1-(2,4-dichlorophenyl)-4-methyl-5-(3,4-methylenedioxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester | 501426-49-9

• 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)-4-methyl-5-(3,4-methylenedioxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 5-(1,3-benzodioxol-5-yl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylate
• CAS: 501426-49-9
• 化学式: C₂₀H₁₆Cl₂N₂O₄
• 分子量: 419.264
• InChiKey: LKMMEWMPRBUSNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2,4-dichlorophenyl)-4-methyl-5-(3,4-methylenedioxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester 在 氢氧化钾 、 氯化亚砜 作用下， 以 甲醇 、 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：

  3,4-(亚甲基二氧)苯丙酮 、 2,4-二氯苯肼盐酸盐 、 草酸二乙酯 在 lithium hexamethyldisilazane 、 溶剂黄146 作用下， 以 乙醚 、 乙醇 为溶剂， 以57%的产率得到1-(2,4-dichlorophenyl)-4-methyl-5-(3,4-methylenedioxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester
  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