1-(2,4-dichlorophenyl)-3-p-tolyl-1H-pyrazole-4-carbaldehyde | 1609564-59-1

• 英文名称: 1-(2,4-dichlorophenyl)-3-p-tolyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 1-(2,4-Dichlorophenyl)-3-(4-methylphenyl)pyrazole-4-carbaldehyde
• CAS: 1609564-59-1
• 化学式: C₁₇H₁₂Cl₂N₂O
• 分子量: 331.201
• InChiKey: GAKCBABMTMHMOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2,4-dichlorophenyl)-3-p-tolyl-1H-pyrazole-4-carbaldehyde 在 Jones reagent 作用下， 以 丙酮 为溶剂， 以91%的产率得到1-(2,4-dichlorophenyl)-3-p-tolyl-1H-pyrazole-4-carboxylic acid
  参考文献：
  名称：

  Identification of trisubstituted-pyrazol carboxamide analogs as novel and potent antagonists of farnesoid X receptor

  摘要：

  Farnesoid X receptor (FXR, NRIH4) plays a major role in the control of cholesterol metabolism. This suggests that antagonizing the transcriptional activity of FXR is a potential means to treat cholestasis and related metabolic disorders. Here we describe the synthesis, biological evaluation, and structure-activity relationship (SAR) studies of trisubstituted-pyrazol carboxamides as novel and potent FXR antagonists. One of these novel FXR antagonists, 4j has an IC50 of 7.5 nM in an FXR binding assay and 468.5 nM in a cell-based FXR antagonistic assay. Compound 4j has no detectable FXR agonistic activity or cytotoxicity. Notably, 4j is the most potent FXR antagonist identified to date; it has a promising in vitro profile and could serve as an excellent chemical tool to elucidate the biological function of FXR. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.014
• 作为产物：
  描述：

  对甲基苯乙酮 在 溶剂黄146 、 三氯氧磷 作用下， 以 甲醇 、 水 为溶剂， 反应 36.17h， 生成 1-(2,4-dichlorophenyl)-3-p-tolyl-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  [EN] FARNESOID X RECEPTOR ANTAGONISTS
  [FR] ANTAGONISTES DU RÉCEPTEUR X DE FARNÉSOÏDE

  摘要：

  公开号：

  WO2015116856A3