3-nitro-2-(dimetilammino)propilamminopiridina | 86004-94-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3-nitro-2-(dimetilammino)propilamminopiridina
• 英文别名: N',N'-dimethyl-N-(3-nitropyridin-2-yl)propane-1,3-diamine
• CAS: 86004-94-6
• 化学式: C₁₀H₁₆N₄O₂
• mdl: MFCD11125375
• 分子量: 224.263
• InChiKey: LIZMUFPTHBSHII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-nitro-2-(dimetilammino)propilamminopiridina 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 N²-(3-Dimethylamino-propyl)-pyridine-2,3-diamine
  参考文献：
  名称：

  Pirisino; Alamanni; Savelli, Farmaco, Edizione Scientifica, 1983, vol. 38, # 5, p. 330 - 339

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-3-硝基吡啶 、 N,N-二甲基-1,3-二氨基丙烷 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 3-nitro-2-(dimetilammino)propilamminopiridina
  参考文献：
  名称：

  Pirisino; Alamanni; Savelli, Farmaco, Edizione Scientifica, 1983, vol. 38, # 5, p. 330 - 339

  摘要：

  DOI：

文献信息

• Pirisino; Alamanni; Savelli, Farmaco, Edizione Scientifica, 1983, vol. 38, # 5, p. 330 - 339
  作者：Pirisino、Alamanni、Savelli、Sparatore、Manca、Satta

  DOI：——

  日期：——
• Savelli; Boido; Pirisino, Farmaco, Edizione Pratica, 1987, vol. 42, # 11, p. 833 - 844
  作者：Savelli、Boido、Pirisino、Piu、Satta、Manca

  DOI：——

  日期：——
• Design, synthesis and biological evaluation of novel 7-alkylamino substituted benzo[a]phenazin derivatives as dual topoisomerase I/II inhibitors
  作者：Bing-Lei Yao、Yan-Wen Mai、Shuo-Bin Chen、Hua-Ting Xie、Pei-Fen Yao、Tian-Miao Ou、Jia-Heng Tan、Hong-Gen Wang、Ding Li、Shi-Liang Huang、Lian-Quan Gu、Zhi-Shu Huang

  DOI：10.1016/j.ejmech.2015.01.024

  日期：2015.3

  A novel series of benzo[a]phenazin derivatives bearing alkylamino side chains were designed, synthesized and evaluated for their topoisomerases inhibitory activity as well as cytotoxicity against four human cancer cell lines (HL-60, K-562, HeLa, and A549). These compounds were found to be dual inhibitors of topoisomerase (Topo) I and Topo II, and exhibited excellent antiproliferative activity, in particular against HL-60 cells with submicromolar IC50 values. Further mechanistic studies showed that this class of compounds acted as Topo I poisons by stabilizing the Topo I-DNA cleavage complexes and Topo II catalytic inhibitors by inhibiting the ATPase activity of hTopo II. Molecular docking studies revealed the binding modes of these compounds for Topo I and Topo II. (C) 2015 Elsevier Masson SAS. All rights reserved.