3-[(4-pyridinylimino)methyl]-4H-chromen-4-one | 1160049-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-[(4-pyridinylimino)methyl]-4H-chromen-4-one
• 英文别名: 3-(Pyridin-4-yliminomethyl)chromen-4-one
• CAS: 1160049-85-3
• 化学式: C₁₅H₁₀N₂O₂
• 分子量: 250.257
• InChiKey: FQKWXRSWNMCSTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氨基吡啶 、 色酮-3-甲醛 以 乙醇 为溶剂， 以60%的产率得到3-[(4-pyridinylimino)methyl]-4H-chromen-4-one
  参考文献：
  名称：

  Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors

  摘要：

  3-Formylchromone (1), 3-methyl-7-hydroxychromone (2) and Schiff bases of 3-formylchromone 3-19 have been synthesized and their anti-thymidine phosphorylase inhibitory activity was evaluated. Compounds 1-19 showed a varying degree of thymidine phosphorylase inhibition with IC50 values 19.77 +/- 3.25 to 480.21 +/- 2.34 mu M. Their activity was compared with the standard 7-deazaxanthine (IC50 = 39.28 +/- 0.76 mu M). Compound 12 showed an excellent thymidine phosphorylase inhibitory activity with an IC50 value of 19.77 +/- 3.25 mu M, better than the standard. Compound 4 also showed an excellent inhibitory activity (IC50 = 40.29 +/- 4.56 mu M). The parent 3-formylchromone (1) and 3-methyl-7-hydroxychromone (2) were found to be inactive. The structures of the compounds were elucidated by using spectroscopic techniques, including H-1 NMR, EI MS, IR, UV and elemental analysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.020

文献信息

• Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors
  作者：Khalid Mohammed Khan、Nida Ambreen、Sajjad Hussain、Shahnaz Perveen、M. Iqbal Choudhary

  DOI：10.1016/j.bmc.2009.03.020

  日期：2009.4

  3-Formylchromone (1), 3-methyl-7-hydroxychromone (2) and Schiff bases of 3-formylchromone 3-19 have been synthesized and their anti-thymidine phosphorylase inhibitory activity was evaluated. Compounds 1-19 showed a varying degree of thymidine phosphorylase inhibition with IC50 values 19.77 +/- 3.25 to 480.21 +/- 2.34 mu M. Their activity was compared with the standard 7-deazaxanthine (IC50 = 39.28 +/- 0.76 mu M). Compound 12 showed an excellent thymidine phosphorylase inhibitory activity with an IC50 value of 19.77 +/- 3.25 mu M, better than the standard. Compound 4 also showed an excellent inhibitory activity (IC50 = 40.29 +/- 4.56 mu M). The parent 3-formylchromone (1) and 3-methyl-7-hydroxychromone (2) were found to be inactive. The structures of the compounds were elucidated by using spectroscopic techniques, including H-1 NMR, EI MS, IR, UV and elemental analysis. (C) 2009 Elsevier Ltd. All rights reserved.