1-N-[3-(dimethylamino)propyl]-4-methoxybenzene-1,2-diamine | 78156-08-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-N-[3-(dimethylamino)propyl]-4-methoxybenzene-1,2-diamine
• CAS: 78156-08-8
• 化学式: C₁₂H₂₁N₃O
• 分子量: 223.318
• InChiKey: KYKMGVMNCOSCSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯丙酮酸 、 1-N-[3-(dimethylamino)propyl]-4-methoxybenzene-1,2-diamine 以 乙醇 为溶剂， 反应 8.0h， 以65%的产率得到2(1H)-Quinoxalinone, 3-benzyl-1-(3-(dimethylamino)propyl)-6-methoxy-
  参考文献：
  名称：

  Mule; Pirisino; Manca, Farmaco, Edizione Scientifica, 1988, vol. 43, # 7-8, p. 613 - 618

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氟-3-硝基苯甲醚 在 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 1-N-[3-(dimethylamino)propyl]-4-methoxybenzene-1,2-diamine
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel 7-alkylamino substituted benzo[a]phenazin derivatives as dual topoisomerase I/II inhibitors

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2015.01.024

文献信息

• Alamanni; Pirisino; Savelli, Farmaco, Edizione Scientifica, 1981, vol. 36, # 5, p. 359 - 371
  作者：Alamanni、Pirisino、Savelli、Sparatore、Manca、Satta

  DOI：——

  日期：——
• MULE, A.;PIRISINO, G.;MANCA, P.;SATTA, M.;PEANA, A.;SAVELLI, F., FARMACO: ED. SCI., 43,(1988) N 7-8, C. 613-618
  作者：MULE, A.、PIRISINO, G.、MANCA, P.、SATTA, M.、PEANA, A.、SAVELLI, F.

  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.
• Mule; Pirisino; Manca, Farmaco, Edizione Scientifica, 1988, vol. 43, # 7-8, p. 613 - 618
  作者：Mule、Pirisino、Manca、Satta、Peana、Savelli

  DOI：——

  日期：——