2-((4-(trifluoromethyl)phenyl)sulfonyl)chromeno[4,3-c]pyrazol-4(2H)-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-((4-(trifluoromethyl)phenyl)sulfonyl)chromeno[4,3-c]pyrazol-4(2H)-one
• 英文别名: 2-[4-(Trifluoromethyl)phenyl]sulfonylchromeno[4,3-c]pyrazol-4-one；2-[4-(trifluoromethyl)phenyl]sulfonylchromeno[4,3-c]pyrazol-4-one
• 化学式: C₁₇H₉F₃N₂O₄S
• 分子量: 394.331
• InChiKey: QKAAKWXFXXSWER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氯-3-甲酰基香豆素 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 2-((4-(trifluoromethyl)phenyl)sulfonyl)chromeno[4,3-c]pyrazol-4(2H)-one
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel chromeno[4,3-c]pyrazol-4(2H)-one derivates containing sulfonamido as potential PI3Kα inhibitors

  摘要：

  A series of novel chromeno[4,3-c]pyrazol-4(2H)-one derivates contained sulfonamido were designed and synthesized, and their anticancer effects in vitro was evaluated to develop some new PI3K alpha inhibitors. Most of desired compounds exhibited the better antiproliferative activities against four cancer cell lines than that of LY294002. Out of them, compound 4o displayed the potent antiproliferative activity and high selectivity against the PI3K alpha protein and it can induce apoptosis of HCT116 in a dose-dependent manner. Western blot assay indicated that compound 4o obviously down-regulated expression of p-Akt (S473). Molecular docking was performed to clarify the possible binding mode between compound 4o and PI3K alpha. All these results indicated that compound 4o could be a potential inhibitor of PI3K alpha.

  DOI：

  10.1016/j.bmc.2019.04.021

文献信息

• Design, synthesis and biological evaluation of novel chromeno[4,3-c]pyrazol-4(2H)-one derivates containing sulfonamido as potential PI3Kα inhibitors
  作者：Yong Yin、Jia-Qin Hu、Xu Wu、Shao Sha、She-Feng Wang、Fang Qiao、Zhong-Cheng Song、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2019.04.021

  日期：2019.6

  A series of novel chromeno[4,3-c]pyrazol-4(2H)-one derivates contained sulfonamido were designed and synthesized, and their anticancer effects in vitro was evaluated to develop some new PI3K alpha inhibitors. Most of desired compounds exhibited the better antiproliferative activities against four cancer cell lines than that of LY294002. Out of them, compound 4o displayed the potent antiproliferative activity and high selectivity against the PI3K alpha protein and it can induce apoptosis of HCT116 in a dose-dependent manner. Western blot assay indicated that compound 4o obviously down-regulated expression of p-Akt (S473). Molecular docking was performed to clarify the possible binding mode between compound 4o and PI3K alpha. All these results indicated that compound 4o could be a potential inhibitor of PI3K alpha.