1-[2-(ethylsulfinyl)ethyl]-8-furfuryl-3-(3-methoxypropyl)-1H-purine-2,6(3H,7H)-dione | 1161028-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1-[2-(ethylsulfinyl)ethyl]-8-furfuryl-3-(3-methoxypropyl)-1H-purine-2,6(3H,7H)-dione
• 英文别名: 1-(2-ethylsulfinylethyl)-8-(furan-2-ylmethyl)-3-(3-methoxypropyl)-7H-purine-2,6-dione
• CAS: 1161028-72-3
• 化学式: C₁₈H₂₄N₄O₅S
• 分子量: 408.478
• InChiKey: ZLYUKUISIDJCHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-[2-(ethylthio)ethyl]-8-furfuryl-3-(3-methoxypropyl)-1H-purine-2,6(3H,7H)-dione 在 Oxone 、 Aliquat 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 12.0h， 以39%的产率得到1-[2-(ethylsulfinyl)ethyl]-8-furfuryl-3-(3-methoxypropyl)-1H-purine-2,6(3H,7H)-dione
  参考文献：
  名称：

  Synthesis of novel 1-alkyl-8-substituted-3-(3-methoxypropyl) xanthines as putative A2B receptor antagonists

  摘要：

  In order to identify a high-affinity, selective antagonist for the A(2B) subtype adenosine receptor, more than 40 1,8-disubstituted-3-(3-methoxypropyl) xanthines were prepared and evaluated for their binding affinity at recombinant human adenosine receptors, mainly of the A(2A) and A(2B) subtypes. Some of the 1-ethyl-3-(3-methoxypropyl)-8-aryl substituted derivatives 15(a-m) showed moderate-to-high affinity at human A(2B) receptors, with compound 15d showing A(2B) selectivity over the other A receptors assayed (A(1), A(2A), A(3)) of 34-fold or over. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.029

文献信息

• Synthesis of novel 1-alkyl-8-substituted-3-(3-methoxypropyl) xanthines as putative A2B receptor antagonists
  作者：María Isabel Nieto、María Carmen Balo、José Brea、Olga Caamaño、María Isabel Cadavid、Franco Fernández、Xerardo García Mera、Carmen López、José Enrique Rodríguez-Borges

  DOI：10.1016/j.bmc.2009.03.029

  日期：2009.5

  In order to identify a high-affinity, selective antagonist for the A(2B) subtype adenosine receptor, more than 40 1,8-disubstituted-3-(3-methoxypropyl) xanthines were prepared and evaluated for their binding affinity at recombinant human adenosine receptors, mainly of the A(2A) and A(2B) subtypes. Some of the 1-ethyl-3-(3-methoxypropyl)-8-aryl substituted derivatives 15(a-m) showed moderate-to-high affinity at human A(2B) receptors, with compound 15d showing A(2B) selectivity over the other A receptors assayed (A(1), A(2A), A(3)) of 34-fold or over. (C) 2009 Elsevier Ltd. All rights reserved.