 - 932
  作者：Menendez, J. Carlos、Soellhuber, Monica M.

  DOI：——

  日期：——