4-(4-methoxyphenyl)-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitrile | 1217538-68-5

• 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: 4-(4-methoxyphenyl)-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitrile
• 英文别名: 4-(4-methoxyphenyl)-6-pyridin-3-yl-2-sulfanylidene-1H-pyridine-3-carbonitrile
• CAS: 1217538-68-5
• 化学式: C₁₈H₁₃N₃OS
• 分子量: 319.387
• InChiKey: KDFMBTABNHNLEH-UHFFFAOYSA-N

物化性质

• 熔点：
  272 °C
• 沸点：
  500.1±60.0 °C(predicted)
• 密度：
  1.34±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  90
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-methoxyphenyl)-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitrile 、 氯乙酰胺 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以84%的产率得到2-{[5-cyano-4-(4-methoxyphenyl)-2,3'-bipyridin-6-yl]thio}acetamide
  参考文献：
  名称：

  Anti-Alzheimer and Anti-Cox-2 Activities of the Newly Synthesized 2,3′-Bipyridine Derivatives (I)

  摘要：

  3-Aryl-1-pyridin-3-ylprop-2-en-1-ones 1a, b reacted with 2-cyanoethane-thioamide (2) to afford the corresponding 4-aryl-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitriles 6a, b. The synthetic potentiality of compounds 6a, b were investigated in the present study via their reactions with several active-hydrogen containing compounds 8a-g aiming to synthesize 4-aryl6- pyridin-3-ylthieno[2,3-b] pyridin-3-amines 10a-n via 6-(alkylthio)-4-aryl-2,3'-bipyridine-5- carbonitriles 9a-n. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of IR, (1)H NMR, and mass spectra, as well as that of elemental analyses. Anti-Alzheimer and anti-COX-2 activities for all newly synthesized heterocyclic compounds were investigated.

  DOI：

  10.1080/10426500902717333
• 作为产物：
  描述：

  3-(4-methoxyphenyl)-1-(3-pyridyl)-2-propen-1-one 、 丙二腈 在 吗啉 、 sulfur 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以76%的产率得到4-(4-methoxyphenyl)-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitrile
  参考文献：
  名称：

  Anti-Alzheimer and Anti-Cox-2 Activities of the Newly Synthesized 2,3′-Bipyridine Derivatives (I)

  摘要：

  3-Aryl-1-pyridin-3-ylprop-2-en-1-ones 1a, b reacted with 2-cyanoethane-thioamide (2) to afford the corresponding 4-aryl-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitriles 6a, b. The synthetic potentiality of compounds 6a, b were investigated in the present study via their reactions with several active-hydrogen containing compounds 8a-g aiming to synthesize 4-aryl6- pyridin-3-ylthieno[2,3-b] pyridin-3-amines 10a-n via 6-(alkylthio)-4-aryl-2,3'-bipyridine-5- carbonitriles 9a-n. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of IR, (1)H NMR, and mass spectra, as well as that of elemental analyses. Anti-Alzheimer and anti-COX-2 activities for all newly synthesized heterocyclic compounds were investigated.

  DOI：

  10.1080/10426500902717333