2-methoxy-5-nitro-N-(piperidin-2-ylmethyl)aniline | 239122-37-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methoxy-5-nitro-N-(piperidin-2-ylmethyl)aniline
• CAS: 239122-37-3
• 化学式: C₁₃H₁₉N₃O₃
• 分子量: 265.312
• InChiKey: IMRIJYVMJTTWCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  79.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methoxy-5-nitro-N-(piperidin-2-ylmethyl)aniline 在 palladium on activated charcoal 氢气 、 sodium 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 生成 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-(溴甲基)哌啶 、 2-氨基-4-硝基苯甲醚 以 N,N-二甲基甲酰胺 为溶剂， 以47%的产率得到2-methoxy-5-nitro-N-(piperidin-2-ylmethyl)aniline
  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

• NOVEL COMPOUNDS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1066288A2

  公开（公告）日：2001-01-10
• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES
  申请人：——

  公开号：WO1999042465A2

  公开（公告）日：1999-08-26

  [EN] Novel sulphonamide derivatives having CNS activity, processes for their preparation and their use as medicaments.
  [FR] Nouveaux dérivés de sulfamide dont l'activité permet de traiter des maladies du système nerveux central, leurs procédés de préparation et leur utilisation en tant que médicaments.
• 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.