4-(3-(2-methoxyphenyl)-1H-pyrazol-5-yl)aniline | 939052-57-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(3-(2-methoxyphenyl)-1H-pyrazol-5-yl)aniline
• 英文别名: 4-[5-(2-methoxyphenyl)-1H-pyrazol-3-yl]aniline
• CAS: 939052-57-0
• 化学式: C₁₆H₁₅N₃O
• 分子量: 265.315
• InChiKey: QUJACWBKYBSNPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  63.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(2-methoxyphenyl)-5-(4-nitrophenyl)-1H-pyrazole 在 1% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 4-(3-(2-methoxyphenyl)-1H-pyrazol-5-yl)aniline
  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

• GLUCOKINASE ACTIVATORS
  申请人：Cao X. Sheldon

  公开号：US20070197532A1

  公开（公告）日：2007-08-23

  Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of: wherein the variables are as defined herein.

  提供了用于与葡萄糖激酶一起使用的化合物、药物组合物、试剂盒和方法，其中包括从以下组中选择的化合物：其中变量如本文所定义。
• [EN] GLUCOKINASE ACTIVATORS<br/>[FR] ACTIVATEURS DE LA GLUCOKINASE
  申请人：TAKEDA SAN DIEGO INC

  公开号：WO2007061923A2

  公开（公告）日：2007-05-31

  [EN] Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of formula [I] wherein the variables are as defined herein.
  [FR] L'invention porte sur des composés des préparations pharmaceutiques des trousses et des méthodes s'utilisant avec la glucokinase et comportant un composé sélectionné dans le groupe de formule (I) dont les variables sont définies dans la description.