(E)-3-(4-bromophenyl)-1-(4-(2-hydroxyethoxy)phenyl)prop-2-en-1-one | 1186317-34-9

• 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)-3-(4-bromophenyl)-1-(4-(2-hydroxyethoxy)phenyl)prop-2-en-1-one
• CAS: 1186317-34-9
• 化学式: C₁₇H₁₅BrO₃
• 分子量: 347.208
• InChiKey: VSEWJHZRPVNNGO-XCVCLJGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-bromophenyl)-1-(4-(2-hydroxyethoxy)phenyl)prop-2-en-1-one 、 [(1S,4S,5R,8S,9R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl] 2,2,2-trifluoroacetate 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (E)-3-(4-bromophenyl)-1-[4-[2-[[(1S,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethoxy]phenyl]prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of a series of novel dihydroartemisinin derivatives containing a substituted chalcone with greater cytotoxic effects in leukemia cells

  摘要：

  Fifteen dihydroartemisinin derivatives containing a substituted chalcone linked by either ether or ester were synthesized and investigated for their cytotoxicity in human leukemia HL-60 and mouse lymphoma P388 cells. These derivatives have greater antiproliferative and cytotoxic effects in both cell lines than dihydroartemisinin. Dihydroartemisinin chalcones linked by ether are more cytotoxic than dihydroartemisinin chalcones linked by ester with apoptosis induction abilities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.076
• 作为产物：
  描述：

  (E)-1-(4-hydroxyphenyl)-3-(4-bromophenyl)prop-2-en-1-one 、 2-溴乙醇 在 potassium carbonate 、 potassium iodide 作用下， 以 4-甲基-2-戊酮 为溶剂， 反应 6.5h， 生成 (E)-3-(4-bromophenyl)-1-(4-(2-hydroxyethoxy)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of a series of novel dihydroartemisinin derivatives containing a substituted chalcone with greater cytotoxic effects in leukemia cells

  摘要：

  Fifteen dihydroartemisinin derivatives containing a substituted chalcone linked by either ether or ester were synthesized and investigated for their cytotoxicity in human leukemia HL-60 and mouse lymphoma P388 cells. These derivatives have greater antiproliferative and cytotoxic effects in both cell lines than dihydroartemisinin. Dihydroartemisinin chalcones linked by ether are more cytotoxic than dihydroartemisinin chalcones linked by ester with apoptosis induction abilities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.076