1H-Pyrrolo[2,3-b]pyridine, 2-[[(2S)-1-methyl-2-pyrrolidinyl]methyl]-1-(phenylsulfonyl)- | 1008108-78-8

• 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: 1H-Pyrrolo[2,3-b]pyridine, 2-[[(2S)-1-methyl-2-pyrrolidinyl]methyl]-1-(phenylsulfonyl)-
• 英文别名: 1-(benzenesulfonyl)-2-[[(2S)-1-methylpyrrolidin-2-yl]methyl]pyrrolo[2,3-b]pyridine
• CAS: 1008108-78-8
• 化学式: C₁₉H₂₁N₃O₂S
• 分子量: 355.461
• InChiKey: GZXYPSMPYVTOJH-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 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：

  1H-Pyrrolo[2,3-b]pyridine, 2-[[(2S)-1-methyl-2-pyrrolidinyl]methyl]-1-(phenylsulfonyl)- 在 氢氧化钾 、 一水合肼 作用下， 反应 1.0h， 以80%的产率得到(S)-2-(1-methyl-pyrrolidin-2-ylmethyl)-1H-pyrrolo[2,3-b]pyridine
  参考文献：
  名称：

  7-Azaindole derivatives as potential partial nicotinic agonists

  摘要：

  We have investigated a series of 7-azaindoles as potential partial agonists of the alpha 4 beta 2 nicotinic acetylcholine receptor (nAChR). Three series of 7-azaindole derivatives have been synthesized and evaluated for rat brain neuronal nicotinic receptor affinity and functional activity. Compound (+)-51 exhibited the most potent nAChR binding (K-i = 10 nM). Compound 30A demonstrated both moderate binding affinity and partial agonist potency, thus representing a promising lead for the indications of cognition and smoking cessation. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.101
• 作为产物：
  描述：

  聚合甲醛 、 1H-Pyrrolo[2,3-b]pyridine, 1-(phenylsulfonyl)-2-[(2S)-2-pyrrolidinylmethyl]- 在 三乙酰氧基硼氢化钠 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以90%的产率得到1H-Pyrrolo[2,3-b]pyridine, 2-[[(2S)-1-methyl-2-pyrrolidinyl]methyl]-1-(phenylsulfonyl)-
  参考文献：
  名称：

  7-Azaindole derivatives as potential partial nicotinic agonists

  摘要：

  We have investigated a series of 7-azaindoles as potential partial agonists of the alpha 4 beta 2 nicotinic acetylcholine receptor (nAChR). Three series of 7-azaindole derivatives have been synthesized and evaluated for rat brain neuronal nicotinic receptor affinity and functional activity. Compound (+)-51 exhibited the most potent nAChR binding (K-i = 10 nM). Compound 30A demonstrated both moderate binding affinity and partial agonist potency, thus representing a promising lead for the indications of cognition and smoking cessation. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.101

文献信息

• 7-Azaindole derivatives as potential partial nicotinic agonists
  作者：Axel R. Stoit、Arnold P. den Hartog、Harry Mons、Sjoerd van Schaik、Nynke Barkhuijsen、Cees Stroomer、Hein K.A.C. Coolen、Jan Hendrik Reinders、Tiny J.P. Adolfs、Martina van der Neut、Hiskias Keizer、Chris G. Kruse

  DOI：10.1016/j.bmcl.2007.10.101

  日期：2008.1

  We have investigated a series of 7-azaindoles as potential partial agonists of the alpha 4 beta 2 nicotinic acetylcholine receptor (nAChR). Three series of 7-azaindole derivatives have been synthesized and evaluated for rat brain neuronal nicotinic receptor affinity and functional activity. Compound (+)-51 exhibited the most potent nAChR binding (K-i = 10 nM). Compound 30A demonstrated both moderate binding affinity and partial agonist potency, thus representing a promising lead for the indications of cognition and smoking cessation. (C) 2007 Elsevier Ltd. All rights reserved.