2-cyclopentylidenemethyl-4,9-dihydro-1-methyl-1H-naphtho[2,3-d]imidazol-4,9-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-cyclopentylidenemethyl-4,9-dihydro-1-methyl-1H-naphtho[2,3-d]imidazol-4,9-dione
• 英文别名: 2-(Cyclopentylidenemethyl)-3-methylbenzo[f]benzimidazole-4,9-dione
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: AGDQSANXAOEMFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-3-氯-1,4-萘醌 在 乙酰氯 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.5h， 生成 2-cyclopentylidenemethyl-4,9-dihydro-1-methyl-1H-naphtho[2,3-d]imidazol-4,9-dione
  参考文献：
  名称：

  Preparation and in vitro antiprotozoan activity of new naphthoimidazolediones

  摘要：

  The original compound bearing the coplanar quinone and imidazole systems, 2-chloromethyl-4,9-dihydro-1-methyl-1H-naphtho[2,3-d]imidazol-4,9-dione reacted with various nitronate anions to afford, in moderate to good yields, new naphthoimidazolediones bearing a trisubstituted ethylenic double bond at the 2-position. These compounds were evaluated as potential antiprotozoan agents. Some derivatives were found to have a significant activity, but the naphthoquinone was found to be a less efficient pharmacophore than the nitro group.

  DOI：

  10.1016/s0223-5234(97)84015-9

文献信息

• Preparation and in vitro antiprotozoan activity of new naphthoimidazolediones
  作者：P Vanelle、S Donini、J Maldonado、M.P. Crozet、F Delmas、M Gasquet、P Timon-David

  DOI：10.1016/s0223-5234(97)84015-9

  日期：1997.6

  The original compound bearing the coplanar quinone and imidazole systems, 2-chloromethyl-4,9-dihydro-1-methyl-1H-naphtho[2,3-d]imidazol-4,9-dione reacted with various nitronate anions to afford, in moderate to good yields, new naphthoimidazolediones bearing a trisubstituted ethylenic double bond at the 2-position. These compounds were evaluated as potential antiprotozoan agents. Some derivatives were found to have a significant activity, but the naphthoquinone was found to be a less efficient pharmacophore than the nitro group.