6-{2-[5-(4-Fluoro-phenyl)-3-isopropyl-1-phenyl-1H-pyrazol-4-yl]-ethyl}-dihydro-pyran-2,4-dione | 124288-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-{2-[5-(4-Fluoro-phenyl)-3-isopropyl-1-phenyl-1H-pyrazol-4-yl]-ethyl}-dihydro-pyran-2,4-dione
• 英文别名: 6-[2-[5-(4-fluorophenyl)-1-phenyl-3-propan-2-ylpyrazol-4-yl]ethyl]oxane-2,4-dione
• CAS: 124288-11-5
• 化学式: C₂₅H₂₅FN₂O₃
• 分子量: 420.484
• InChiKey: FLLTWRLSCMMDTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-{2-[5-(4-Fluoro-phenyl)-3-isopropyl-1-phenyl-1H-pyrazol-4-yl]-ethyl}-dihydro-pyran-2,4-dione 在 Ru-carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 120.0h， 以51%的产率得到
  参考文献：
  名称：

  Inhibitors of cholesterol biosynthesis. 2. 1,3,5-Trisubstituted [2-(tetrahydro-4-hydroxy-2-oxopyran-6-yl)ethyl]pyrazoles

  摘要：

  A series of 1,3,5-trisubstituted pyrazole mevalonolactones were prepared and evaluated for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Since previous studies suggested that the 5-(4-fluorophenyl) and 3-(1-methylethyl) substituents afforded optimum potency, attention was focused on variations in position 1 of the pyrazole ring. Biological evaluation of analogues bearing a variety of 1-substituents suggested that, although most substituents were tolerated, none afforded an advantage over phenyl, which exhibited potency comparable to that of compactin in vitro.

  DOI：

  10.1021/jm00163a006
• 作为产物：
  描述：

  1-(4-氟苯基)-4-甲基戊-1,3-二酮 在 sodium hydride 、 溶剂黄146 、 sodium iodide 作用下， 以 乙醇 为溶剂， 反应 204.0h， 生成 6-{2-[5-(4-Fluoro-phenyl)-3-isopropyl-1-phenyl-1H-pyrazol-4-yl]-ethyl}-dihydro-pyran-2,4-dione
  参考文献：
  名称：

  Inhibitors of cholesterol biosynthesis. 2. 1,3,5-Trisubstituted [2-(tetrahydro-4-hydroxy-2-oxopyran-6-yl)ethyl]pyrazoles

  摘要：

  A series of 1,3,5-trisubstituted pyrazole mevalonolactones were prepared and evaluated for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Since previous studies suggested that the 5-(4-fluorophenyl) and 3-(1-methylethyl) substituents afforded optimum potency, attention was focused on variations in position 1 of the pyrazole ring. Biological evaluation of analogues bearing a variety of 1-substituents suggested that, although most substituents were tolerated, none afforded an advantage over phenyl, which exhibited potency comparable to that of compactin in vitro.

  DOI：

  10.1021/jm00163a006