5-(4-Dimethylamino-phenyl)-6-(4-methoxy-phenyl)-furo[2,3-d]pyrimidin-4-ylamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 5-(4-Dimethylamino-phenyl)-6-(4-methoxy-phenyl)-furo[2,3-d]pyrimidin-4-ylamine
• 英文别名: Furo[2,3-d]pyrimidine deriv. 7e；5-[4-(dimethylamino)phenyl]-6-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-amine
• 化学式: C₂₁H₂₀N₄O₂
• 分子量: 360.415
• InChiKey: AICMELCBVMDBIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  77.4
• 氢给体数：
  1
• 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 5-(4-Dimethylamino-phenyl)-6-(4-methoxy-phenyl)-furo[2,3-d]pyrimidin-4-ylamine
  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

• 4-AMINO-2,3-DISUBSTITUTED THIENO [2,3,D]PYRIMIDINES AND PHARMACEUTICAL COMPOSITIONS THEREOF
  申请人：Adams Jerry Leroy

  公开号：US20080287466A1

  公开（公告）日：2008-11-20

  Furo- and thienopyrimidine derivatives, which are useful as TIE-2 and/or VEGFR-2 inhibitors are described herein. The described invention also includes methods of making such furo- and thienopyrimidine derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

  本文描述了作为TIE-2和/或VEGFR-2抑制剂有用的呋喃和噻唑嘧啶衍生物。所述发明还包括制备这种呋喃和噻唑嘧啶衍生物的方法以及使用它们治疗增生性疾病的方法。
• US7427623B2
  申请人：——

  公开号：US7427623B2

  公开（公告）日：2008-09-23
• 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.