4-(4-Heptoxyphenyl)cyclohexan-1-one | 1410806-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-Heptoxyphenyl)cyclohexan-1-one
• 英文别名: 4-(4-heptoxyphenyl)cyclohexan-1-one
• CAS: 1410806-59-5
• 化学式: C₁₉H₂₈O₂
• 分子量: 288.43
• InChiKey: UOHYVQWRMPVBHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-Heptoxyphenyl)cyclohexan-1-one 在 锂硼氢 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Effect of alkyl chain length on sphingosine kinase 2 selectivity

  摘要：

  The conversion of sphingosine to sphingosine-1-phosphate is catalyzed by sphingosine kinase (SphK), which has been implicated in disease states such as cancer and fibrosis. Because SphK exists as two different isoforms, SphK1 and SphK2, understanding the physiological function of each isoenzyme is important. Of the two isoenzymes, SphK2 is significantly less understood, which is evident by the lack of selective small molecule inhibitors. Building on our initial work that focused on the structure-activity relationship study on an FTY720-derived cylohexylamine scaffold, we report that varying the alkyl chain length on the hydrophobic tail can impart selectivity toward SphK2 over SphK1. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.050
• 作为产物：
  描述：

  1-溴代庚烷 、 4-(4-羟基苯基)环己酮 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 以68%的产率得到4-(4-Heptoxyphenyl)cyclohexan-1-one
  参考文献：
  名称：

  Effect of alkyl chain length on sphingosine kinase 2 selectivity

  摘要：

  The conversion of sphingosine to sphingosine-1-phosphate is catalyzed by sphingosine kinase (SphK), which has been implicated in disease states such as cancer and fibrosis. Because SphK exists as two different isoforms, SphK1 and SphK2, understanding the physiological function of each isoenzyme is important. Of the two isoenzymes, SphK2 is significantly less understood, which is evident by the lack of selective small molecule inhibitors. Building on our initial work that focused on the structure-activity relationship study on an FTY720-derived cylohexylamine scaffold, we report that varying the alkyl chain length on the hydrophobic tail can impart selectivity toward SphK2 over SphK1. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.050

文献信息

• Effect of alkyl chain length on sphingosine kinase 2 selectivity
  作者：Kenneth Knott、Yugesh Kharel、Mithun R. Raje、Kevin R. Lynch、Webster L. Santos

  DOI：10.1016/j.bmcl.2012.01.050

  日期：2012.11

  The conversion of sphingosine to sphingosine-1-phosphate is catalyzed by sphingosine kinase (SphK), which has been implicated in disease states such as cancer and fibrosis. Because SphK exists as two different isoforms, SphK1 and SphK2, understanding the physiological function of each isoenzyme is important. Of the two isoenzymes, SphK2 is significantly less understood, which is evident by the lack of selective small molecule inhibitors. Building on our initial work that focused on the structure-activity relationship study on an FTY720-derived cylohexylamine scaffold, we report that varying the alkyl chain length on the hydrophobic tail can impart selectivity toward SphK2 over SphK1. (C) 2012 Elsevier Ltd. All rights reserved.