2-amino-4-[4-(N,N-dimethylamino)phenyl]-4,6-dihydro-3H-[1,3, 5]triazino[2,1-b]quinazoline | 1182346-91-3

• 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: 2-amino-4-[4-(N,N-dimethylamino)phenyl]-4,6-dihydro-3H-[1,3, 5]triazino[2,1-b]quinazoline
• 英文别名: 4-[4-(dimethylamino)phenyl]-6,11-dihydro-4H-[1,3,5]triazino[2,1-b]quinazolin-2-amine
• CAS: 1182346-91-3
• 化学式: C₁₈H₂₀N₆
• 分子量: 320.397
• InChiKey: WNKBYMVEFLUCDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对二甲氨基苯甲醛 、 3,4-dihydroquinazolin-2-yl guanidine 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以75%的产率得到2-amino-4-[4-(N,N-dimethylamino)phenyl]-4,6-dihydro-3H-[1,3, 5]triazino[2,1-b]quinazoline
  参考文献：
  名称：

  Synthesis and Heterocyclizations of 3,4-Dihydroquinazolin-2-yl Guanidine in the Search of New Anticancer Agents

  摘要：

  The cyclocondensations of 3,4-dihydroquinazolin-2-yl guanidine with a variety of electrophilic reagents viz. aldehydes, ketones, triethyl orthoformate, diethyl ethoxymethylenemalonate, carbon disulfide and trichloroacetonitrile were found to afford 1,3,5-triazino[2,1-b]quinazolines. However, some unexpected reactions were also observed. The structural properties such as tautomerism and hinderance to conformational rotation were also investigated. The results of biological testing suggested that the 1,3,5-triazino[2,1-b]quinazoline nucleus could be a new promising scaffold for the development of potential anticancer agents.

  DOI：

  10.3987/com-09-11672

文献信息

• Synthesis and Heterocyclizations of 3,4-Dihydroquinazolin-2-yl Guanidine in the Search of New Anticancer Agents
  作者：Wai Keung Chui、Anton V. Dolzhenko、Anna V. Dolzhenko、Mi Chelle Foo、Bee Jen Tan、Gigi Ngar Chee Chiu

  DOI：10.3987/com-09-11672

  日期：——

  The cyclocondensations of 3,4-dihydroquinazolin-2-yl guanidine with a variety of electrophilic reagents viz. aldehydes, ketones, triethyl orthoformate, diethyl ethoxymethylenemalonate, carbon disulfide and trichloroacetonitrile were found to afford 1,3,5-triazino[2,1-b]quinazolines. However, some unexpected reactions were also observed. The structural properties such as tautomerism and hinderance to conformational rotation were also investigated. The results of biological testing suggested that the 1,3,5-triazino[2,1-b]quinazoline nucleus could be a new promising scaffold for the development of potential anticancer agents.