N-((1-(2-amino-4-morpholinobenzyl)-1H-imidazol-5-yl)methyl)-3,4-difluoroaniline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-((1-(2-amino-4-morpholinobenzyl)-1H-imidazol-5-yl)methyl)-3,4-difluoroaniline
• 英文别名: N-[[3-[(2-amino-4-morpholin-4-ylphenyl)methyl]imidazol-4-yl]methyl]-3,4-difluoroaniline
• 化学式: C₂₁H₂₃F₂N₅O
• 分子量: 399.443
• InChiKey: ACGDOQFGLOZGPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  68.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-二氟苯胺 在 tin(II) chloride dihdyrate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 3.58h， 生成 N-((1-(2-amino-4-morpholinobenzyl)-1H-imidazol-5-yl)methyl)-3,4-difluoroaniline
  参考文献：
  名称：

  Dialkylimidazole inhibitors of Trypanosoma cruzi sterol 14α-demethylase as anti-Chagas disease agents

  摘要：

  New dialkylimidazole based sterol 14 alpha-demethylase inhibitors were prepared and tested as potential anti-Trypanosoma cruzi agents. Previous studies had identified compound 2 as the most potent and selective inhibitor against parasite cultures. In addition, animal studies had demonstrated that compound 2 is highly efficacious in the acute model of the disease. However, compound 2 has a high molecular weight and high hydrophobicity, issues addressed here. Systematic modifications were carried out at four positions on the scaffold and several inhibitors were identified which are highly potent (EC50 <1 nM)against T. cruzi in culture. The halogenated derivatives 36j, 36k, and 36p, display excellent activity against T. cruzi amastigotes, with reduced molecular weight and lipophilicity, and exhibit suitable physicochemical properties for an oral drug candidate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.015