4-[2-(4-Methylphenoxy)ethoxy]benzaldehyde | 143876-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[2-(4-Methylphenoxy)ethoxy]benzaldehyde
• CAS: 143876-02-2
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: NPBJNYRWZKAIGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[2-(4-Methylphenoxy)ethoxy]benzaldehyde 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 [4-[2-(4-Methylphenoxy)ethoxy]phenyl]methanol
  参考文献：
  名称：

  New PPARγ ligands based on 2-hydroxy-1,4-naphthoquinone: Computer-aided design, synthesis, and receptor-binding studies

  摘要：

  FlexX-based molecular docking study was employed to identify 2-hydroxy-1,4-naphthoquinone as a new 'acidic head group' for the design of a novel series of PPAR gamma ligands. To provide the proof of concept, designed molecules were synthesized and evaluated in a standard radioligand-binding assay. Out of eight molecules, four were found to bind to the murine PPAR gamma with IC(50) ranging from 0.2 to 56.2 mu M as compared to standard pioglitazone, with IC(50) of 0.7 mu M. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.072
• 作为产物：
  描述：

  对甲酚 、 4-(2-溴乙氧基)苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-[2-(4-Methylphenoxy)ethoxy]benzaldehyde
  参考文献：
  名称：

  基于巴比妥酸的新型PPARgamma配体：虚拟筛选，合成和受体结合研究。

  摘要：

  利用虚拟筛选和分子对接方法，设计了一系列基于巴比妥酸（BA）的PPARγ配体。为了验证计算方法，合成了设计的分子并在体外放射性配体结合研究中进行了评估。在全部14个分子中，发现有6个与鼠PPARgamma结合，与参考标准吡格列酮相比，IC（50）的范围为0.1至2.5 microM（IC（50）= 0.7 microM）。

  DOI：

  10.1016/j.bmcl.2008.08.028

文献信息

• New PPARγ ligands based on barbituric acid: Virtual screening, synthesis and receptor binding studies
  作者：Sandeep Sundriyal、Bhoomi Viswanad、Poduri Ramarao、Asit K. Chakraborti、Prasad V. Bharatam

  DOI：10.1016/j.bmcl.2008.08.028

  日期：2008.9

  A new series of PPARgamma ligands based on barbituric acid (BA) has been designed employing virtual screening and molecular docking approach. To validate the computational approach, designed molecules were synthesized and evaluated in in vitro radioligand binding studies. Out of the total 14 molecules, 6 were found to bind to the murine PPARgamma with IC(50) ranging from 0.1 to 2.5 microM as compared

  利用虚拟筛选和分子对接方法，设计了一系列基于巴比妥酸（BA）的PPARγ配体。为了验证计算方法，合成了设计的分子并在体外放射性配体结合研究中进行了评估。在全部14个分子中，发现有6个与鼠PPARgamma结合，与参考标准吡格列酮相比，IC（50）的范围为0.1至2.5 microM（IC（50）= 0.7 microM）。
• New PPARγ ligands based on 2-hydroxy-1,4-naphthoquinone: Computer-aided design, synthesis, and receptor-binding studies
  作者：Sandeep Sundriyal、Bhoomi Viswanad、Elumalai Bharathy、Poduri Ramarao、Asit K. Chakraborti、Prasad V. Bharatam

  DOI：10.1016/j.bmcl.2008.04.072

  日期：2008.6

  FlexX-based molecular docking study was employed to identify 2-hydroxy-1,4-naphthoquinone as a new 'acidic head group' for the design of a novel series of PPAR gamma ligands. To provide the proof of concept, designed molecules were synthesized and evaluated in a standard radioligand-binding assay. Out of eight molecules, four were found to bind to the murine PPAR gamma with IC(50) ranging from 0.2 to 56.2 mu M as compared to standard pioglitazone, with IC(50) of 0.7 mu M. (C) 2008 Elsevier Ltd. All rights reserved.