2,7-bis[[(3R)-pyrrolidin-3-yl]oxy]fluoren-9-one | 1361108-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-bis[[(3R)-pyrrolidin-3-yl]oxy]fluoren-9-one
• CAS: 1361108-41-9
• 化学式: C₂₁H₂₂N₂O₃
• 分子量: 350.417
• InChiKey: ISOSQJHRAFCPLJ-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2,7-bis[[(3R)-pyrrolidin-3-yl]oxy]fluoren-9-one 在 三乙酰氧基硼氢化钠 作用下， 以 水 为溶剂， 生成 2,7-bis[[(3R)-1-methylpyrrolidin-3-yl]oxy]fluoren-9-one
  参考文献：
  名称：

  SAR of α7 nicotinic receptor agonists derived from tilorone: Exploration of a novel nicotinic pharmacophore

  摘要：

  The well-known interferon-inducer tilorone was found to possess potent affinity for the agonist site of the alpha 7 neuronal nicotinic receptor (K-i = 56 nM). SAR investigations determined that both basic sidechains are essential for potent activity, however active monosubstituted derivatives can also be prepared if the flexible sidechains are replaced with conformationally rigidified cyclic amines. Analogs in which the fluorenone core is replaced with either dibenzothiophene-5,5-dioxide or xanthenone also retain potent activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.126
• 作为产物：
  描述：

  2,7-二羟基-9-芴酮 、 (R)-3-吡咯烷醇 在 diphenylphosphinopolystyrene 、 偶氮二甲酸二叔丁酯 作用下， 生成 2,7-bis[[(3R)-pyrrolidin-3-yl]oxy]fluoren-9-one
  参考文献：
  名称：

  SAR of α7 nicotinic receptor agonists derived from tilorone: Exploration of a novel nicotinic pharmacophore

  摘要：

  The well-known interferon-inducer tilorone was found to possess potent affinity for the agonist site of the alpha 7 neuronal nicotinic receptor (K-i = 56 nM). SAR investigations determined that both basic sidechains are essential for potent activity, however active monosubstituted derivatives can also be prepared if the flexible sidechains are replaced with conformationally rigidified cyclic amines. Analogs in which the fluorenone core is replaced with either dibenzothiophene-5,5-dioxide or xanthenone also retain potent activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.126

文献信息

• SAR of α7 nicotinic receptor agonists derived from tilorone: Exploration of a novel nicotinic pharmacophore
  作者：Michael R. Schrimpf、Kevin B. Sippy、Clark A. Briggs、David J. Anderson、Tao Li、Jianguo Ji、Jennifer M. Frost、Carol S. Surowy、William H. Bunnelle、Murali Gopalakrishnan、Michael D. Meyer

  DOI：10.1016/j.bmcl.2011.12.126

  日期：2012.2

  The well-known interferon-inducer tilorone was found to possess potent affinity for the agonist site of the alpha 7 neuronal nicotinic receptor (K-i = 56 nM). SAR investigations determined that both basic sidechains are essential for potent activity, however active monosubstituted derivatives can also be prepared if the flexible sidechains are replaced with conformationally rigidified cyclic amines. Analogs in which the fluorenone core is replaced with either dibenzothiophene-5,5-dioxide or xanthenone also retain potent activity. (C) 2012 Elsevier Ltd. All rights reserved.