ethyl 2-((2-oxo-4-propyl-2H-chromen-7-yl)oxy)acetate | 307546-62-9

• 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: ethyl 2-((2-oxo-4-propyl-2H-chromen-7-yl)oxy)acetate
• 英文别名: ethyl 2-(2-oxo-4-propylchromen-7-yl)oxyacetate
• CAS: 307546-62-9
• 化学式: C₁₆H₁₈O₅
• mdl: MFCD00276947
• 分子量: 290.316
• InChiKey: FWFQQPFZOGRNDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-((2-oxo-4-propyl-2H-chromen-7-yl)oxy)acetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-[(oxo-4-propyl-2H-chromen-7-yl)oxy]ethanohydrazide
  参考文献：
  名称：

  Synthesis and docking studies of novel benzopyran-2-ones with anticancer activity

  摘要：

  Novel series of 7-substituted-benzopyran-2-ones was synthesized by incorporating heterocyclic rings as oxadiazole, triazole, pyrazole or pyrazolin-5-one to benzopyran-2-one nucleus at p-7 via methylene-oxy or acetoxy linker. In-vitro anticancer activity was evaluated for these hybrids; twelve compounds were selected by National Cancer Institute for anticancer screening. Among them, compound 9a exhibited broad spectrum antitumor activity showing full panel median growth inhibition (GI(50)) = 5.46 mu M. According to docking results using Molsoft ICM 3.4-8c program, the target compounds may act through inhibition of topoismerase 1, where camptothecin is used as ligand. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.050
• 作为产物：
  描述：

  7-羟基-4-丙基-2H-色烯-2-酮 、 溴乙酸乙酯 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 18.0h， 以100%的产率得到ethyl 2-((2-oxo-4-propyl-2H-chromen-7-yl)oxy)acetate
  参考文献：
  名称：

  Katiyar, Diksha; Tiwari, Vinod Kumar; Tripathi, Rama Pati, Arzneimittel-Forschung/Drug Research, 2003, vol. 53, # 12, p. 857 - 863

  摘要：

  DOI：

文献信息

• Katiyar, Diksha; Tiwari, Vinod Kumar; Tripathi, Rama Pati, Arzneimittel-Forschung/Drug Research, 2003, vol. 53, # 12, p. 857 - 863
  作者：Katiyar, Diksha、Tiwari, Vinod Kumar、Tripathi, Rama Pati、Reddy, Velurijagan Mohan、Bhattacharya, Shailza Mishra、Saxena, Jitendra Kumar

  DOI：——

  日期：——
• Synthesis and docking studies of novel benzopyran-2-ones with anticancer activity
  作者：Magda M.F. Ismail、Heba S. Rateb、Mohammad M.M. Hussein

  DOI：10.1016/j.ejmech.2010.05.050

  日期：2010.9

  Novel series of 7-substituted-benzopyran-2-ones was synthesized by incorporating heterocyclic rings as oxadiazole, triazole, pyrazole or pyrazolin-5-one to benzopyran-2-one nucleus at p-7 via methylene-oxy or acetoxy linker. In-vitro anticancer activity was evaluated for these hybrids; twelve compounds were selected by National Cancer Institute for anticancer screening. Among them, compound 9a exhibited broad spectrum antitumor activity showing full panel median growth inhibition (GI(50)) = 5.46 mu M. According to docking results using Molsoft ICM 3.4-8c program, the target compounds may act through inhibition of topoismerase 1, where camptothecin is used as ligand. (C) 2010 Elsevier Masson SAS. All rights reserved.