N-(2-chloroacetyl)-2-(4-chlorophenyl)-3-methyl-6-(4-fluorophenyl)piperidin-4-one | 1617507-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(2-chloroacetyl)-2-(4-chlorophenyl)-3-methyl-6-(4-fluorophenyl)piperidin-4-one
• 英文别名: 1-(2-Chloroacetyl)-2-(4-chlorophenyl)-6-(4-fluorophenyl)-3-methylpiperidin-4-one；1-(2-chloroacetyl)-2-(4-chlorophenyl)-6-(4-fluorophenyl)-3-methylpiperidin-4-one
• CAS: 1617507-72-8
• 化学式: C₂₀H₁₈Cl₂FNO₂
• 分子量: 394.273
• InChiKey: NZMAWDRECONYOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 N-(2-chloroacetyl)-2-(4-chlorophenyl)-3-methyl-6-(4-fluorophenyl)piperidin-4-one 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以63.02%的产率得到N-(4-methylpiperazin-1-ylacetyl)-2-(4-chlorophenyl)-3-methyl-6-(4-fluorophenyl)piperidin-4-one
  参考文献：
  名称：

  Syntheses, characterization and evaluation of novel 2,6-diarylpiperidin-4-ones as potential analgesic-antipyretic agents

  摘要：

  A novel series of N-(N-methylpiperazinoacetyl)-2,6-diarylpiperidin-4-one derivatives (1c-3c and 5c) were synthesized, via base catalyzed nucleophilic substitution of N-chloroacetyl-2,6-diarylpiperidin-4-ones (1b-6b) with N-methyl piperazine. The newly synthesized compounds were characterized by FTIR, Mass and NMR spectral studies. All the compounds were screened for their possible analgesic and antipyretic activities. The compound 2c exhibited promising antipyretic activity, comparable to that of paracetamol at 60 mg/kg dose. The compounds 2b and 2c showed significant analgesic profile at a dose of 60 mg/kg and were also found to be more potent than the reference drug, diclofenac sodium. Thus, it can be concluded that the synthesized 2,6-diarylpiperidin-4-ones exhibit promising antipyretic and analgesic activities and could be potential drug candidates. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.080
• 作为产物：
  描述：

  对氟苯甲醛 在 盐酸 、 ammonium acetate 、 氨 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 20.0h， 生成 N-(2-chloroacetyl)-2-(4-chlorophenyl)-3-methyl-6-(4-fluorophenyl)piperidin-4-one
  参考文献：
  名称：

  Syntheses, characterization and evaluation of novel 2,6-diarylpiperidin-4-ones as potential analgesic-antipyretic agents

  摘要：

  A novel series of N-(N-methylpiperazinoacetyl)-2,6-diarylpiperidin-4-one derivatives (1c-3c and 5c) were synthesized, via base catalyzed nucleophilic substitution of N-chloroacetyl-2,6-diarylpiperidin-4-ones (1b-6b) with N-methyl piperazine. The newly synthesized compounds were characterized by FTIR, Mass and NMR spectral studies. All the compounds were screened for their possible analgesic and antipyretic activities. The compound 2c exhibited promising antipyretic activity, comparable to that of paracetamol at 60 mg/kg dose. The compounds 2b and 2c showed significant analgesic profile at a dose of 60 mg/kg and were also found to be more potent than the reference drug, diclofenac sodium. Thus, it can be concluded that the synthesized 2,6-diarylpiperidin-4-ones exhibit promising antipyretic and analgesic activities and could be potential drug candidates. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.080

文献信息

• Syntheses, characterization and evaluation of novel 2,6-diarylpiperidin-4-ones as potential analgesic-antipyretic agents
  作者：Purnima Tripathi、Avinash C. Tripathi、Viney Chawla、Shailendra K. Saraf

  DOI：10.1016/j.ejmech.2014.05.080

  日期：2014.7

  A novel series of N-(N-methylpiperazinoacetyl)-2,6-diarylpiperidin-4-one derivatives (1c-3c and 5c) were synthesized, via base catalyzed nucleophilic substitution of N-chloroacetyl-2,6-diarylpiperidin-4-ones (1b-6b) with N-methyl piperazine. The newly synthesized compounds were characterized by FTIR, Mass and NMR spectral studies. All the compounds were screened for their possible analgesic and antipyretic activities. The compound 2c exhibited promising antipyretic activity, comparable to that of paracetamol at 60 mg/kg dose. The compounds 2b and 2c showed significant analgesic profile at a dose of 60 mg/kg and were also found to be more potent than the reference drug, diclofenac sodium. Thus, it can be concluded that the synthesized 2,6-diarylpiperidin-4-ones exhibit promising antipyretic and analgesic activities and could be potential drug candidates. (C) 2014 Elsevier Masson SAS. All rights reserved.