1,4-bis(4-bromophenyl)-3-chloroazetidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 1,4-bis(4-bromophenyl)-3-chloroazetidin-2-one
• 化学式: C₁₅H₁₀Br₂ClNO
• 分子量: 415.512
• InChiKey: JDQSCBJBVGOGLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  N,1-双(4-溴苯基)甲亚胺 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1,4-bis(4-bromophenyl)-3-chloroazetidin-2-one
  参考文献：
  名称：

  Biological activity of 3-chloro-azetidin-2-one derivatives having interesting antiproliferative activity on human breast cancer cell lines

  摘要：

  Resveratrol (3,4',5 tri-hydroxystilbene), a natural plant polyphenol, has gained interest as a non-toxic agent capable of inducing tumor cell death in a variety of cancer types. However, therapeutic application of these beneficial effects remains very limited due to its short biological half-life, labile properties, rapid metabolism and elimination. Different studies were undertaken to obtain synthetic analogs of resveratrol with major bioavailability and anticancer activity. We have synthesized a series 3-chloro-azetidin-2-one derivatives, in which an azetidinone nucleus connects two aromatic rings. Aim of the present study was to investigate the effects of these new 3-chloro-azetidin-2-one resveratrol derivatives on human breast cancer cell lines proliferation. Our results indicate that some azetidin-based resveratrol derivatives may become new potent alternative tools for the treatment of human breast cancer. (C 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.054

文献信息

• Biological activity of 3-chloro-azetidin-2-one derivatives having interesting antiproliferative activity on human breast cancer cell lines
  作者：Adele Chimento、Marina Sala、Isabel M. Gomez-Monterrey、Simona Musella、Alessia Bertamino、Anna Caruso、Maria Stefania Sinicropi、Rosa Sirianni、Francesco Puoci、Ortensia Ilaria Parisi、Carmela Campana、Emilia Martire、Ettore Novellino、Carmela Saturnino、Pietro Campiglia、Vincenzo Pezzi

  DOI：10.1016/j.bmcl.2013.09.054

  日期：2013.12

  Resveratrol (3,4',5 tri-hydroxystilbene), a natural plant polyphenol, has gained interest as a non-toxic agent capable of inducing tumor cell death in a variety of cancer types. However, therapeutic application of these beneficial effects remains very limited due to its short biological half-life, labile properties, rapid metabolism and elimination. Different studies were undertaken to obtain synthetic analogs of resveratrol with major bioavailability and anticancer activity. We have synthesized a series 3-chloro-azetidin-2-one derivatives, in which an azetidinone nucleus connects two aromatic rings. Aim of the present study was to investigate the effects of these new 3-chloro-azetidin-2-one resveratrol derivatives on human breast cancer cell lines proliferation. Our results indicate that some azetidin-based resveratrol derivatives may become new potent alternative tools for the treatment of human breast cancer. (C 2013 Elsevier Ltd. All rights reserved.