ethyl 6-amino-5-cyano-2-methyl-4,4'-bipyridine-3-carboxylate | 845294-42-0

• 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: ethyl 6-amino-5-cyano-2-methyl-4,4'-bipyridine-3-carboxylate
• 英文别名: Ethyl 6-amino-5-cyano-2-methyl-4-pyridin-4-ylpyridine-3-carboxylate；ethyl 6-amino-5-cyano-2-methyl-4-pyridin-4-ylpyridine-3-carboxylate
• CAS: 845294-42-0
• 化学式: C₁₅H₁₄N₄O₂
• 分子量: 282.302
• InChiKey: VOCUFJXZQORXCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 6-amino-5-cyano-2-methyl-4,4'-bipyridine-3-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 乙腈 为溶剂， 反应 50.0h， 以40%的产率得到(E)-diethyl 6,6''-(diazene-1,2-diyl)bis(5-cyano-2-methyl-[4,4'-bipyridine]-3-carboxylate)
  参考文献：
  名称：

  Synthesis of (E)-diethyl 6,6′-(diazene-1,2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates), a new type of 2,2′-azopyridine dyes

  摘要：

  An unexpected, but simple method for the efficient synthesis of new 2.2'-azopyridine dyes, such as (E)-diethyl 6,6'-(diazene-1,2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates) (2, 4, 6, 8, 10, and 12), based on the treatment of ethyl 6-amino-5-cyano-2-methyl-4-arylnicotinates (1, 3, 5, 7, 9, and 11) with NBS/benzoyl peroxide, is described. The X-ray diffraction analysis and the UV-vis absorption spectra of dye 2 are reported and discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.095
• 作为产物：
  描述：

  ethyl 6-amino-5-cyano-2-methyl-4-(pyridin-4-yl)-4H-pyran-3-carboxylate 在 乙酸铵 、 溶剂黄146 作用下， 反应 21.0h， 以57%的产率得到ethyl 6-amino-5-cyano-2-methyl-4,4'-bipyridine-3-carboxylate
  参考文献：
  名称：

  新他克林类似物的合成，乙酰胆碱酯酶的抑制和神经保护活性。

  摘要：

  描述了新他克林类似物2-14的合成和生物学评估（乙酰胆碱酯酶抑制活性和神经保护作用）。

  DOI：

  10.1016/j.bmc.2004.11.020

文献信息

• Synthesis, acetylcholinesterase inhibition and neuroprotective activity of new tacrine analogues
  作者：Rafael León、José Marco-Contelles、Antonio G. García、Mercedes Villarroya

  DOI：10.1016/j.bmc.2004.11.020

  日期：2005.2

  The synthesis and the biological evaluation (acetylcholinesterase inhibition activity and neuroprotection) of the new tacrine analogues 2-14 is described.

  描述了新他克林类似物2-14的合成和生物学评估（乙酰胆碱酯酶抑制活性和神经保护作用）。
• Synthesis of (E)-diethyl 6,6′-(diazene-1,2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates), a new type of 2,2′-azopyridine dyes
  作者：Daniel Botelho da Silva、Abdelouahid Samadi、Lourdes Infantes、María do Carmo Carreiras、José Marco-Contelles

  DOI：10.1016/j.tetlet.2010.09.095

  日期：2010.12

  An unexpected, but simple method for the efficient synthesis of new 2.2'-azopyridine dyes, such as (E)-diethyl 6,6'-(diazene-1,2-diyl)bis(5-cyano-2-methyl-4-phenylnicotinates) (2, 4, 6, 8, 10, and 12), based on the treatment of ethyl 6-amino-5-cyano-2-methyl-4-arylnicotinates (1, 3, 5, 7, 9, and 11) with NBS/benzoyl peroxide, is described. The X-ray diffraction analysis and the UV-vis absorption spectra of dye 2 are reported and discussed. (C) 2010 Elsevier Ltd. All rights reserved.