2,3-Dimethyl-4-butyryl-phenoxyessigsaeure | 1496-42-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-Dimethyl-4-butyryl-phenoxyessigsaeure
• 英文别名: 2-(4-Butanoyl-2,3-dimethylphenoxy)acetic acid
• CAS: 1496-42-0
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: WPOZENQWTYDJML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二甲酚 在 二硫化碳 、 aluminum (III) chloride 、 sodium hydroxide 作用下， 生成 2,3-Dimethyl-4-butyryl-phenoxyessigsaeure
  参考文献：
  名称：

  Inhibitory effects of ethacrynic acid analogues lacking the α,β-unsaturated carbonyl unit and para-acylated phenols on human cancer cells

  摘要：

  A series of ethacrynic acid analogues, lacking the alpha,beta-unsaturated carbonyl unit, was synthesized and subsequently evaluated for their ability to inhibit the migration of human breast cancer cells, Hs578Ts(i) 8 as well as of human prostate cancer cells, C4-2B. These cell lines provide a good model system to study migration and invasion, since they represent metastatic cancer. Our studies show that ethacrynic acid analogues with methyl substituents at the aromatic ring demonstrate no inhibitory effect on the migration of both cancer cell lines, whereas a precursor in the synthesis of these ethacrynic acid analogues (II-1, a para-acylated m-cresol) is an excellent inhibitor of the migration of both cancer cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.074

文献信息

• Inhibitory effects of ethacrynic acid analogues lacking the α,β-unsaturated carbonyl unit and para-acylated phenols on human cancer cells
  作者：Zack E. Bryant、Romy F.J. Janser、Medina Jabarkhail、Melissa S. Candelaria-Lyons、Brittni B. Romero、Severine Van slambrouck、Wim F.A. Steelant、Ingo Janser

  DOI：10.1016/j.bmcl.2010.12.074

  日期：2011.2

  A series of ethacrynic acid analogues, lacking the alpha,beta-unsaturated carbonyl unit, was synthesized and subsequently evaluated for their ability to inhibit the migration of human breast cancer cells, Hs578Ts(i) 8 as well as of human prostate cancer cells, C4-2B. These cell lines provide a good model system to study migration and invasion, since they represent metastatic cancer. Our studies show that ethacrynic acid analogues with methyl substituents at the aromatic ring demonstrate no inhibitory effect on the migration of both cancer cell lines, whereas a precursor in the synthesis of these ethacrynic acid analogues (II-1, a para-acylated m-cresol) is an excellent inhibitor of the migration of both cancer cell lines. (C) 2010 Elsevier Ltd. All rights reserved.