(Z)-ethyl 4-(4-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate | 1224879-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-ethyl 4-(4-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate
• CAS: 1224879-05-3
• 化学式: C₁₂H₁₁FO₄
• 分子量: 238.215
• InChiKey: NOUUCUJFZLEZAL-XFFZJAGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (Z)-ethyl 4-(4-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate 在 叠氮磷酸二苯酯 、 水 、 sodium hydride 、 一水合肼 、 溶剂黄146 、 三乙胺 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 3-(4-氟苯基)-1-甲基-1H-吡唑-5-胺
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-(4-fluorophenyl)-1H-pyrazole derivatives as androgen receptor antagonists

  摘要：

  A novel series of 3-(4-fluorophenyl)-1H-pyrazole derivatives were synthesized and evaluated for their antiproliferative activity against two prostate cancer cell lines (LNCaP and PC-3) and androgen receptor target gene prostate-specific antigen (PSA) inhibitory activity in LNCaP cells. Several compounds showed potent antiproliferative activity against LNCaP cells and showed a promising PSA downregulation rate. Among these, compound 10e selectively inhibited LNCaP cell growth with an IC50 value of 18 mu mol/l and showed a PSA downregulation rate of 46%, which was better than the lead compound T3.

  DOI：

  10.1097/cad.0000000000000322
• 作为产物：
  描述：

  4-氟苯乙酮 、 草酸二乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 (Z)-ethyl 4-(4-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-(4-fluorophenyl)-1H-pyrazole derivatives as androgen receptor antagonists

  摘要：

  A novel series of 3-(4-fluorophenyl)-1H-pyrazole derivatives were synthesized and evaluated for their antiproliferative activity against two prostate cancer cell lines (LNCaP and PC-3) and androgen receptor target gene prostate-specific antigen (PSA) inhibitory activity in LNCaP cells. Several compounds showed potent antiproliferative activity against LNCaP cells and showed a promising PSA downregulation rate. Among these, compound 10e selectively inhibited LNCaP cell growth with an IC50 value of 18 mu mol/l and showed a PSA downregulation rate of 46%, which was better than the lead compound T3.

  DOI：

  10.1097/cad.0000000000000322