(E)-methyl 2-oxo-6-(3-oxo-3-p-tolylprop-1-enyl)-2H-benzo[h]chromene-3-carboxylate | 1262101-82-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-methyl 2-oxo-6-(3-oxo-3-p-tolylprop-1-enyl)-2H-benzo[h]chromene-3-carboxylate
• 英文别名: methyl 6-[(E)-3-(4-methylphenyl)-3-oxoprop-1-enyl]-2-oxobenzo[h]chromene-3-carboxylate
• CAS: 1262101-82-5
• 化学式: C₂₅H₁₈O₅
• 分子量: 398.415
• InChiKey: QASVXUQQUTYWFH-VAWYXSNFSA-N

物化性质

• 熔点：
  196-197 °C
• 沸点：
  647.5±55.0 °C(predicted)
• 密度：
  1.312±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-1-hydroxy-4-(3-oxo-3-p-tolylprop-1-enyl)-2-naphthaldehyde 、 丙二酸二甲酯 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以85%的产率得到(E)-methyl 2-oxo-6-(3-oxo-3-p-tolylprop-1-enyl)-2H-benzo[h]chromene-3-carboxylate
  参考文献：
  名称：

  Synthesis and in vitro evaluation of novel coumarin–chalcone hybrids as potential anticancer agents

  摘要：

  A series of coumarin-chalcone hybrids have been synthesized and evaluated for their in vitro cytotoxicity against a panel of four human cancer cell lines and normal fibroblasts (NIH3T3). Among 21 compounds screened, three compounds (23, 25 and 26) showed IC50 range from 3.59 to 8.12 mu M. The most promising compound 26 showed around 30-fold more selectivity towards C33A (cervical carcinoma) cells over normal fibroblast NIH3T3 cells with an IC50 value of 3.59 mu M. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.116

文献信息

• Synthesis and in vitro evaluation of novel coumarin–chalcone hybrids as potential anticancer agents
  作者：Koneni V. Sashidhara、Abdhesh Kumar、Manoj Kumar、Jayanta Sarkar、Sudhir Sinha

  DOI：10.1016/j.bmcl.2010.10.116

  日期：2010.12

  A series of coumarin-chalcone hybrids have been synthesized and evaluated for their in vitro cytotoxicity against a panel of four human cancer cell lines and normal fibroblasts (NIH3T3). Among 21 compounds screened, three compounds (23, 25 and 26) showed IC50 range from 3.59 to 8.12 mu M. The most promising compound 26 showed around 30-fold more selectivity towards C33A (cervical carcinoma) cells over normal fibroblast NIH3T3 cells with an IC50 value of 3.59 mu M. (C) 2010 Elsevier Ltd. All rights reserved.