2-(2-methoxy-5-nitrophenyl)-4,6,7,8,9,9a-hexahydro-1H-pyrido[1,2-a]pyrazin-3-one | 239122-39-5

• 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-methoxy-5-nitrophenyl)-4,6,7,8,9,9a-hexahydro-1H-pyrido[1,2-a]pyrazin-3-one
• CAS: 239122-39-5
• 化学式: C₁₅H₁₉N₃O₄
• 分子量: 305.334
• InChiKey: NGGZTBLSKQOCSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-methoxy-5-nitrophenyl)-4,6,7,8,9,9a-hexahydro-1H-pyrido[1,2-a]pyrazin-3-one 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以91%的产率得到2-(5-amino-2-methoxy-phenyl)-hexahydro-pyrido[1,2-a]pyrazin-3-one
  参考文献：
  名称：

  Bicyclic piperazinylbenzenesulphonamides are potent and selective 5-HT6 receptor antagonists

  摘要：

  The synthesis of novel 3-(octahydropyrido[1,2-a]pyrazin-2-yl)- and 3-(hexahydropyrrolo[1,2-a]pyrazin-2-yl)phenyl-2-benzo[b]thiophene sulphonamide derivatives 3, (S)-4 and (R)-4 is described. The compounds show high affinity for the 5-HT6 receptor, excellent selectivity against a range of other receptors and good brain penetration. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00172-5
• 作为产物：
  描述：

  2-氨基-4-硝基苯甲醚 在 sodium 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2-methoxy-5-nitrophenyl)-4,6,7,8,9,9a-hexahydro-1H-pyrido[1,2-a]pyrazin-3-one
  参考文献：
  名称：

  Bicyclic piperazinylbenzenesulphonamides are potent and selective 5-HT6 receptor antagonists

  摘要：

  The synthesis of novel 3-(octahydropyrido[1,2-a]pyrazin-2-yl)- and 3-(hexahydropyrrolo[1,2-a]pyrazin-2-yl)phenyl-2-benzo[b]thiophene sulphonamide derivatives 3, (S)-4 and (R)-4 is described. The compounds show high affinity for the 5-HT6 receptor, excellent selectivity against a range of other receptors and good brain penetration. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00172-5

文献信息

• Bicyclic piperazinylbenzenesulphonamides are potent and selective 5-HT6 receptor antagonists
  作者：Steven M Bromidge、Stephen E Clarke、Frank D King、Peter J Lovell、Helen Newman、Graham Riley、Carol Routledge、Halina T Serafinowska、Douglas R Smith、David R Thomas

  DOI：10.1016/s0960-894x(02)00172-5

  日期：2002.5

  The synthesis of novel 3-(octahydropyrido[1,2-a]pyrazin-2-yl)- and 3-(hexahydropyrrolo[1,2-a]pyrazin-2-yl)phenyl-2-benzo[b]thiophene sulphonamide derivatives 3, (S)-4 and (R)-4 is described. The compounds show high affinity for the 5-HT6 receptor, excellent selectivity against a range of other receptors and good brain penetration. (C) 2002 Elsevier Science Ltd. All rights reserved.