4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazole

• 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-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazole
• 英文别名: 4-(4-Fluorophenyl)-3,5-dimethyl-1H-pyrazole
• 化学式: C₁₁H₁₁FN₂
• 分子量: 190.22
• InChiKey: XMKAAJADRAALTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazole 在 甲醇 、 sodium tetrahydroborate 、 copper(l) iodide 、 potassium carbonate 、 L-脯氨酸 、 cobalt(II) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 27.0h， 生成 2-(4-(4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl)phenyl)ethan-1-amine
  参考文献：
  名称：

  Identification of Isoform 2 Acid-Sensing Ion Channel Inhibitors as Tool Compounds for Target Validation Studies in CNS

  摘要：

  Acid-sensing ion channels (ASICs) are a family of ion channels permeable to cations and largely responsible for the onset of acid-evoked ion currents both in neurons and in different types of cancer cells, thus representing a potential target for drug discovery. Owing to the limited attention ASIC2 has received so far, an exploratory program was initiated to identify ASIC2 inhibitors using diminazene, a known pan-ASIC inhibitor, as a chemical starting point for structural elaboration. The performed exploration enabled the identification of a novel series of ASIC2 inhibitors. In particular, compound 2u is a brain penetrant ASIC2 inhibitor endowed with an optimal pharmacokinetic profile. This compound may represent a useful tool to validate in animal models in vivo the role of ASIC2 in different neurodegenerative central nervous system pathologies.

  DOI：

  10.1021/acsmedchemlett.8b00591
• 作为产物：
  描述：

  3,5-二甲基吡唑 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.58h， 生成 4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazole
  参考文献：
  名称：

  Identification of Isoform 2 Acid-Sensing Ion Channel Inhibitors as Tool Compounds for Target Validation Studies in CNS

  摘要：

  Acid-sensing ion channels (ASICs) are a family of ion channels permeable to cations and largely responsible for the onset of acid-evoked ion currents both in neurons and in different types of cancer cells, thus representing a potential target for drug discovery. Owing to the limited attention ASIC2 has received so far, an exploratory program was initiated to identify ASIC2 inhibitors using diminazene, a known pan-ASIC inhibitor, as a chemical starting point for structural elaboration. The performed exploration enabled the identification of a novel series of ASIC2 inhibitors. In particular, compound 2u is a brain penetrant ASIC2 inhibitor endowed with an optimal pharmacokinetic profile. This compound may represent a useful tool to validate in animal models in vivo the role of ASIC2 in different neurodegenerative central nervous system pathologies.

  DOI：

  10.1021/acsmedchemlett.8b00591