1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester | 501426-55-7

• 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-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate；Ethyl 1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)pyrazole-3-carboxylate
• CAS: 501426-55-7
• 化学式: C₁₉H₁₆Cl₂N₂O₃
• 分子量: 391.254
• InChiKey: PNLILAAIDJEKFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester 在 氢氧化钾 、 氯化亚砜 、 溴 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, Structure−Activity Relationship, and Evaluation of SR141716 Analogues:  Development of Central Cannabinoid Receptor Ligands with Lower Lipophilicity

  摘要：

  Exploration of the central CB1 cannabinoid receptors using positron emission tomography (PET) will allow for an understanding of the pharmacological and physiological role played by these receptors in the CNS. Current tracers are highly lipophilic compounds that exhibit very high nonspecific to specific binding ratios and as a result are inapt for use in humans. We have synthesized a series of less lipophilic analogues of SR141716 to serve as potential radioligands. Binding affinities of the series and a functional electrophysiological assay of three of our compounds have been presented.

  DOI：

  10.1021/jm020157x
• 作为产物：
  描述：

  对甲氧基苯乙酮 以 乙醇 为溶剂， 反应 8.0h， 生成 1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Biological Evaluation of vicinal-Diaryl Pyrazole Ethyl Carboxylate Analogs as Antiproliferative Agent against Pancreatic Cancer

  摘要：

  vicinal Diaryl scaffold possessing various heterocycles displayed versatile pharmacological activities ranging from antibacterial to antiviral. Herein, the synthesis of novel vicinal diaryl pyrazole ethyl carboxylate analogs as central ring and evaluated for their antiproliferative activity against pancreatic cancer line, PANC-1. Among the synthesized 27 compounds, six compounds displayed the IC50 value for antiproliferative activity in single digit micromolar. The cytotoxicity results of the synthesized compounds especially compound 25 (IC50 = 4.8 µM) confirms that these analogs may require further investigation.

  DOI：

  10.14233/ajchem.2024.31173