1-(4-chloro-phenyl)-1H-pyrazole-3,5-dicarboxylic acid 3-ethyl ester | 19532-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chloro-phenyl)-1H-pyrazole-3,5-dicarboxylic acid 3-ethyl ester
• 英文别名: 1-(4-chloro-phenyl)-1H-pyrazole-3,5-dicarboxylic acid 3-ethyl ester；1-(4-Chlorphenyl)-pyrazoldicarbonsaeure-(3,5)-ethylester-(3)
• CAS: 19532-30-0
• 化学式: C₁₃H₁₁ClN₂O₄
• 分子量: 294.694
• InChiKey: KYAQLKBUAQLKLA-UHFFFAOYSA-N

物化性质

• 沸点：
  479.2±40.0 °C(predicted)
• 密度：
  1.42±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  81.42
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  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 percarbonate 、 sodium hydroxide 、 草酰氯 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 51.0h， 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：

  3-(2-呋喃基)-3-氧代丙酸乙酯 在 ruthenium trichloride 、 sodium periodate 、 对甲苯磺酸 作用下， 以 四氯化碳 、 乙醇 、 水 、 乙腈 为溶剂， 反应 3.0h， 生成 1-(4-chloro-phenyl)-1H-pyrazole-3,5-dicarboxylic acid 3-ethyl ester
  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