N,N-dimethyl-N-{2-[3-(1-naphthylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]ethyl}amine | 633304-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N-dimethyl-N-{2-[3-(1-naphthylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]ethyl}amine
• 英文别名: N,N-dimethyl-N-{2-[3-(naphth-1-ylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]ethyl}amine；N,N-Dimethyl-N-{2-[3-(1-naphthylsulfonyl)-1Hpyrrolo[2,3-b]pyridin-1-yl]ethyl}amine；N,N-dimethyl-2-(3-naphthalen-1-ylsulfonylpyrrolo[2,3-b]pyridin-1-yl)ethanamine
• CAS: 633304-83-3
• 化学式: C₂₁H₂₁N₃O₂S
• 分子量: 379.483
• InChiKey: NSQFNGCVKOBFOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-N-{2-[3-(1-naphthylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]ethyl}amine 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Novel 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines are potent 5-HT6 agonists

  摘要：

  A series of 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines 10a-z was prepared as novel 5-HT6 ligands. The best compounds were high affinity, full agonists at 5-HT6 receptors. Several agonists demonstrated good selectivity over other serotonergic and dopaminergic receptors. Acute administration of selective agonist 10e significantly increased extracellular GABA concentrations in rat frontal cortex. This compound also reduced adjunctive drinking behavior in the rat schedule-induced polydipsia assay, possibly predictive of efficacy in obsessive compulsive disorder and other anxiety related disorders. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.055
• 作为产物：
  描述：

  3-(1-naphthylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 、 二甲氨基氯乙烷盐酸 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N,N-dimethyl-N-{2-[3-(1-naphthylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]ethyl}amine
  参考文献：
  名称：

  Novel 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines are potent 5-HT6 agonists

  摘要：

  A series of 1-aminoethyl-3-arylsulfonyl-1H-pyrrolo[2,3-b]pyridines 10a-z was prepared as novel 5-HT6 ligands. The best compounds were high affinity, full agonists at 5-HT6 receptors. Several agonists demonstrated good selectivity over other serotonergic and dopaminergic receptors. Acute administration of selective agonist 10e significantly increased extracellular GABA concentrations in rat frontal cortex. This compound also reduced adjunctive drinking behavior in the rat schedule-induced polydipsia assay, possibly predictive of efficacy in obsessive compulsive disorder and other anxiety related disorders. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.055

文献信息

• 1-(aminoalkyl)-3-sulfonylazaindoles as 5-hydroxytryptamine-6 ligands
  申请人：Wyeth

  公开号：US20030236278A1

  公开（公告）日：2003-12-25

  The present invention provides a compound of formula I and the use thereof for the therapeutic treatment of disorders relating to or affected by the 5-HT6 receptor. 1

  本发明提供了一种I式化合物及其用于治疗与5-HT6受体有关或受其影响的疾病的用途。
• 1-(AMINOALKYL)-3-SULFONYLAZAINDOLES AS 5-HYDROXYTRYPTAMINE-6 LIGANDS
  申请人：Wyeth, A Corporation of the State of Delaware

  公开号：EP1509522B1

  公开（公告）日：2007-02-28
• US6825212B2
  申请人：——

  公开号：US6825212B2

  公开（公告）日：2004-11-30
• US7074792B2
  申请人：——

  公开号：US7074792B2

  公开（公告）日：2006-07-11
• US7585873B2
  申请人：——

  公开号：US7585873B2

  公开（公告）日：2009-09-08