3-N-benzyl-1-(4-chlorophenyl)-5-N-(4-cyanophenyl)pyrazole-3,5-dicarboxamide | 1026919-61-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-N-benzyl-1-(4-chlorophenyl)-5-N-(4-cyanophenyl)pyrazole-3,5-dicarboxamide
• CAS: 1026919-61-8
• 化学式: C₂₅H₁₈ClN₅O₂
• 分子量: 455.903
• InChiKey: DJHLEJDPFASJNQ-UHFFFAOYSA-N

物化性质

• 沸点：
  638.1±55.0 °C(predicted)
• 密度：
  1.31±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  99.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-N-benzyl-1-(4-chlorophenyl)-5-N-(4-cyanophenyl)pyrazole-3,5-dicarboxamide 在 sodium percarbonate 作用下， 以 水 、 丙酮 为溶剂， 反应 48.0h， 生成 3-N-benzyl-5-N-(4-carbamoylphenyl)-1-(4-chlorophenyl)pyrazole-3,5-dicarboxamide
  参考文献：
  名称：

  Parallel Synthesis of Potent, Pyrazole-Based Inhibitors of Helicobacter pylori Dihydroorotate Dehydrogenase

  摘要：

  The identification of several potent pyrazole-based inhibitors of bacterial dihydroorotate dehydrogenase (DHODase) via a directed parallel synthetic approach is described below. The initial pyrazole-containing lead compounds were optimized for potency against Helicobacter pylori DHODase. Using three successive focused libraries, inhibitors were rapidly identified with the following characteristics: K-i < 10 nM against H. pylori DHODase, sub-mug/mL H.pylori minimum inhibitory concentration activity, low molecular weight, and >10 000-fold selectivity over human DHODase.

  DOI：

  10.1021/jm020112w
• 作为产物：
  描述：

  1-(4-chloro-phenyl)-1H-pyrazole-3,5-dicarboxylic acid 3-ethyl ester 在 N,N-二甲基甲酰胺 吡啶 、 sodium hydroxide 、 草酰氯 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 3-N-benzyl-1-(4-chlorophenyl)-5-N-(4-cyanophenyl)pyrazole-3,5-dicarboxamide
  参考文献：
  名称：

  Parallel Synthesis of Potent, Pyrazole-Based Inhibitors of Helicobacter pylori Dihydroorotate Dehydrogenase

  摘要：

  The identification of several potent pyrazole-based inhibitors of bacterial dihydroorotate dehydrogenase (DHODase) via a directed parallel synthetic approach is described below. The initial pyrazole-containing lead compounds were optimized for potency against Helicobacter pylori DHODase. Using three successive focused libraries, inhibitors were rapidly identified with the following characteristics: K-i < 10 nM against H. pylori DHODase, sub-mug/mL H.pylori minimum inhibitory concentration activity, low molecular weight, and >10 000-fold selectivity over human DHODase.

  DOI：

  10.1021/jm020112w

文献信息

• Parallel Synthesis of Potent, Pyrazole-Based Inhibitors of <i>Helicobacter </i><i>p</i><i>ylori</i> Dihydroorotate Dehydrogenase
  作者：Tasir S. Haque、Seifu Tadesse、Jovita Marcinkeviciene、M. John Rogers、Christine Sizemore、Lisa M. Kopcho、Karen Amsler、Lisa D. Ecret、Dong Liang Zhan、Frank Hobbs、Andrew Slee、George L. Trainor、Andrew M. Stern、Robert A. Copeland、Andrew P. Combs

  DOI：10.1021/jm020112w

  日期：2002.10.1

  The identification of several potent pyrazole-based inhibitors of bacterial dihydroorotate dehydrogenase (DHODase) via a directed parallel synthetic approach is described below. The initial pyrazole-containing lead compounds were optimized for potency against Helicobacter pylori DHODase. Using three successive focused libraries, inhibitors were rapidly identified with the following characteristics: K-i < 10 nM against H. pylori DHODase, sub-mug/mL H.pylori minimum inhibitory concentration activity, low molecular weight, and >10 000-fold selectivity over human DHODase.