5-(2,4-Dichlorophenoxy)-1,3-dimethylpyrazole-4-carboxylic acid | 1152564-63-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2,4-Dichlorophenoxy)-1,3-dimethylpyrazole-4-carboxylic acid
• CAS: 1152564-63-0
• 化学式: C₁₂H₁₀Cl₂N₂O₃
• mdl: MFCD12636699
• 分子量: 301.129
• InChiKey: NZNZTYHSMOAZSF-UHFFFAOYSA-N

物化性质

• 沸点：
  412.5±45.0 °C(predicted)
• 密度：
  1.48±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2,4-Dichlorophenoxy)-1,3-dimethylpyrazole-4-carboxylic acid 、 (±)-毒藜碱 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 [5-(2,4-Dichlorophenoxy)-1,3-dimethylpyrazol-4-yl]-(2-pyridin-3-ylpiperidin-1-yl)methanone
  参考文献：
  名称：

  Discovery of 5-phenoxy-1,3-dimethyl-1H-pyrazole-4-carboxamides as potent agonists of TGR5 via sequential combinatorial libraries

  摘要：

  Optimization of a high-throughput screening hit led to the discovery of a new series of 5-phenoxy-1,3-dimethyl-1H-pyrazole-4-carboxamides as highly potent agonists of TGR5. This novel chemotype was rapidly developed through iterative combinatorial library synthesis. It was determined that in vitro agonist potency correlated with functional activity data from human peripheral blood monocytes. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.076
• 作为产物：
  描述：

  5-氯-1,3-二甲基-1H-吡唑-4-甲醛 在 potassium permanganate 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 32.0h， 生成 5-(2,4-Dichlorophenoxy)-1,3-dimethylpyrazole-4-carboxylic acid
  参考文献：
  名称：

  Discovery of 5-phenoxy-1,3-dimethyl-1H-pyrazole-4-carboxamides as potent agonists of TGR5 via sequential combinatorial libraries

  摘要：

  Optimization of a high-throughput screening hit led to the discovery of a new series of 5-phenoxy-1,3-dimethyl-1H-pyrazole-4-carboxamides as highly potent agonists of TGR5. This novel chemotype was rapidly developed through iterative combinatorial library synthesis. It was determined that in vitro agonist potency correlated with functional activity data from human peripheral blood monocytes. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.076

文献信息

• Discovery of 5-phenoxy-1,3-dimethyl-1H-pyrazole-4-carboxamides as potent agonists of TGR5 via sequential combinatorial libraries
  作者：Allyn T. Londregan、David W. Piotrowski、Kentaro Futatsugi、Joseph S. Warmus、Markus Boehm、Philip A. Carpino、Janice E. Chin、Ann M. Janssen、Nicole S. Roush、Joanne Buxton、Terri Hinchey

  DOI：10.1016/j.bmcl.2012.12.076

  日期：2013.3

  Optimization of a high-throughput screening hit led to the discovery of a new series of 5-phenoxy-1,3-dimethyl-1H-pyrazole-4-carboxamides as highly potent agonists of TGR5. This novel chemotype was rapidly developed through iterative combinatorial library synthesis. It was determined that in vitro agonist potency correlated with functional activity data from human peripheral blood monocytes. (c) 2013 Elsevier Ltd. All rights reserved.