2-((2-(1-Phenylcyclohexyl)-4-(quinolin-2-ylmethoxy)phenoxy)methyl)quinoline | 1025421-68-4

• 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-((2-(1-Phenylcyclohexyl)-4-(quinolin-2-ylmethoxy)phenoxy)methyl)quinoline
• 英文别名: 2-[[2-(1-phenylcyclohexyl)-4-(quinolin-2-ylmethoxy)phenoxy]methyl]quinoline
• CAS: 1025421-68-4
• 化学式: C₃₈H₃₄N₂O₂
• 分子量: 550.7
• InChiKey: SOHILOPVOJMYPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(氯甲基)喹啉 、 2-(1-phenylcyclohexyl)benzene-1,4-diol 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 、 2-((2-(1-Phenylcyclohexyl)-4-(quinolin-2-ylmethoxy)phenoxy)methyl)quinoline
  参考文献：
  名称：

  Substituted 2,2-bisaryl-bicycloheptanes as novel and potent inhibitors of 5-lipoxygenase activating protein

  摘要：

  The discovery and SAR of a novel series of substituted 2,2-bisaryl-bicycloheptane inhibitors of 5-lipoxygenase activating protein ( FLAP) are herein described. SAR studies have shown that 2,5-substitution on the exo-aryl group is optimal for potency. The most potent compounds in this series have an ortho-nitrogen aryl linked with a methyleneoxy as the 5-substituent and a polar group such as a urethane as the 2-substituent. One of the most potent compounds identified is the 5- benzothiazolymethoxy-2-pyridinylcarbamate derivative 2 ( FLAP IC50 = 2.8 nM) which blocks 89% of ragweed induced urinary LTE4 production in dogs ( at an I. V. dose of 2.5 mu g/kg/min). This compound inhibits calcium ionophore stimulated LTB4 production in both human polymorphonuclear ( PMN) leukocytes and human whole blood ( IC50 = 2.0 and 33 nM, respectively). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.105

文献信息

• Substituted 2,2-bisaryl-bicycloheptanes as novel and potent inhibitors of 5-lipoxygenase activating protein
  作者：Dwight Macdonald、Christine Brideau、Chi Chung Chan、Jean-Pierre Falgueyret、Richard Frenette、Jocelyne Guay、John H. Hutchinson、Hélène Perrier、Peptiboon Prasit、Denis Riendeau、Philip Tagari、Michel Thérien、Robert N. Young、Yves Girard

  DOI：10.1016/j.bmcl.2008.01.105

  日期：2008.3

  The discovery and SAR of a novel series of substituted 2,2-bisaryl-bicycloheptane inhibitors of 5-lipoxygenase activating protein ( FLAP) are herein described. SAR studies have shown that 2,5-substitution on the exo-aryl group is optimal for potency. The most potent compounds in this series have an ortho-nitrogen aryl linked with a methyleneoxy as the 5-substituent and a polar group such as a urethane as the 2-substituent. One of the most potent compounds identified is the 5- benzothiazolymethoxy-2-pyridinylcarbamate derivative 2 ( FLAP IC50 = 2.8 nM) which blocks 89% of ragweed induced urinary LTE4 production in dogs ( at an I. V. dose of 2.5 mu g/kg/min). This compound inhibits calcium ionophore stimulated LTB4 production in both human polymorphonuclear ( PMN) leukocytes and human whole blood ( IC50 = 2.0 and 33 nM, respectively). (c) 2008 Elsevier Ltd. All rights reserved.