3-(4-(benzo[d]thiazol-2-yl)-1-phenyl-1H-pyrazol-3-yl)phenyl acetate | 1234478-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-(benzo[d]thiazol-2-yl)-1-phenyl-1H-pyrazol-3-yl)phenyl acetate
• 英文别名: DBP-5；[3-[4-(1,3-Benzothiazol-2-yl)-1-phenylpyrazol-3-yl]phenyl] acetate
• CAS: 1234478-57-9
• 化学式: C₂₄H₁₇N₃O₂S
• 分子量: 411.484
• InChiKey: NXEXILYRFQJVCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  85.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 2-氨基苯硫醇 在 对甲苯磺酸 作用下， 生成 3-(4-(benzo[d]thiazol-2-yl)-1-phenyl-1H-pyrazol-3-yl)phenyl acetate
  参考文献：
  名称：

  3-(4-(Benzo[d]thiazol-2-yl)-1-phenyl-1H-pyrazol-3-yl) phenyl acetate induced Hep G2 cell apoptosis through a ROS-mediated pathway

  摘要：

  3-(4-(Benzo[d]thiazol-2-yl)-1-phenyl-1H-pyrazol-3-yl) phenyl acetate (DPB-5) is a synthetic benzothiazole derivative. In the present study, we revealed that DPB-5 had strong cytotoxicity to induce cell apoptosis, which was mediated by ROS. And DPB-5 was more cytotoxic toward hepatoma cells than toward normal hepatic cells, which was resulted from the greater susceptibility of the malignant cells to ROS. DBP-5 caused massive ROS accumulation and GSH decrease. which lead to MMP disruption, caspase activation and finally induced cell apoptosis. Additionally, rotenone, an inhibitor of mitochondria electron transport system, effectively blocked the ROS elevated effect of DPB-5, which suggested that DPB-5-induced ROS generated from the mitochondria. Further studies showed that DPB-5-induced cell apoptosis through caspases-cascade, but failed to activate caspase-9. Hence, we concluded that DPB-5-induced Hep G2 cells apoptosis via a ROS-mediated pathway which was caspase-dependent but did not rely on caspase-9 (C) 2009 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.cbi.2009.12.008