2-Amino-4-{N'-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazino}-6-morpholin-4-yl-pyrimidine-5-carbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Amino-4-{N'-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazino}-6-morpholin-4-yl-pyrimidine-5-carbonitrile
• 英文别名: 2-amino-4-[(2E)-2-[(4-methoxyphenyl)methylidene]hydrazinyl]-6-morpholin-4-ylpyrimidine-5-carbonitrile
• 化学式: C₁₇H₁₉N₇O₂
• 分子量: 353.384
• InChiKey: BGZFTEOSGKVNKT-RGVLZGJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-amino-6-(methylthio)-4-morpholino-5-pyrimidinecarbonitrile 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2-Amino-4-{N'-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazino}-6-morpholin-4-yl-pyrimidine-5-carbonitrile
  参考文献：
  名称：

  Synthesis and in vitro antitumoral activity of new hydrazinopyrimidine-5-carbonitrile derivatives

  摘要：

  A new series of 2-amino-6-(2-alkyl or arylidenehydrazinyl)-4-(dialkylamino)pyrimidine-5-carbonitriles, 5-24, were synthesized in satisfactory overall yield, using 2-amino-4-(dialkylamino)-6-hydrazino-5-pyrimidinecarbonitriles 3, 4, as key intermediates, by applying classical synthetic methods to construct the hydrazone moiety at C-6 of the pyrimidine ring. Hydrazinopyrimidine derivatives 5-24 were evaluated for their in vitro anticancer activity toward cell lines of nine different types of human cancers. Some of the newly prepared compounds demonstrated inhibitory effects on the growth of a wide range of cancer cell lines generally at 10(-5) M level and in some cases at 10(-7) M concentrations. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.012

文献信息

• Synthesis and in vitro antitumoral activity of new hydrazinopyrimidine-5-carbonitrile derivatives
  作者：Maria T. Cocco、Cenzo Congiu、Valentina Lilliu、Valentina Onnis

  DOI：10.1016/j.bmc.2005.08.012

  日期：2006.1

  A new series of 2-amino-6-(2-alkyl or arylidenehydrazinyl)-4-(dialkylamino)pyrimidine-5-carbonitriles, 5-24, were synthesized in satisfactory overall yield, using 2-amino-4-(dialkylamino)-6-hydrazino-5-pyrimidinecarbonitriles 3, 4, as key intermediates, by applying classical synthetic methods to construct the hydrazone moiety at C-6 of the pyrimidine ring. Hydrazinopyrimidine derivatives 5-24 were evaluated for their in vitro anticancer activity toward cell lines of nine different types of human cancers. Some of the newly prepared compounds demonstrated inhibitory effects on the growth of a wide range of cancer cell lines generally at 10(-5) M level and in some cases at 10(-7) M concentrations. (c) 2005 Elsevier Ltd. All rights reserved.