1-(4-氟苯基)-3-(4-甲基苯基)吡唑-4-甲醛 | 618098-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(4-氟苯基)-3-(4-甲基苯基)吡唑-4-甲醛
• 英文名称: 1-(4-fluorophenyl)-3-p-tolyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 1-(4-fluorophenyl)-3-(4-methylphenyl)-1H-pyrazole-4-carbaldehyde；1-(4-fluorophenyl)-3-(4-methylphenyl)pyrazole-4-carbaldehyde
• CAS: 618098-56-9
• 化学式: C₁₇H₁₃FN₂O
• mdl: MFCD05150390
• 分子量: 280.301
• InChiKey: YBHVCIIAEJRSLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.058
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  1-(4-氟苯基)-3-(4-甲基苯基)吡唑-4-甲醛 在 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1-(4-fluorophenyl)-4-(prop-2-yn-1-yloxy)-3-(p-tolyl)-1H-pyrazole
  参考文献：
  名称：

  1,2,3-三唑和异恶唑连接的吡唑杂化物的合成及其细胞毒活性

  摘要：

  摘要从吡唑和三唑/异恶唑支架合成了一系列新颖的1,2,3-三唑和异恶唑连接的吡唑衍生物。评估了合成的同类物在四种癌细胞系（MCF7，HEPG2，IMR32和HELA）中的抗增殖功效。大多数化合物显示出有效的细胞毒性活性，其中4k和4l在所有测试的细胞系中均显示出明显的细胞毒性。 图形概要

  DOI：

  10.1007/s00044-017-1884-z
• 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 、 氘代氯仿 为溶剂， 反应 36.0h， 生成 1-(4-氟苯基)-3-(4-甲基苯基)吡唑-4-甲醛
  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

文献信息

• [EN] FARNESOID X RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DU RÉCEPTEUR X DE FARNÉSOÏDE
  申请人：HOPE CITY

  公开号：WO2015116856A3

  公开（公告）日：2015-11-05
• Identification of trisubstituted-pyrazol carboxamide analogs as novel and potent antagonists of farnesoid X receptor
  作者：Donna D. Yu、Wenwei Lin、Barry M. Forman、Taosheng Chen

  DOI：10.1016/j.bmc.2014.04.014

  日期：2014.6

  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.
• Synthesis of 1,2,3-triazole and isoxazole-linked pyrazole hybrids and their cytotoxic activity
  作者：B. Madhavilatha、Narjis Fatima、Gowravaram Sabitha、B. V. Subba Reddy、J. S. Yadav、Debanjan Bhattacharjee、Nishant Jain

  DOI：10.1007/s00044-017-1884-z

  日期：2017.8

  AbstractA series of novel 1,2,3-triazole and isoxazole-linked pyrazole derivatives have been synthesized from pyrazole and triazole/isoxazole scaffolds. The synthesized congeners were evaluated for their anti-proliferative efficacy in four cancer cell lines (MCF7, HEPG2, IMR32, and HELA). Majority of the compounds demonstrated potent cytotoxic activities, among them 4k and 4l showed significant cytotoxicity

  摘要从吡唑和三唑/异恶唑支架合成了一系列新颖的1,2,3-三唑和异恶唑连接的吡唑衍生物。评估了合成的同类物在四种癌细胞系（MCF7，HEPG2，IMR32和HELA）中的抗增殖功效。大多数化合物显示出有效的细胞毒性活性，其中4k和4l在所有测试的细胞系中均显示出明显的细胞毒性。 图形概要