4'-(2-furyl)-N-(pyrimidin-5-yl)-4,5'-bipyrimidin-2'-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4'-(2-furyl)-N-(pyrimidin-5-yl)-4,5'-bipyrimidin-2'-amine
• 英文别名: 4'-(2-furyl)-N-pyrimidin-5-yl-4,5'-bipyrimidin-2'-amine；4''-(2-furyl)-N-pyrimidin-5-yl-4,5''-bipyrimidin-2''-amine；4-(furan-2-yl)-5-pyrimidin-4-yl-N-pyrimidin-5-ylpyrimidin-2-amine
• 化学式: C₁₆H₁₁N₇O
• 分子量: 317.31
• InChiKey: MIWVUJKIMLESNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-甲基嘧啶 在 tris(dibenzylideneacetone)dipalladium (0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 potassium carbonate 、 caesium carbonate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.0h， 生成 4'-(2-furyl)-N-(pyrimidin-5-yl)-4,5'-bipyrimidin-2'-amine
  参考文献：
  名称：

  Discovery and Characterization of 4‘-(2-Furyl)-N-pyridin-3-yl-4,5‘-bipyrimidin-2‘-amine (LAS38096), a Potent, Selective, and Efficacious A_2B Adenosine Receptor Antagonist

  摘要：

  A novel series of N-heteroaryl 4'-(2-furyl)-4,5'-bipyrimidin-2'-amines has been identified as potent and selective A(2B) adenosine receptor antagonists. In particular, compound 5 showed high affinity for the A(2B) receptor (K-i = 17 nM), good selectivity (IC50: A(1) > 1000 nM, A(2A) > 2500 nM, A(3) > 1000 nM), displayed a favorable pharmacokinetic profile in preclinical species, and showed efficacy in functional in vitro models.

  DOI：

  10.1021/jm061333v

文献信息

• Pyrimidin-2-Amine Derivatives and Their Use as A2b Adenosine Receptor Antagonists
  申请人：Vidal Juan Bernat

  公开号：US20070265273A1

  公开（公告）日：2007-11-15

  This invention is directed to new potent and selective antagonists of the A 2B adenosine receptor having the general formula (I); to processes for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

  本发明涉及一种新型的A2B腺苷受体具有一般式(I)的高效选择性拮抗剂，以及它们的制备方法、包含它们的药物组合物和它们在治疗中的应用。
• Discovery and Characterization of 4‘-(2-Furyl)-<i>N</i>-pyridin-3-yl-4,5‘-bipyrimidin-2‘-amine (LAS38096), a Potent, Selective, and Efficacious A_2B Adenosine Receptor Antagonist
  作者：Bernat Vidal、Arsenio Nueda、Cristina Esteve、Teresa Domenech、Sonia Benito、Raquel F. Reinoso、Mercè Pont、Marta Calbet、Rosa López、María Isabel Cadavid、María Isabel Loza、Álvaro Cárdenas、Núria Godessart、Jorge Beleta、Graham Warrellow、Hamish Ryder

  DOI：10.1021/jm061333v

  日期：2007.5.1

  A novel series of N-heteroaryl 4'-(2-furyl)-4,5'-bipyrimidin-2'-amines has been identified as potent and selective A(2B) adenosine receptor antagonists. In particular, compound 5 showed high affinity for the A(2B) receptor (K-i = 17 nM), good selectivity (IC50: A(1) > 1000 nM, A(2A) > 2500 nM, A(3) > 1000 nM), displayed a favorable pharmacokinetic profile in preclinical species, and showed efficacy in functional in vitro models.