7-(1-Benzyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-2-(6-chloro-pyridin-3-yl)-oxazolo[5,4-d]pyrimidine | 699535-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-(1-Benzyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-2-(6-chloro-pyridin-3-yl)-oxazolo[5,4-d]pyrimidine
• 英文别名: 7-(1-benzyl-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrol-5-yl)-2-(6-chloropyridin-3-yl)-[1,3]oxazolo[5,4-d]pyrimidine
• CAS: 699535-95-0
• 化学式: C₂₃H₂₁ClN₆O
• 分子量: 432.912
• InChiKey: BEZADOVZHRCEFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  二甲胺 、 7-(1-Benzyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-2-(6-chloro-pyridin-3-yl)-oxazolo[5,4-d]pyrimidine 以 四氢呋喃 为溶剂， 反应 40.0h， 生成 {5-[7-(1-Benzyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-oxazolo[5,4-d]pyrimidin-2-yl]-pyridin-2-yl}-dimethyl-amine
  参考文献：
  名称：

  Discovery and optimization of 2-aryl oxazolo-pyrimidines as adenosine kinase inhibitors using liquid phase parallel synthesis

  摘要：

  Adeno sine kinase inhibition is an attractive therapeutic approach for several conditions for example, neurodegeneration, seizures, ischemia, inflammation and pain. Several nucleosidic and non-nucleosidic inhibitors are available. Using a virtual screening approach, we have discovered that 2-aryl oxazolo-pyrimidines are adenosine kinase inhibitors. Subsequent high throughput derivatization enabled the optimization of this new inhibitor chemotype resulting in highly potent derivatives. A variety of analogues were produced by applying liquid phase parallel synthesis to vary the 7-amino residues as well as the 2-aryl moiety. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.082
• 作为产物：
  描述：

  6-氯吡啶-3-羰酰氯 在 吡啶 、 PPA 、 三乙胺 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 43.0h， 生成 7-(1-Benzyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-2-(6-chloro-pyridin-3-yl)-oxazolo[5,4-d]pyrimidine
  参考文献：
  名称：

  Discovery and optimization of 2-aryl oxazolo-pyrimidines as adenosine kinase inhibitors using liquid phase parallel synthesis

  摘要：

  Adeno sine kinase inhibition is an attractive therapeutic approach for several conditions for example, neurodegeneration, seizures, ischemia, inflammation and pain. Several nucleosidic and non-nucleosidic inhibitors are available. Using a virtual screening approach, we have discovered that 2-aryl oxazolo-pyrimidines are adenosine kinase inhibitors. Subsequent high throughput derivatization enabled the optimization of this new inhibitor chemotype resulting in highly potent derivatives. A variety of analogues were produced by applying liquid phase parallel synthesis to vary the 7-amino residues as well as the 2-aryl moiety. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.082

文献信息

• Discovery and optimization of 2-aryl oxazolo-pyrimidines as adenosine kinase inhibitors using liquid phase parallel synthesis
  作者：M Bauser、G Delapierre、M Hauswald、T Flessner、D D'Urso、A Hermann、B Beyreuther、J De Vry、P Spreyer、E Reissmüller、H Meier

  DOI：10.1016/j.bmcl.2004.01.082

  日期：2004.4

  Adeno sine kinase inhibition is an attractive therapeutic approach for several conditions for example, neurodegeneration, seizures, ischemia, inflammation and pain. Several nucleosidic and non-nucleosidic inhibitors are available. Using a virtual screening approach, we have discovered that 2-aryl oxazolo-pyrimidines are adenosine kinase inhibitors. Subsequent high throughput derivatization enabled the optimization of this new inhibitor chemotype resulting in highly potent derivatives. A variety of analogues were produced by applying liquid phase parallel synthesis to vary the 7-amino residues as well as the 2-aryl moiety. (C) 2004 Elsevier Ltd. All rights reserved.