2-amino-4-(3,4-dimethoxyphenyl)-6-phenylnicotinonitrile | 160729-09-9

• 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: 2-amino-4-(3,4-dimethoxyphenyl)-6-phenylnicotinonitrile
• 英文别名: 2-amino-4-(3,4-dimethoxyphenyl)-6-phenylpyridine-3-carbonitrile
• CAS: 160729-09-9
• 化学式: C₂₀H₁₇N₃O₂
• 分子量: 331.374
• InChiKey: OKJMBTUNNYZOMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  81.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-4-(3,4-dimethoxyphenyl)-6-phenylnicotinonitrile 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 2-amino-4-(3,4-dimethoxyphenyl)-6-phenylpyridine-3-carboxamide
  参考文献：
  名称：

  Sharma, Anoop K.; Yadav, Ashok K.; Prakash, Lalit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 8, p. 740 - 742

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二甲氧基查耳酮 、 丙二腈 在 乙酸铵 、 aluminum oxide 作用下， 反应 0.08h， 以82%的产率得到2-amino-4-(3,4-dimethoxyphenyl)-6-phenylnicotinonitrile
  参考文献：
  名称：

  取代吡啶和吡啶并[2,3-d]嘧啶衍生物的环保合成

  摘要：

  描述了一种从查耳酮和丙二腈中合成吡啶和吡啶并 [2,3-d] 嘧啶的环境友好的新型一锅法。在纯条件下使用微波辐射的反应中，观察到反应速率和产率的提高。

  DOI：

  10.1007/s11172-005-0440-z

文献信息

• Iron(III) phosphate as a green and reusable catalyst for the synthesis of 4,6-disubstituted 2-aminopyridine-3-carbonitriles
  作者：Mahbobeh Zadpour、Farahnaz K. Behbahani

  DOI：10.1007/s00706-015-1456-1

  日期：2015.11

  Condensation reaction of aryl aldehydes, methyl ketones, malononitrile, and ammonium acetate in the presence of the green and recyclable catalyst FePO4 affords the corresponding 4,6-disubstituted 2-aminopyridine-3-carbonitriles. Some new derivatives of these compounds are synthesized. The catalyst can be also recycled and reused several times.[GRAPHICS].
• 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.
• Experimental/computational assessments of API steel in 6 M H2SO4 medium containing novel pyridine derivatives as corrosion inhibitors
  作者：Ahmed A. Farag、Eslam A. Mohamed、Galal H. Sayed、Kurls E. Anwer

  DOI：10.1016/j.molliq.2021.115705

  日期：2021.5
• Sharma, Anoop K.; Yadav, Ashok K.; Prakash, Lalit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 8, p. 740 - 742
  作者：Sharma, Anoop K.、Yadav, Ashok K.、Prakash, Lalit

  DOI：——

  日期：——
• Ecofriendly synthesis of substituted pyridine and pyrido[2,3-d]pyrimidine derivatives
  作者：M. Kidwai、R. Thakur、S. Rastogi

  DOI：10.1007/s11172-005-0440-z

  日期：2005.6

  An environmentally benign novel one-pot synthesis of pyridines and pyrido[2,3-d]pyrimidines from chalcones and malononitrile was described. In the reaction under neat conditions using microwave irradiation, enhancement in the reaction rate and high yields were observed.

  描述了一种从查耳酮和丙二腈中合成吡啶和吡啶并 [2,3-d] 嘧啶的环境友好的新型一锅法。在纯条件下使用微波辐射的反应中，观察到反应速率和产率的提高。