7-(2-bromoethoxy)-3,4-bis(4-(2-bromoethoxy)phenyl)-2H-chromen-2-one | 1450604-29-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-(2-bromoethoxy)-3,4-bis(4-(2-bromoethoxy)phenyl)-2H-chromen-2-one
• 英文别名: 7-(2-Bromoethoxy)-3,4-bis[4-(2-bromoethoxy)phenyl]chromen-2-one；7-(2-bromoethoxy)-3,4-bis[4-(2-bromoethoxy)phenyl]chromen-2-one
• CAS: 1450604-29-1
• 化学式: C₂₇H₂₃Br₃O₅
• 分子量: 667.189
• InChiKey: DIBUZNHVEWZEDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-(2-bromoethoxy)-3,4-bis(4-(2-bromoethoxy)phenyl)-2H-chromen-2-one 、 二乙胺 以 四氢呋喃 为溶剂， 反应 0.5h， 以56%的产率得到7-(2-(diethylamino)ethoxy)-3,4-bis(4-(2-(diethylamino)ethoxy)phenyl)-2Hchromen-2-one
  参考文献：
  名称：

  Design, synthesis, and anti-tumor activities of novel triphenylethylene–coumarin hybrids, and their interactions with Ct-DNA

  摘要：

  Novel triphenylethylene-coumarin hybrid derivatives containing different amounts of amino side chains Were designed and synthesized in good yields under microwave radiation. The derivatives 5b-d which possessed two amino side chains (except morpholinyl) showed a broad-spectrum and good anti-proliferative activity against five tumor cells and low cytotoxicity in osteoblast. UV-vis, fluorescence, and circular dichroism (CD) spectroscopies and thermal denaturation exhibited that compounds 10c, 5c, and 13c bearing amino side chain (except morpholinyl) on 4-phenyl had significant interactions with Ct-DNA by the intercalative mode of binding. Structure-activity relationships (SARs) analysis suggested that the amino alkyl chain would play an important role both in the compounds against tumor cells proliferation and their interactions with DNA. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.009
• 作为产物：
  描述：

  (2-hydroxy-4-methoxyphenyl)-(4-hydroxyphenyl)-methanone 在 盐酸 、 水 、 potassium carbonate 、 三乙胺 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 7-(2-bromoethoxy)-3,4-bis(4-(2-bromoethoxy)phenyl)-2H-chromen-2-one
  参考文献：
  名称：

  Design, synthesis, and anti-tumor activities of novel triphenylethylene–coumarin hybrids, and their interactions with Ct-DNA

  摘要：

  Novel triphenylethylene-coumarin hybrid derivatives containing different amounts of amino side chains Were designed and synthesized in good yields under microwave radiation. The derivatives 5b-d which possessed two amino side chains (except morpholinyl) showed a broad-spectrum and good anti-proliferative activity against five tumor cells and low cytotoxicity in osteoblast. UV-vis, fluorescence, and circular dichroism (CD) spectroscopies and thermal denaturation exhibited that compounds 10c, 5c, and 13c bearing amino side chain (except morpholinyl) on 4-phenyl had significant interactions with Ct-DNA by the intercalative mode of binding. Structure-activity relationships (SARs) analysis suggested that the amino alkyl chain would play an important role both in the compounds against tumor cells proliferation and their interactions with DNA. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.009