(6-(4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl)pyridin-3-yl)methanamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (6-(4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl)pyridin-3-yl)methanamine
• 英文别名: [6-[4-(4-Fluorophenyl)-3,5-dimethylpyrazol-1-yl]pyridin-3-yl]methanamine；[6-[4-(4-fluorophenyl)-3,5-dimethylpyrazol-1-yl]pyridin-3-yl]methanamine
• 化学式: C₁₇H₁₇FN₄
• 分子量: 296.347
• InChiKey: POIKSTHXKNCWIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6-(4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl)pyridin-3-yl)methanamine 、 三氟乙酸 以 水 、 乙腈 为溶剂， 以6 mg的产率得到(6-(4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl)pyridin-3-yl)methanamine TFA salt
  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-4-溴吡唑 在 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.83h， 生成 (6-(4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl)pyridin-3-yl)methanamine
  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

文献信息

• Identification of Isoform 2 Acid-Sensing Ion Channel Inhibitors as Tool Compounds for Target Validation Studies in CNS
  作者：Leda Ivanova Bencheva、Marilenia De Matteo、Luca Ferrante、Marco Ferrara、Adolfo Prandi、Pietro Randazzo、Silvano Ronzoni、Roberta Sinisi、Pierfausto Seneci、Vincenzo Summa、Mariana Gallo、Maria Veneziano、Antonella Cellucci、Nausicaa Mazzocchi、Andrea Menegon、Romano Di Fabio

  DOI：10.1021/acsmedchemlett.8b00591

  日期：2019.4.11

  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.