2-<2-(1,3-dioxolan-2-yl)ethyl>-1-(4-fluorophenyl)-4-methyl-1,3-pentanedione | 116645-13-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-<2-(1,3-dioxolan-2-yl)ethyl>-1-(4-fluorophenyl)-4-methyl-1,3-pentanedione
• 英文别名: 2-[2-(1,3-dioxolan-2-yl)ethyl]-1-(4-fluorophenyl)-4-methyl-1,3-pentanedion；2-[2-(1,3-Dioxolan-2-yl)ethyl]-1-(4-fluorophenyl)-4-methylpentane-1,3-dione
• CAS: 116645-13-7
• 化学式: C₁₇H₂₁FO₄
• 分子量: 308.35
• InChiKey: YSOYJYWLPOGYHW-UHFFFAOYSA-N

物化性质

• 沸点：
  420.9±30.0 °C(predicted)
• 密度：
  1.146±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-<2-(1,3-dioxolan-2-yl)ethyl>-1-(4-fluorophenyl)-4-methyl-1,3-pentanedione 在 乙酸酐 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 168.0h， 生成 6-<2-<5-(4-fluorophenyl)-3-(1-methylethyl)-1-phenyl-1H-pyrazol-4-yl>ethyl>-5,6-dihydro-2H-pyran-2-one
  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：

  4-氟苯乙酮 在 sodium hydride 、 sodium iodide 作用下， 以 1,4-二氧六环 为溶剂， 反应 40.0h， 生成 2-<2-(1,3-dioxolan-2-yl)ethyl>-1-(4-fluorophenyl)-4-methyl-1,3-pentanedione
  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

文献信息

• Treating fungal infections with
  申请人：Warner-Lambert Company

  公开号：US04751229A1

  公开（公告）日：1988-06-14

  A method of treating fungal infections in mammals employing 1,3,5-trisubstituted-4- (4-hydroxy-2-oxo-pyran-6-yl)pyrazoles is disclosed.

  本发明揭示了一种使用1,3,5-三取代-4-(4-羟基-2-氧代吡喃-6-基)吡唑治疗哺乳动物真菌感染的方法。
• HEIFETZ, CARL L.;HOEFLE, MILTON L.;ROTH, BRUCE D.;SLISKOVIC, DRAGO R.;WIL+
  作者：HEIFETZ, CARL L.、HOEFLE, MILTON L.、ROTH, BRUCE D.、SLISKOVIC, DRAGO R.、WIL+

  DOI：——

  日期：——
• US4751229A
  申请人：——

  公开号：US4751229A

  公开（公告）日：1988-06-14
• Inhibitors of cholesterol biosynthesis. 2. 1,3,5-Trisubstituted [2-(tetrahydro-4-hydroxy-2-oxopyran-6-yl)ethyl]pyrazoles
  作者：D. R. Sliskovic、B. D. Roth、M. W. Wilson、M. L. Hoefle、R. S. Newton

  DOI：10.1021/jm00163a006

  日期：1990.1

  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.