LUF5833 | 333962-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: LUF5833
• 英文别名: 2-amino-6-(1H-imidazol-2-ylmethylsulfanyl)-4-phenyl-pyridine-3,5-dicarbonitrile；2-amino-6-(1H-imidazol-2-ylmethylsulfanyl)-4-phenylpyridine-3,5-dicarbonitrile
• CAS: 333962-93-9
• 化学式: C₁₇H₁₂N₆S
• 分子量: 332.388
• InChiKey: MUJWBVGOOQHTTJ-UHFFFAOYSA-N

物化性质

• 熔点：
  224 °C (decomp)
• 沸点：
  680.1±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-amino-4-phenyl-6-phenylsulfanyl-pyridine-3,5-dicarbonitrile 在 sodium sulfide 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 LUF5833
  参考文献：
  名称：

  New, Non-Adenosine, High-Potency Agonists for the Human Adenosine A_2B Receptor with an Improved Selectivity Profile Compared to the Reference Agonist N-Ethylcarboxamidoadenosine

  摘要：

  The adenosine A(2B) receptor is the least well characterized of the four known adenosine receptor subtypes because of the absence of potent, selective agonists. Here, we present five non-adenosine agonists. Among them, 2-amino-4-(4-hydroxyphenyl)-6-(1H-imidazol-2-ylmethylsulfanyl)pyridine-3,5.-dicarbonitrile, 17, LUF5834, is a high-efficacy partial agonist with EC50 = 12 nM and 45-fold selectivity over the adenosine A(3) receptor but lacking selectivity versus the A, and A(2A) subtypes. Compound 18, LUF5835, the 3-hydroxyphenyl analogue, is a full agonist with EC50 = 10 nM.

  DOI：

  10.1021/jm049947s

文献信息

• US7504421B2
  申请人：——

  公开号：US7504421B2

  公开（公告）日：2009-03-17
• New, Non-Adenosine, High-Potency Agonists for the Human Adenosine A_2B Receptor with an Improved Selectivity Profile Compared to the Reference Agonist <i>N</i>-Ethylcarboxamidoadenosine
  作者：Margot W. Beukers、Lisa C. W. Chang、Jacobien K. von Frijtag Drabbe Künzel、Thea Mulder-Krieger、Ronald F. Spanjersberg、Johannes Brussee、Ad P. IJzerman

  DOI：10.1021/jm049947s

  日期：2004.7.1

  The adenosine A(2B) receptor is the least well characterized of the four known adenosine receptor subtypes because of the absence of potent, selective agonists. Here, we present five non-adenosine agonists. Among them, 2-amino-4-(4-hydroxyphenyl)-6-(1H-imidazol-2-ylmethylsulfanyl)pyridine-3,5.-dicarbonitrile, 17, LUF5834, is a high-efficacy partial agonist with EC50 = 12 nM and 45-fold selectivity over the adenosine A(3) receptor but lacking selectivity versus the A, and A(2A) subtypes. Compound 18, LUF5835, the 3-hydroxyphenyl analogue, is a full agonist with EC50 = 10 nM.