4-ethyl 2-methyl 5-(4-(dimethylamino)-2-((4-methoxyphenyl)amino)thiazole-5-carboxamido)-3-methylthiophene-2,4-dicarboxylate

• 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: 4-ethyl 2-methyl 5-(4-(dimethylamino)-2-((4-methoxyphenyl)amino)thiazole-5-carboxamido)-3-methylthiophene-2,4-dicarboxylate
• 英文别名: 4-O-ethyl 2-O-methyl 5-[[4-(dimethylamino)-2-(4-methoxyanilino)-1,3-thiazole-5-carbonyl]amino]-3-methylthiophene-2,4-dicarboxylate
• 化学式: C₂₃H₂₆N₄O₆S₂
• 分子量: 518.615
• InChiKey: AOKQKJLVGCXOFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  176
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-氧代丁酸甲酯 在 吗啉 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.25h， 生成 4-ethyl 2-methyl 5-(4-(dimethylamino)-2-((4-methoxyphenyl)amino)thiazole-5-carboxamido)-3-methylthiophene-2,4-dicarboxylate
  参考文献：
  名称：

  Novel thiazole–thiophene conjugates as adenosine receptor antagonists: Synthesis, biological evaluation and docking studies

  摘要：

  Here we report novel thiazole-thiophene conjugates as adenosine receptor antagonists. All the molecules were evaluated for their binding affinity for adenosine receptors. Most of the molecules were found to interact with the A(1), A(2A) and A(3) adenosine receptor subtypes with good affinity values. The most potent and selective compound 8n showed an A(3) K-i value of 0.33 mu M with selectivity ratios of >90 versus the A(1) and >30 versus the A(2) subtypes. For compound 8n docking studies into the binding site of the A(3) adenosine receptor are provided to visualize its binding mode. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2015.01.040

文献信息

• Novel thiazole–thiophene conjugates as adenosine receptor antagonists: Synthesis, biological evaluation and docking studies
  作者：Dhaivat H. Pandya、Jayesh A. Sharma、Hitesh B. Jalani、Amit N. Pandya、V. Sudarsanam、Sonja Kachler、Karl Norbert Klotz、Kamala K. Vasu

  DOI：10.1016/j.bmcl.2015.01.040

  日期：2015.3

  Here we report novel thiazole-thiophene conjugates as adenosine receptor antagonists. All the molecules were evaluated for their binding affinity for adenosine receptors. Most of the molecules were found to interact with the A(1), A(2A) and A(3) adenosine receptor subtypes with good affinity values. The most potent and selective compound 8n showed an A(3) K-i value of 0.33 mu M with selectivity ratios of >90 versus the A(1) and >30 versus the A(2) subtypes. For compound 8n docking studies into the binding site of the A(3) adenosine receptor are provided to visualize its binding mode. (C) 2015 Published by Elsevier Ltd.