5,6-diamino-3-[2-(ethylthio)ethyl]-1-(3-methoxypropyl)uracil | 1161028-52-9

• 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: 5,6-diamino-3-[2-(ethylthio)ethyl]-1-(3-methoxypropyl)uracil
• 英文别名: 5,6-Diamino-3-(2-ethylsulfanylethyl)-1-(3-methoxypropyl)pyrimidine-2,4-dione
• CAS: 1161028-52-9
• 化学式: C₁₂H₂₂N₄O₃S
• 分子量: 302.398
• InChiKey: XVSXYKJPEYRLLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-呋喃乙酸 、 5,6-diamino-3-[2-(ethylthio)ethyl]-1-(3-methoxypropyl)uracil 在 N,N'-二异丙基碳二亚胺 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.67h， 以50%的产率得到1-[2-(ethylthio)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
• 作为产物：
  描述：

  6-amino-3-[2-(ethylthio)ethyl]-1-(3-methoxypropyl)-5-nitrosouracil 在 sodium dithionite 、 氨 、 水 作用下， 以80%的产率得到5,6-diamino-3-[2-(ethylthio)ethyl]-1-(3-methoxypropyl)uracil
  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