(E)-3-(4-fluoro-3-nitrophenyl)-2-(4-fluorobenzylthio)-1-(4-(4-(2-hydroxyethyl)piperazine-1-carbonyl)phenyl)prop-2-en-1-one | 1224723-48-1

• 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-fluoro-3-nitrophenyl)-2-(4-fluorobenzylthio)-1-(4-(4-(2-hydroxyethyl)piperazine-1-carbonyl)phenyl)prop-2-en-1-one
• 英文别名: (E)-3-(4-fluoro-3-nitrophenyl)-2-[(4-fluorophenyl)methylsulfanyl]-1-[4-[4-(2-hydroxyethyl)piperazine-1-carbonyl]phenyl]prop-2-en-1-one
• CAS: 1224723-48-1
• 化学式: C₂₉H₂₇F₂N₃O₅S
• 分子量: 567.613
• InChiKey: NJIYAJRNLNJIGY-OVVQPSECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-羟乙基哌嗪 、 (E)-4-(2-(4-fluorobenzylthio)-3-(4-fluoro-3-nitrophenyl)acryloyl)benzoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以75%的产率得到(E)-3-(4-fluoro-3-nitrophenyl)-2-(4-fluorobenzylthio)-1-(4-(4-(2-hydroxyethyl)piperazine-1-carbonyl)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Design, synthesis and evaluation of (E)-α-benzylthio chalcones as novel inhibitors of BCR-ABL kinase

  摘要：

  Novel (E)-alpha-benzylthio chalcones are reported with preliminary in vitro activity data indicating that several of them are potent inhibitors (comparable to imatinib, the reference compound) of BCR-ABL phosphorylation in leukemic K562 cells, known to express high levels of BCR-ABL. The ability of such compounds to significantly inhibit K562 cell proliferation suggests that this scaffold could be a promising lead for the development of anticancer agents that are able to block BCR-ABL phosphorylation in leukemic cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.051