methyl 3-(2-amino-6-nitroquinazolin-4ylamino)propanoate | 1308319-97-2

• 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: methyl 3-(2-amino-6-nitroquinazolin-4ylamino)propanoate
• 英文别名: Methyl 3-[(2-amino-6-nitroquinazolin-4-yl)amino]propanoate
• CAS: 1308319-97-2
• 化学式: C₁₂H₁₃N₅O₄
• 分子量: 291.266
• InChiKey: NVHWPFGTEPPCNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-amino-6-nitroquinazolin-4ylamino)propanoate 在 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 3.58h， 生成 3-(2-(3-(3,4-dichlorophenyl)ureido)-6-nitroquinazolin-4-ylamino)propanoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of novel quinazoline-derived human Pin1 inhibitors

  摘要：

  A series of novel 2,4-disubstituted quinazoline derivatives were prepared and their inhibitory activities on hPin1 were evaluated. Of all the synthesized compounds, eight compounds displayed inhibitory activities with IC(50) value at the level of 10(-6) mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The design and optimization of novel small molecule Pin1 inhibitors will be guided by the results of this report. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.058
• 作为产物：
  描述：

  methyl 3-(2-chloro-6-nitroquinazolin-4-ylamino)propanoate 在 氨 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以69%的产率得到methyl 3-(2-amino-6-nitroquinazolin-4ylamino)propanoate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel quinazoline-derived human Pin1 inhibitors

  摘要：

  A series of novel 2,4-disubstituted quinazoline derivatives were prepared and their inhibitory activities on hPin1 were evaluated. Of all the synthesized compounds, eight compounds displayed inhibitory activities with IC(50) value at the level of 10(-6) mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The design and optimization of novel small molecule Pin1 inhibitors will be guided by the results of this report. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.058