5-(4-methoxyphenyl)-3-(4-(trifluoromethyl)phenyl)-1H-pyrazole | 1233238-29-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-methoxyphenyl)-3-(4-(trifluoromethyl)phenyl)-1H-pyrazole
• 英文别名: 3-(4-methoxyphenyl)-5-[4-(trifluoromethyl)phenyl]-1H-pyrazole
• CAS: 1233238-29-3
• 化学式: C₁₇H₁₃F₃N₂O
• 分子量: 318.298
• InChiKey: CSOVNVVELABEER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-methoxyphenyl)-3-(4-(trifluoromethyl)phenyl)-1H-pyrazole 在 三溴化硼 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 生成 4-(3-(4-(trifluoromethyl)phenyl)-1H-pyrazol-5-yl)phenol
  参考文献：
  名称：

  3,5-Diaryl-1H-pyrazole as a molecular scaffold for the synthesis of apoptosis-inducing agents

  摘要：

  The scaffold of 3,5-diaryl-1H-pyrazole was selected as a molecular template to synthesize novel growth-inhibitory agents in the present study. Our findings suggested that analogs bearing electron-withdrawing groups on one ring while electron-donating groups on another reveal significant activities. In particular, 26 bearing a 1,1'-biphenyl moiety displayed the most potent activity against OVCA, SW620, H460 and AGS cells with GI(50) values of 0.67, 0.89, 0.73 and 0.79 mu M, respectively. The mechanistic study revealed that 26-mediated apoptosis-inducing effect on OVCA cells was, in part, attributed to the inhibition of protein kinase B/Akt activity, accompanied by the mitochondrial apoptotic pathway through the activation of caspase-9, caspase-3, as well as the cleavage of protein poly(ADP-ribose) polymerase ( PARP) and DNA fragmentation. Further structure-activity relationship study employed by Comparative Molecular Field Analysis (CoMFA) was carried out with q(2) and R(2) values of 0.671 and 0.846, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.016

文献信息

• DNA METHYLATION INHIBITORS
  申请人：Chen Ching-Shih

  公开号：US20120157465A1

  公开（公告）日：2012-06-21

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.
• US8546397B2
  申请人：——

  公开号：US8546397B2

  公开（公告）日：2013-10-01
• [EN] DNA METHYLATION INHIBITORS<br/>[FR] INHIBITEURS DE MÉTHYLATION DE L'ADN
  申请人：UNIV OHIO STATE RES FOUND

  公开号：WO2012087889A2

  公开（公告）日：2012-06-28

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.