2-amino-4-(4-(dimethylamino) phenyl)-6-(furan-2-yl)nicotinonitrile | 1042965-92-3

• 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: 2-amino-4-(4-(dimethylamino) phenyl)-6-(furan-2-yl)nicotinonitrile
• 英文别名: 2-amino-4-[4-(dimethylamino)phenyl]-6-(furan-2-yl)pyridine-3-carbonitrile
• CAS: 1042965-92-3
• 化学式: C₁₈H₁₆N₄O
• 分子量: 304.351
• InChiKey: DYDBPFLDTOEQDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  79.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-乙酰基呋喃 在 ammonium acetate 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 正丁醇 为溶剂， 生成 2-amino-4-(4-(dimethylamino) phenyl)-6-(furan-2-yl)nicotinonitrile
  参考文献：
  名称：

  DESIGN AND SYNTHESIS OF NOVEL PYRAZOLES, PYRAZOLINES, AND PYRIDINES FROM CHALCONE DERIVATIVES WITH THE ASSESSMENT OF THEIR IN VITRO ANTICANCER ACTIVITY AGAINST T-47D AND UACC-257 CELL LINES

  摘要：

  DOI：

  10.21608/ejchem.2020.28793.2620

文献信息

• Application of new multi-H-bond catalyst for the preparation of substituted pyridines via a cooperative vinylogous anomeric-based oxidation
  作者：Amir Mahdi Tavassoli、Mohammad Ali Zolfigol、Meysam Yarie

  DOI：10.1007/s11164-022-04875-7

  日期：2023.2

  CH2)2–O–(CH2)]2 for the preparation of a wide range of 2‐amino‐3‐cyano and 2‐hydroxy‐3‐cyanopyridine derivatives bearing thiophene or furan moieties. All desired hybrid pyridines were synthesized in short reaction times with high yields. The crucial finding is that the catalyst was very efficient, stable, and easy retrieve. In addition, a vinylogous anomeric-based oxidation pathway is suggested as

  合成了一种新的含有尿素接头的假聚合物纳米磁性催化剂，即 Fe 3 O 4 @SiO 2 @[(CH 2 ) 3 –urea–(CH 2 ) 2 –O–(CH 2 )] 2。上述纳米磁性催化剂通过使用多种方法进行表征，包括傅里叶变换红外光谱、热重/微分热重分析、振动样品磁强计分析、扫描电子显微镜、透射电子显微镜和能量色散 X 射线分析。在这项研究中，我们检查了 Fe 3 O 4 @SiO 2 @[(CH2 ) 3 –urea–(CH 2 ) 2 –O–(CH 2 )] 2用于制备各种带有噻吩或呋喃部分的 2-氨基-3-氰基和 2-羟基-3-氰基吡啶衍生物。所有所需的杂化吡啶均在短反应时间内以高产率合成。关键的发现是催化剂非常有效、稳定且易于回收。此外，基于插烯异头物的氧化途径被建议作为制备目标分子的机制。 图形概要
• 2-Amino-6-furan-2-yl-4-substituted Nicotinonitriles as A_2A Adenosine Receptor Antagonists
  作者：Monica Mantri、Olivier de Graaf、Jacobus van Veldhoven、Anikó Göblyös、Jacobien K. von Frijtag Drabbe Künzel、Thea Mulder-Krieger、Regina Link、Henk de Vries、Margot W. Beukers、Johannes Brussee、Adriaan P. IJzerman

  DOI：10.1021/jm701594y

  日期：2008.8.1

  A2A adenosine receptor antagonists usually have bi- or tricyclic N aromatic systems with varying substitution patterns to achieve desired receptor affinity and selectivity. Using a pharmacophore model designed by overlap of nonxanthine type of previously known A2A antagonists, we synthesized a new class of compounds having a 2-amino nicotinonitrile core moiety. From our data, we conclude that the presence of at least one furan group rather than phenyl is beneficial for high affinity on the A2A adenosine receptor. Compounds 39 (LUF6050) and 44 (LUF6080) of the series had Ki values of 1.4 and 1.0 nM, respectively, with reasonable selectivity toward the other adenosine receptor subtypes, A,, A2B, and A3. The high affinity of 44 was corroborated in a cAMP second messenger assay, yielding subnanomolar potency for this compound.