3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(4-(methylthio)phenyl)-1-phenyl-4,5-dihydro-1H-pyrazole

• 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-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(4-(methylthio)phenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
• 英文别名: 5-(2,3-Dihydro-1,4-benzodioxin-6-yl)-3-(4-methylsulfanylphenyl)-2-phenyl-3,4-dihydropyrazole；5-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-(4-methylsulfanylphenyl)-2-phenyl-3,4-dihydropyrazole
• 化学式: C₂₄H₂₂N₂O₂S
• 分子量: 402.517
• InChiKey: BDHRYCUGUPCCDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-乙酰基-1,4-苯并二氧杂环 、 4-(甲基巯基)苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(4-(methylthio)phenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  Design, biological evaluation and 3D QSAR studies of novel dioxin-containing triaryl pyrazoline derivatives as potential B-Raf inhibitors

  摘要：

  A series of novel dioxin-containing triaryl pyrazoline derivatives C1-C20 have been synthesized. Their B-Raf inhibitory and anti-proliferation activities were evaluated. Compound C6 displayed the most potent biological activity against B-Raf(V600E) and WM266.4 human melanoma cell line with corresponding IC50 value of 0.04 mu M and GI(50) value of 0.87 mu M, being comparable with the positive controls and more potent than our previous best compounds. Moreover, C6 was selective for B-Raf(V600E) from B-Raf(WT), C-Raf and EGFR and low toxic. The docking simulation suggested the potent bioactivity might be caused by breaking the limit of previous binding pattern. A new 3D QSAR model was built with the activity data and binding conformations to conduct visualized SAR discussion as well as to introduce new directions. Stretching the backbone to outer space or totally reversing the backbone are both potential orientations for future researches. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.05.012