4-(2-(benzylthio)acetyl)benzoic acid | 1224720-42-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2-(benzylthio)acetyl)benzoic acid
• CAS: 1224720-42-6
• 化学式: C₁₆H₁₄O₃S
• 分子量: 286.351
• InChiKey: VRBBWGLCAXLMGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20.0
• 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：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(2-(benzylthio)acetyl)benzoic acid 、 4-氟-3-硝基苯甲醛 在 ammonium acetate 、 溶剂黄146 作用下， 以85%的产率得到(E)-4-(2-(benzylthio)-3-(4-fluoro-3-nitrophenyl)acryloyl)benzoic acid
  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
• 作为产物：
  描述：

  4-(2-溴乙酰基)苯甲酸 、 苄硫醇 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以93%的产率得到4-(2-(benzylthio)acetyl)benzoic acid
  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