methyl 4-(4-(2-fluoro-4-nitrophenyl)piperazin-1-yl)-2-oxo-6-phenylcyclohex-3-ene-1-carboxylate | 1147846-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: methyl 4-(4-(2-fluoro-4-nitrophenyl)piperazin-1-yl)-2-oxo-6-phenylcyclohex-3-ene-1-carboxylate
• 英文别名: Methyl 4-[4-(2-fluoro-4-nitrophenyl)piperazin-1-yl]-2-oxo-6-phenylcyclohex-3-ene-1-carboxylate
• CAS: 1147846-98-7
• 化学式: C₂₄H₂₄FN₃O₅
• 分子量: 453.47
• InChiKey: VEJIKGPKRGNTRF-UHFFFAOYSA-N

物化性质

• 熔点：
  201-202 °C
• 沸点：
  617.5±55.0 °C(predicted)
• 密度：
  1.339±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  95.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl 2-hydroxy-4-oxo-6-phenylcyclohex-2-en-1-oate 、 1-(2-氟-4-硝基苯基)哌嗪 以67%的产率得到methyl 4-(4-(2-fluoro-4-nitrophenyl)piperazin-1-yl)-2-oxo-6-phenylcyclohex-3-ene-1-carboxylate
  参考文献：
  名称：

  Synthesis, antibacterial and anticonvulsant evaluations of some cyclic enaminones

  摘要：

  Several cyclic enaminone esters were synthesized, characterized, and evaluated for anticonvulsant and antibacterial activities using standardized tests, A series of enaminones were mainly phenyl analogs of anticonvulsant enaminones, while a second series comprised of compounds bearing the oxazolidinone pharmacophoric moiety found in the synthetic antibacterial linezolid. The enaminone ester bearing an unsubstituted anilino analog showed class 2 anticonvulsant activity. This represents a first report of an unsubstituted anilino enaminone with anticonvulsant activity. The enaminone esters gave interesting UV data, and four analogs displayed potent anticonvulsant activities, while another four compounds showed moderate anticonvulsant activities. Surprisingly, none of the enaminone esters had any significant antibacterial activity. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.005

文献信息

• Synthesis, antibacterial and anticonvulsant evaluations of some cyclic enaminones
  作者：Ivan O. Edafiogho、Oludotun A. Phillips、Edet E. Udo、Santosh Samuel、Beigy Rethish

  DOI：10.1016/j.ejmech.2008.07.005

  日期：2009.3

  Several cyclic enaminone esters were synthesized, characterized, and evaluated for anticonvulsant and antibacterial activities using standardized tests, A series of enaminones were mainly phenyl analogs of anticonvulsant enaminones, while a second series comprised of compounds bearing the oxazolidinone pharmacophoric moiety found in the synthetic antibacterial linezolid. The enaminone ester bearing an unsubstituted anilino analog showed class 2 anticonvulsant activity. This represents a first report of an unsubstituted anilino enaminone with anticonvulsant activity. The enaminone esters gave interesting UV data, and four analogs displayed potent anticonvulsant activities, while another four compounds showed moderate anticonvulsant activities. Surprisingly, none of the enaminone esters had any significant antibacterial activity. (C) 2008 Elsevier Masson SAS. All rights reserved.