4'-(2-furyl)-N-(6-methoxypyridin-3-yl)-4,5'-bipyrimidin-2'-amine | 851371-23-8

• 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-(6-methoxypyridin-3-yl)-4,5'-bipyrimidin-2'-amine
• 英文别名: 4-(furan-2-yl)-N-(6-methoxypyridin-3-yl)-5-pyrimidin-4-ylpyrimidin-2-amine
• CAS: 851371-23-8
• 化学式: C₁₈H₁₄N₆O₂
• 分子量: 346.348
• InChiKey: KFVNLZHVGOLGOY-UHFFFAOYSA-N

物化性质

• 熔点：
  212.6-213.7 °C
• 沸点：
  551.1±60.0 °C(Predicted)
• 密度：
  1.337±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  98.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4'-(2-furyl)-N-(6-methoxypyridin-3-yl)-4,5'-bipyrimidin-2'-amine 在 氢溴酸 作用下， 反应 10.0h， 以61%的产率得到5-{[4'-(2-furyl)-4,5'-bipyrimidin-2'-yl]amino}pyridin-2(1H)-one
  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
• 作为产物：
  描述：

  4-甲基嘧啶 在 copper(l) iodide potassium carbonate 、 lithium hexamethyldisilazane 、 N,N'-二甲基乙二胺 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 43.0h， 生成 4'-(2-furyl)-N-(6-methoxypyridin-3-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

• [EN] PYRIMIDIN-2-AMINE DERIVATES AND THEIR USE AS A2B ADENOSINE RECEPTOR ANTAGONISTS<br/>[FR] DERIVES DE PYRIMIDIN-2-AMINE ET UTILISATION DE CEUX-CI EN TANT QU'ANTAGONISTES DU RECEPTEUR DE L'ADENOSINE A2B
  申请人：ALMIRALL PRODESFARMA SA

  公开号：WO2005040155A1

  公开（公告）日：2005-05-06

  This invention is directed to new potent and selective antagonists of the A2B adenosine receptor having the general formula (I) to processes for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

  本发明涉及新型强效选择性A2B腺苷受体拮抗剂，其具有一般式(I)，以及其制备方法；涉及包含它们的药物组合物；以及它们在治疗中的应用。
• 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。
• PYRIMIDIN-2-AMINE DERIVATIVES AND THEIR USE AS A2B ADENOSINE RECEPTOR ANTAGONISTS
  申请人：Almirall Prodesfarma, S.A.

  公开号：EP1668000A1

  公开（公告）日：2006-06-14
• 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.