1,3-Bis[(4-chlorophenyl)methyl]-2-(4-nitrophenyl)imidazolidine | 500587-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1,3-Bis[(4-chlorophenyl)methyl]-2-(4-nitrophenyl)imidazolidine
• CAS: 500587-32-6
• 化学式: C₂₃H₂₁Cl₂N₃O₂
• 分子量: 442.345
• InChiKey: ICGQVXUXFWBBQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-bis(p-chlorobenzylamino)ethane 、 对硝基苯甲醛 以 乙醇 、 水 为溶剂， 反应 1.5h， 以90%的产率得到1,3-Bis[(4-chlorophenyl)methyl]-2-(4-nitrophenyl)imidazolidine
  参考文献：
  名称：

  Imidazolidines as new anti-Trypanosoma cruzi agents: Biological evaluation and structure–activity relationships

  摘要：

  Imidazolidine derivatives were studied as anti-Trypanosoma cruzi agents. Imidazolines can be considered as ethylenediamine/carbonyl precursors and therefore interfere with the biosynthesis of polyamines into the parasite. Some of the derivatives were found to have high and selective activity against the proliferative stages of the parasite, with IC50 values against the epimastigote form in the low micromolar range as the reference drug Nifurtimox. The imidazolidines demonstrated to be stable after five days of incubation in buffer glucose, pH 7, indicating that diamines were not obtained in these conditions. But it was found that two of the studied diamine precursors were as active as the parent compounds. Probably, the imidazolidines affect the mitochondrial integrity according to the excreted end-products found in the NMR studies. The QSAR studies indicated that the bioactivities are correlated with the lipophilicities. In conclusion, we have described a new and relevant bioactivity for imidazolidines. The results support further in vivo studies of some of these imidazolidine derivatives. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.077

文献信息

• Imidazolidines as new anti-Trypanosoma cruzi agents: Biological evaluation and structure–activity relationships
  作者：M. Cristina Caterina、Isabel A. Perillo、Lucía Boiani、Horacio Pezaroglo、Hugo Cerecetto、Mercedes González、Alejandra Salerno

  DOI：10.1016/j.bmc.2007.11.077

  日期：2008.3

  Imidazolidine derivatives were studied as anti-Trypanosoma cruzi agents. Imidazolines can be considered as ethylenediamine/carbonyl precursors and therefore interfere with the biosynthesis of polyamines into the parasite. Some of the derivatives were found to have high and selective activity against the proliferative stages of the parasite, with IC50 values against the epimastigote form in the low micromolar range as the reference drug Nifurtimox. The imidazolidines demonstrated to be stable after five days of incubation in buffer glucose, pH 7, indicating that diamines were not obtained in these conditions. But it was found that two of the studied diamine precursors were as active as the parent compounds. Probably, the imidazolidines affect the mitochondrial integrity according to the excreted end-products found in the NMR studies. The QSAR studies indicated that the bioactivities are correlated with the lipophilicities. In conclusion, we have described a new and relevant bioactivity for imidazolidines. The results support further in vivo studies of some of these imidazolidine derivatives. (C) 2007 Elsevier Ltd. All rights reserved.