6-chloro-9-(3-methoxyphenyl)purine | 500289-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-chloro-9-(3-methoxyphenyl)purine
• CAS: 500289-87-2
• 化学式: C₁₂H₉ClN₄O
• 分子量: 260.683
• InChiKey: OVQHDWNWCARELV-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C
• 沸点：
  458.1±55.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloro-9-(3-methoxyphenyl)purine 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and evaluation of novel heterocyclic inhibitors of GSK-3

  摘要：

  A set of novel heterocyclic pyrimidyl hydrazones has been synthesized as inhibitors of glycogen synthase kinase-3 (GSK-3) with the most active exhibiting low nanomolar activity. Quantum mechanical calculations indicate that of the conformational factors that Could determine binding affinity, the planarity of the phenyl ring in relation to the central core and the conformation of the hydrazone chain may be the most influential. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.057
• 作为产物：
  描述：

  间氨基苯甲醚 以 乙醇 为溶剂， 生成 6-chloro-9-(3-methoxyphenyl)purine
  参考文献：
  名称：

  Synthesis and evaluation of novel heterocyclic inhibitors of GSK-3

  摘要：

  A set of novel heterocyclic pyrimidyl hydrazones has been synthesized as inhibitors of glycogen synthase kinase-3 (GSK-3) with the most active exhibiting low nanomolar activity. Quantum mechanical calculations indicate that of the conformational factors that Could determine binding affinity, the planarity of the phenyl ring in relation to the central core and the conformation of the hydrazone chain may be the most influential. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.057

文献信息

• 9-Arylpurines as a Novel Class of Enterovirus Inhibitors
  作者：Leire Aguado、Hendrik Jan Thibaut、Eva-María Priego、María-Luisa Jimeno、María-José Camarasa、Johan Neyts、María-Jesús Pérez-Pérez

  DOI：10.1021/jm901240p

  日期：2010.1.14

  Here we report on a novel class of enterovirus inhibitors that can be structurally described as 9-arylpurines. These compounds elicit activity against a variety of enteroviruses in the low μM range including Coxsackie virus A16, A21, A24, Coxsackie virus B3, and echovirus 9. Structure−activity relationship (SAR) studies indicate that a chlorine or bromine atom is required at position 6 of the purine

  在这里，我们报告了一种新型的肠道病毒抑制剂，其结构上可称为9-芳基嘌呤。这些化合物引起针对多种低μM范围内肠病毒的活性，包括柯萨奇病毒A16，A21，A24，柯萨奇病毒B3和回声病毒9。结构活性关系（SAR）研究表明，位置上需要一个氯或溴原子嘌呤环中的6个具有抗病毒活性。该系列中最具选择性的化合物以剂量依赖性方式抑制柯萨奇病毒B3复制，EC 50值约为5-8μM。在高达250μM的浓度下，未观察到对不同细胞系的毒性。此外，未检测到对TBZE-029和TTP-8307 CVB3耐药菌株的交叉耐药性。