4-[2-(4-Bromophenoxy)ethoxy]benzaldehyde | 938304-09-7

• 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-Bromophenoxy)ethoxy]benzaldehyde
• CAS: 938304-09-7
• 化学式: C₁₅H₁₃BrO₃
• mdl: MFCD09713213
• 分子量: 321.17
• InChiKey: IXBZPJOVPURCBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 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-Bromophenoxy)ethoxy]benzaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到[4-[2-(4-Bromophenoxy)ethoxy]phenyl]methanol
  参考文献：
  名称：

  富勒烯-低聚亚苯基亚乙烯基二配体中的光诱导电子转移

  摘要：

  二烷基氨基subtituted oligophenylenevinylene（OPV）衍生物轴承富勒烯亚基（F-d ）已被制备。F-D的电化学性质已通过循环伏安法进行了研究。第一次还原集中在C 60单元上，而氧化集中在OPV棒的二烷基氨基亚单元上。在F–D中，OPV和以富勒烯为中心的荧光带均被淬灭，这表明存在光诱导的电子从氨基取代的OPV到碳球的转移。通过双分子猝灭实验手段，已在VIS（670纳米）和NIR（1300-1500纳米）的区域，被检测到的自由基阳离子种的瞬态吸收光谱指纹连同在弱得多的富勒烯阴离子带λ最大= 1030纳米。分子内光诱导的电子转移发生在所研究的二元组中，并且已经检测到相对长寿命的电荷分离状态，其寿命为135和85 ns。甲苯 和 苄腈， 分别。在极性较小的溶剂中的使用寿命更长，表明电荷重组过程的Marcus反向区域行为。

  DOI：

  10.1039/b9nj00259f
• 作为产物：
  描述：

  对羟基苯甲醛 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 72.0h， 生成 4-[2-(4-Bromophenoxy)ethoxy]benzaldehyde
  参考文献：
  名称：

  Novel glitazones: glucose uptake and cytotoxic activities, and structure–activity relationships

  摘要：

  In this article, two series of novel glitazones are reported for their synthesis, in vitro glucose uptake activity by the rat hemi-diaphragm, and in vitro cytotoxic activity against human carcinoma HEp-2 (epidermoid carcinoma of the larynx) and A549 (human lung cancer cell line) cells. Some of the compounds exhibit good glucose uptake and cytotoxic activities. Compound 5 with 2,4-dichlorophenol moiety connected to TZD via the two carbon linker has exhibited good glucose uptake activity. One of the compounds exhibits both cytotoxic and glucose uptake activities (compound 4). Illustrations about their synthesis, and in vitro glucose uptake and cytotoxic activities are described along with their structure-activity relationships.Designed, synthesized some novel glitazones and evaluated them for their glucose uptake and cytotoxic activities.

  DOI：

  10.1007/s00044-011-9792-0

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）。
• Novel glitazones: glucose uptake and cytotoxic activities, and structure–activity relationships
  作者：B. R. Prashantha Kumar、S. Santhosh Kumar、Patel Viral、Ashish Wadhwani、R. Vadivelan、M. N. Satish Kumar、K. Elango、M. J. Nanjan

  DOI：10.1007/s00044-011-9792-0

  日期：2012.9

  In this article, two series of novel glitazones are reported for their synthesis, in vitro glucose uptake activity by the rat hemi-diaphragm, and in vitro cytotoxic activity against human carcinoma HEp-2 (epidermoid carcinoma of the larynx) and A549 (human lung cancer cell line) cells. Some of the compounds exhibit good glucose uptake and cytotoxic activities. Compound 5 with 2,4-dichlorophenol moiety connected to TZD via the two carbon linker has exhibited good glucose uptake activity. One of the compounds exhibits both cytotoxic and glucose uptake activities (compound 4). Illustrations about their synthesis, and in vitro glucose uptake and cytotoxic activities are described along with their structure-activity relationships.Designed, synthesized some novel glitazones and evaluated them for their glucose uptake and cytotoxic activities.
• Photoinduced electron transfer in a fullerene–oligophenylenevinylene dyad
  作者：Aline Gégout、Juan Luis Delgado、Jean-François Nierengarten、Béatrice Delavaux-Nicot、Andrea Listorti、Claudio Chiorboli、Abdelhalim Belbakra、Nicola Armaroli

  DOI：10.1039/b9nj00259f

  日期：——

  presence of photoinduced electron transfer from the amino-substituted OPV to the carbon sphere. By means of bimolecular quenching experiments, transient absorption spectral fingerprints of the radical cationic species have been detected in the VIS (670 nm) and NIR (1300–1500 nm) regions, along with the much weaker fullerene anion band at λmax = 1030 nm. Intramolecular photoinduced electron transfer occurs

  二烷基氨基subtituted oligophenylenevinylene（OPV）衍生物轴承富勒烯亚基（F-d ）已被制备。F-D的电化学性质已通过循环伏安法进行了研究。第一次还原集中在C 60单元上，而氧化集中在OPV棒的二烷基氨基亚单元上。在F–D中，OPV和以富勒烯为中心的荧光带均被淬灭，这表明存在光诱导的电子从氨基取代的OPV到碳球的转移。通过双分子猝灭实验手段，已在VIS（670纳米）和NIR（1300-1500纳米）的区域，被检测到的自由基阳离子种的瞬态吸收光谱指纹连同在弱得多的富勒烯阴离子带λ最大= 1030纳米。分子内光诱导的电子转移发生在所研究的二元组中，并且已经检测到相对长寿命的电荷分离状态，其寿命为135和85 ns。甲苯 和 苄腈， 分别。在极性较小的溶剂中的使用寿命更长，表明电荷重组过程的Marcus反向区域行为。