2-nitro-5-(1-piperidinyl)aniline | 74628-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-nitro-5-(1-piperidinyl)aniline
• 英文别名: 2-Nitro-4-piperidin-1-ylaniline
• CAS: 74628-25-4
• 化学式: C₁₁H₁₅N₃O₂
• 分子量: 221.259
• InChiKey: ZRXNHKREYCOKPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  75.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-nitro-5-(1-piperidinyl)aniline 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 4-(piperidin-1-yl)benzene-1,2-diamine
  参考文献：
  名称：

  Quantitative structure–activity relationships on 5-substituted terbenzimidazoles as topoisomerase I poisons and antitumor agents

  摘要：

  Several 5-substituted terbenzimidazoles were synthesized and evaluated as mammalian topoisomerase I poisons and for cytotoxicity against a human lymphoblastoma cell line, RPMI-8402. No correlation was observed between topoisomerase I poisoning activity and the Hansch pi value or the sigma(meta) and sigma(para) values associated with each substituent. These data suggest that electronic effects and relative lipophilicity of substituents at the 5-position of these terbenzimidazoles do not have a significant effect upon intrinsic topoisomerase I poisoning activity. There was, however, a good correlation between the relative pi values for the various subtituents evaluated and cytotoxic activity. Experimentally determined log P values did not correlate well with either cytotoxicity or pi values. Capacity factors (log k') as determined by high pressure liquid chromatography did correlate well with the it values of varied substituents and cytotoxicity. These data indicate that the relative lipophilic activity of substituents at the 5-position of these terbenzimidazoles can strongly influence relative cytotoxic activity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10021-9
• 作为产物：
  描述：

  2-nitro-4-N-piperidinoacetanilide 生成 2-nitro-5-(1-piperidinyl)aniline
  参考文献：
  名称：

  2,3-二硝基苯胺与仲胺反应中的电影和远程取代

  摘要：

  在2，3-二硝基苯胺与仲胺的反应中发现了亲核芳香族电影和远距离取代同时发生。该电影取代是新颖的。

  DOI：

  10.1039/c39800000281

文献信息

• SELF D. P.; WEST D. E.; STILLINGS M. R., J. CHEM. SOC. CHEM. COMMUN., 1980, NO 6, 281-282
  作者：SELF D. P.、 WEST D. E.、 STILLINGS M. R.

  DOI：——

  日期：——