1-{4-[4-Amino-6-(4-methoxy-phenyl)-furo[2,3-d]pyrimidin-5-yl]-phenyl}-3-(4-chloro-phenyl)-urea

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 1-{4-[4-Amino-6-(4-methoxy-phenyl)-furo[2,3-d]pyrimidin-5-yl]-phenyl}-3-(4-chloro-phenyl)-urea
• 英文别名: Furo[2,3-d]pyrimidine deriv. 7l；1-[4-[4-amino-6-(4-methoxyphenyl)furo[2,3-d]pyrimidin-5-yl]phenyl]-3-(4-chlorophenyl)urea
• 化学式: C₂₆H₂₀ClN₅O₃
• 分子量: 485.929
• InChiKey: AOOCVFDPBYWOCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(2-(4-methoxyphenyl)-2-oxoethyl)malononitrile 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 溶剂黄146 作用下， 以 四氯化碳 、 乙二醇二甲醚 为溶剂， 生成 1-{4-[4-Amino-6-(4-methoxy-phenyl)-furo[2,3-d]pyrimidin-5-yl]-phenyl}-3-(4-chloro-phenyl)-urea
  参考文献：
  名称：

  Novel 4-amino-furo[2,3-d]pyrimidines as Tie-2 and VEGFR2 dual inhibitors

  摘要：

  A novel class of furo[2,3-d]pyrimidines has been discovered as potent dual inhibitors of Tie-2 and VEGFR2 receptor tyrosine kinases (TK) and a diarylurea moiety at 5-position shows remarkably enhanced activity against both enzymes. One of the most active compounds, 4-amino-3-(4-((2-fluoro-5-(trifluoromethyl)phenyl)amino-carbonylamino)phenyl)-2-(4-methoxyphenyl)furo[2,3-d]pyrimidine (7k) is <3 nM on both TK receptors and the activity is rationalized based on the X-ray crystal structure.

  DOI：

  10.1016/j.bmcl.2005.03.034

文献信息

• Novel 4-amino-furo[2,3-d]pyrimidines as Tie-2 and VEGFR2 dual inhibitors
  作者：Yasushi Miyazaki、Shinichiro Matsunaga、Jun Tang、Yutaka Maeda、Masato Nakano、Rocher J. Philippe、Megumi Shibahara、Wei Liu、Hideyuki Sato、Liping Wang、Robert T. Nolte

  DOI：10.1016/j.bmcl.2005.03.034

  日期：2005.5

  A novel class of furo[2,3-d]pyrimidines has been discovered as potent dual inhibitors of Tie-2 and VEGFR2 receptor tyrosine kinases (TK) and a diarylurea moiety at 5-position shows remarkably enhanced activity against both enzymes. One of the most active compounds, 4-amino-3-(4-((2-fluoro-5-(trifluoromethyl)phenyl)amino-carbonylamino)phenyl)-2-(4-methoxyphenyl)furo[2,3-d]pyrimidine (7k) is <3 nM on both TK receptors and the activity is rationalized based on the X-ray crystal structure.