4-(4-(2,2-dimethyl-10-methyl-2H,8H-pyrano[2,3-f]chromen-8-one-5-yl)phenylamino)-4-oxobutanoic acid | 1185741-21-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(4-(2,2-dimethyl-10-methyl-2H,8H-pyrano[2,3-f]chromen-8-one-5-yl)phenylamino)-4-oxobutanoic acid
• 英文别名: 4-Oxo-4-[4-(2,2,10-trimethyl-8-oxopyrano[2,3-f]chromen-5-yl)anilino]butanoic acid
• CAS: 1185741-21-2
• 化学式: C₂₅H₂₃NO₆
• 分子量: 433.461
• InChiKey: XZDDOBVYBAGQGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-iodo-2,2-dimethyl-10-methyl-2H,8H-pyrano[2,3f]chromen-8-one 、 N-(4-硼苯)琥珀酰胺酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium fluoride 作用下， 以 1,4-二氧六环 为溶剂， 以63.3%的产率得到4-(4-(2,2-dimethyl-10-methyl-2H,8H-pyrano[2,3-f]chromen-8-one-5-yl)phenylamino)-4-oxobutanoic acid
  参考文献：
  名称：

  Synthesis and evaluation of novel substituted 5-hydroxycoumarin and pyranocoumarin derivatives exhibiting significant antiproliferative activity against breast cancer cell lines

  摘要：

  A library of novel 5-hydroxycoumarin and pyranocoumarin derivatives was constructed via silica sulfuric acid-catalyzed pechmann reaction and Pd(0)-catalyzed suzuki coupling in tandem, and their antiproliferative activities against breast cancer cells MCF-7 and MDA-MB-231 were evaluated. The results showed that compounds such as 6b, 6d, 6h, and 6k possess significant antiproliferative activity against MCF-7 cell line with the IC50 values of 7.2, 5.3, 3.3, and 6.5 mu M, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.098