1-ferrocenyl-3-(2-nitro-4-dimethylamino)phenyl-2-propen-1-one | 1394431-86-7

• 英文名称: 1-ferrocenyl-3-(2-nitro-4-dimethylamino)phenyl-2-propen-1-one
• CAS: 1394431-86-7
• 化学式: C₂₁H₂₀FeN₂O₃
• 分子量: 404.248
• InChiKey: SSLBCZZHMDBJAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  1-ferrocenyl-3-(2-nitro-4-dimethylamino)phenyl-2-propen-1-one 在 ferrous(II) sulfate heptahydrate 、 甲酸铵 、 锌 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以70%的产率得到2-ferrocenyl-7-dimethylaminoquinoline
  参考文献：
  名称：

  Synthesis of 2-ferrocenylquinoline derivatives and evaluation of their antimalarial activity

  摘要：

  Some quinoline-based compounds bearing a ferrocenyl unit in the 2-position of the heterocyclic system were synthesized from ferrocenyl-o-nitrochalcones through a simple hydrogenation/intramolecular cyclization sequence and fully characterized. The obtained ferrocenyl derivatives were evaluated in vitro as antimalarial agents against chloroquine-susceptible D10 and chloroquine-resistant W2 strains of Plasmodium falciparum and a beneficial effect of the organometallic moiety was evidenced in comparison with the phenyl-substituted analogues. All the ferrocenyl heterocycles inhibited the parasite growth in mu M range and the lowest values of IC50 were determined for derivatives containing a dimethylamino group as additional substituent. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.06.025
• 作为产物：
  描述：

  乙酰基二茂铁 、 4-二甲氨基-2-硝基苯甲醛 在 sodium hydroxide 作用下， 以 neat (no solvent) 为溶剂， 反应 1.0h， 以74%的产率得到1-ferrocenyl-3-(2-nitro-4-dimethylamino)phenyl-2-propen-1-one
  参考文献：
  名称：

  Synthesis of 2-ferrocenylquinoline derivatives and evaluation of their antimalarial activity

  摘要：

  Some quinoline-based compounds bearing a ferrocenyl unit in the 2-position of the heterocyclic system were synthesized from ferrocenyl-o-nitrochalcones through a simple hydrogenation/intramolecular cyclization sequence and fully characterized. The obtained ferrocenyl derivatives were evaluated in vitro as antimalarial agents against chloroquine-susceptible D10 and chloroquine-resistant W2 strains of Plasmodium falciparum and a beneficial effect of the organometallic moiety was evidenced in comparison with the phenyl-substituted analogues. All the ferrocenyl heterocycles inhibited the parasite growth in mu M range and the lowest values of IC50 were determined for derivatives containing a dimethylamino group as additional substituent. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.06.025