1-[3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-5-(4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone | 1422156-24-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-5-(4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 1422156-24-8
• 化学式: C₂₁H₂₂N₂O₄
• 分子量: 366.417
• InChiKey: LEBPVFRPBIXIIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-1,5-苯并二噁平-7-甲醛 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 1-[3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-5-(4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
  参考文献：
  名称：

  Synthesis, biological evaluation, 3D-QSAR studies of novel aryl-2H-pyrazole derivatives as telomerase inhibitors

  摘要：

  A series of novel aryl-2H-pyrazole derivatives bearing 1,4-benzodioxan or 1,3-benzodioxole moiety were designed as potential telomerase inhibitors to enhance the ability of aryl-2H-pyrazole derivatives to inhibit telomerase, a target of anticancer. The telomerase inhibition tests showed that compound 16A displayed the most potent inhibitory activity with IC50 value of 0.9 mu M for telomerase. The antiproliferative tests showed that compound 16A exhibited high activity against human gastric cancer cell SGC-7901 and human melanoma cell B16-F10 with IC50 values of 18.07 and 5.34 mu M, respectively. Docking simulation showed that compound 16A could bind well with the telomerase active site and act as telomerase inhibitor. 3D-QSAR model was also built to provide more pharmacophore understanding that could be used to design new agents with more potent telomerase inhibitory activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.010

文献信息

• Synthesis, biological evaluation, 3D-QSAR studies of novel aryl-2H-pyrazole derivatives as telomerase inhibitors
  作者：Yin Luo、Shuai Zhang、Ke-Ming Qiu、Zhi-Jun Liu、Yu-Shun Yang、Jie Fu、Wei-Qing Zhong、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2012.12.010

  日期：2013.2

  A series of novel aryl-2H-pyrazole derivatives bearing 1,4-benzodioxan or 1,3-benzodioxole moiety were designed as potential telomerase inhibitors to enhance the ability of aryl-2H-pyrazole derivatives to inhibit telomerase, a target of anticancer. The telomerase inhibition tests showed that compound 16A displayed the most potent inhibitory activity with IC50 value of 0.9 mu M for telomerase. The antiproliferative tests showed that compound 16A exhibited high activity against human gastric cancer cell SGC-7901 and human melanoma cell B16-F10 with IC50 values of 18.07 and 5.34 mu M, respectively. Docking simulation showed that compound 16A could bind well with the telomerase active site and act as telomerase inhibitor. 3D-QSAR model was also built to provide more pharmacophore understanding that could be used to design new agents with more potent telomerase inhibitory activity. (C) 2012 Elsevier Ltd. All rights reserved.