3-[(4-oxo-3H-phthalazin-1-yl)amino]propyl acetate | 118189-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-[(4-oxo-3H-phthalazin-1-yl)amino]propyl acetate
• CAS: 118189-84-7
• 化学式: C₁₃H₁₅N₃O₃
• 分子量: 261.28
• InChiKey: XLYBWNHSYPRFSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  84.08
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-[(4-oxo-3H-phthalazin-1-yl)amino]propyl acetate 以 melt 为溶剂， 以97.1%的产率得到3,4-dihydro-2H-pyrimido<2,1-a>phthalazine-7(6H)-one
  参考文献：
  名称：

  Koermendy, Karoly; Ruff, Ferenc; Koevesdi, Istvan, Acta Chimica Hungarica, 1988, vol. 125, # 1, p. 99 - 116

  摘要：

  DOI：
• 作为产物：
  描述：

  溶剂黄146 、 4-[(3-羟基丙基)氨基]-1(2H)-酞嗪酮 反应 6.0h， 以80.4%的产率得到3-[(4-oxo-3H-phthalazin-1-yl)amino]propyl acetate
  参考文献：
  名称：

  Koermendy, Karoly; Ruff, Ferenc; Koevesdi, Istvan, Acta Chimica Hungarica, 1988, vol. 125, # 1, p. 99 - 116

  摘要：

  DOI：

文献信息

• N -ferrocenylpyridazinones and new organic analogues: Synthesis, cyclic voltammetry, DFT analysis and in vitro antiproliferative activity associated with ROS-generation
  作者：Tamás Jernei、Szilvia Bősze、Rita Szabó、Ferenc Hudecz、Katalin Majrik、Antal Csámpai

  DOI：10.1016/j.tet.2017.09.015

  日期：2017.10

  Employing an optimized Pd-catalyzed cross-coupling reaction promoted by CuI, novel N-ferrocenylpyridazinones along with N-phenyl- and N-(2-pyridyl) analogues were synthesized from readily available heterocyclic precursors, iodoferrocene, iodobenzene and 2-bromopyridine. With exception of the ferrocenylation of 6-ferrocenylpyridazin-3(2H)-one yielding both N- and O-substituted products, the studied reactions exclusively afforded N-aryl lactams. The novel compounds exhibited cytotoxicity towards HEPG2 and HT-29 human malignant cells under in vitro conditions. The measured IC50 values supplemented with the results of cyclic voltammetry and DFT calculations suggest that the cytotoxic activity of the N- and O-ferrocenyl-substituted derivatives and the decreased effect of the N-phenyl analogues seem to be at least partly associated with the potential to generate reactive oxygen species (ROS). This interpretation, allowing the prediction of characteristic substituent-dependent SAR, was supported by the results of related studies on the practically inactive N-(2-pyridyl)pyridazinones assumed to be present in protonated chelate forms with highly a decreased propensity to undergo ionization. (C) 2017 Elsevier Ltd. All rights reserved.
• KORMENDY, KAROLY;RUFF, FERENC;KOVESDI, ISTVAN, ACTA CHIM. HUNG., 125,(1988) N 1, 99-115
  作者：KORMENDY, KAROLY、RUFF, FERENC、KOVESDI, ISTVAN

  DOI：——

  日期：——