1-(4-fluorophenyl)-4-<4-(5-hydroxy-2-pyridinyl)-1-piperazinyl>-1-butanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-fluorophenyl)-4-<4-(5-hydroxy-2-pyridinyl)-1-piperazinyl>-1-butanone
• 英文别名: 1-(4-Fluorophenyl)-4-[4-(5-hydroxypyridin-2-yl)piperazin-1-yl]butan-1-one；1-(4-fluorophenyl)-4-[4-(5-hydroxypyridin-2-yl)piperazin-1-yl]butan-1-one
• 化学式: C₁₉H₂₂FN₃O₂
• 分子量: 343.401
• InChiKey: XSCCJMBCUJLJRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(4-fluorophenyl)-4-<4-(5-hydroxy-2-pyridinyl)-1-piperazinyl>-1-butanone 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 吡啶 、 乙醚 为溶剂， 反应 18.5h， 生成 1-(4-fluorophenyl)-4-<4-(5-hydroxy-2-pyridinyl)-1-piperazinyl>-1-butanol
  参考文献：
  名称：

  Identification of Metabolites of Azaperone in Horse Urineǁ⊥

  摘要：

  Two metabolites of the tranquilizer azaperone were extracted from alkalinized horse urine after treatment with beta-glucuronidase/sulfatase from limpets (Patella vulgata). The metabolites were identified by a combination of independent chemical synthesis and GC/MS and H-1 NMR analysis. The metabolites were identified as 1-(fluorophenyl)-4-[4-(5-hydroxy-2-pyridinyl)-1-piperazinyl]-1 -butanol, designated as 5'-hydroxyazaperol, and 1-(fluorophenyl)-4-[4-(5-hydroxy-2-pyridinyl)-1 -piperazinyl]-1-butanone, designated as 5'-hydroxyazaperone. A TLC screening test was developed for detecting both metabolites in basic extracts of horse urine treated with beta-glucuronidase/sulfatase. The screening test was used to detect azaperone metabolites in extracts of horse urine collected for 24 h after intravenous administration of azaperone. The administration of azaperone to horses was confirmed by GC/MS identification of 5'-hydroxyazaperone and 5'-hydroxyazaperol from basic extracts of horse urine treated with beta-glucuronidaseisulfatase. The extracted metabolites were treated with bis(trimethylsilyl)acetamide to produce trimethylsilyl (TMS) ether derivatives, and mass spectra and retention times were compared to those of the synthesized metabolites treated in the same manner.

  DOI：

  10.1021/js950205j
• 作为产物：
  描述：

  2-溴-5-硝基吡啶 在 palladium on activated charcoal 硫酸 、 氢气 、 sodium carbonate 、 sodium sulfate 、 sodium iodide 、 sodium nitrite 作用下， 以 甲醇 、 异戊醇 、 正丁醇 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 31.25h， 生成 1-(4-fluorophenyl)-4-<4-(5-hydroxy-2-pyridinyl)-1-piperazinyl>-1-butanone
  参考文献：
  名称：

  Identification of Metabolites of Azaperone in Horse Urineǁ⊥

  摘要：

  Two metabolites of the tranquilizer azaperone were extracted from alkalinized horse urine after treatment with beta-glucuronidase/sulfatase from limpets (Patella vulgata). The metabolites were identified by a combination of independent chemical synthesis and GC/MS and H-1 NMR analysis. The metabolites were identified as 1-(fluorophenyl)-4-[4-(5-hydroxy-2-pyridinyl)-1-piperazinyl]-1 -butanol, designated as 5'-hydroxyazaperol, and 1-(fluorophenyl)-4-[4-(5-hydroxy-2-pyridinyl)-1 -piperazinyl]-1-butanone, designated as 5'-hydroxyazaperone. A TLC screening test was developed for detecting both metabolites in basic extracts of horse urine treated with beta-glucuronidase/sulfatase. The screening test was used to detect azaperone metabolites in extracts of horse urine collected for 24 h after intravenous administration of azaperone. The administration of azaperone to horses was confirmed by GC/MS identification of 5'-hydroxyazaperone and 5'-hydroxyazaperol from basic extracts of horse urine treated with beta-glucuronidaseisulfatase. The extracted metabolites were treated with bis(trimethylsilyl)acetamide to produce trimethylsilyl (TMS) ether derivatives, and mass spectra and retention times were compared to those of the synthesized metabolites treated in the same manner.

  DOI：

  10.1021/js950205j

文献信息

• Identification of Metabolites of Azaperone in Horse Urineǁ⊥
  作者：Richard A. Sams、Diane F. Gerken、Randall L. Detra、Scott D. Stanley、William E. Wood、Thomas Tobin、Jyan-Ming Yang、Hsin-Hsinng Tai、Alwarsamy Jegananthan、David S. Watt

  DOI：10.1021/js950205j

  日期：1996.1

  Two metabolites of the tranquilizer azaperone were extracted from alkalinized horse urine after treatment with beta-glucuronidase/sulfatase from limpets (Patella vulgata). The metabolites were identified by a combination of independent chemical synthesis and GC/MS and H-1 NMR analysis. The metabolites were identified as 1-(fluorophenyl)-4-[4-(5-hydroxy-2-pyridinyl)-1-piperazinyl]-1 -butanol, designated as 5'-hydroxyazaperol, and 1-(fluorophenyl)-4-[4-(5-hydroxy-2-pyridinyl)-1 -piperazinyl]-1-butanone, designated as 5'-hydroxyazaperone. A TLC screening test was developed for detecting both metabolites in basic extracts of horse urine treated with beta-glucuronidase/sulfatase. The screening test was used to detect azaperone metabolites in extracts of horse urine collected for 24 h after intravenous administration of azaperone. The administration of azaperone to horses was confirmed by GC/MS identification of 5'-hydroxyazaperone and 5'-hydroxyazaperol from basic extracts of horse urine treated with beta-glucuronidaseisulfatase. The extracted metabolites were treated with bis(trimethylsilyl)acetamide to produce trimethylsilyl (TMS) ether derivatives, and mass spectra and retention times were compared to those of the synthesized metabolites treated in the same manner.