1-phenyl-3-(pyridin-3-yl)-6-thioxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-carbonitrile | 1449412-31-0

• 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: 1-phenyl-3-(pyridin-3-yl)-6-thioxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-carbonitrile
• 英文别名: 1-phenyl-3-pyridin-3-yl-6-sulfanylidene-7H-pyrazolo[3,4-b]pyridine-5-carbonitrile
• CAS: 1449412-31-0
• 化学式: C₁₈H₁₁N₅S
• 分子量: 329.385
• InChiKey: PQKPVWOEFIDQRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(吡啶-3-基)-1-苯基-4,5-二氢吡唑-5-酮 在 sodium 作用下， 以 乙醇 为溶剂， 反应 10.42h， 生成 1-phenyl-3-(pyridin-3-yl)-6-thioxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-carbonitrile
  参考文献：
  名称：

  Microwave-assisted synthesis of some new pyrazolopyridines and their antioxidant, antitumor and antimicrobial activities

  摘要：

  The chemical behavior of 4-(dimethylaminomethylene)-1-phenyl-3-(pyridin-3-yl)-1H-pyrazol-5(4H)-one (enaminone) (2) toward some active methylene reagents has been reported to give pyrazolopyridine derivatives. All the reactions were carried out by conventional heating and microwave irradiation technique. The antioxidant activity of the prepared compounds was studied using 1,1-phenyl-2-picrylhydrazyl (DPPH) assay. Compounds (4c) and (4d) showed the highest activity. The antitumor activity against liver and breast cell lines was tested. Compounds (6), (9) and (11) showed the highest activity for liver cell line while compounds (6) and (9) showed the highest activity for breast cell line. Compounds (4a-d) were screened for their antibacterial activity against Gram-positive, Gram-negative bacteria and antifungal activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.043

文献信息

• Microwave-assisted synthesis of some new pyrazolopyridines and their antioxidant, antitumor and antimicrobial activities
  作者：Mohamed A. El-Borai、Hala F. Rizk、Doha M. Beltagy、Ibrahim Y. El-Deeb

  DOI：10.1016/j.ejmech.2013.04.043

  日期：2013.8

  The chemical behavior of 4-(dimethylaminomethylene)-1-phenyl-3-(pyridin-3-yl)-1H-pyrazol-5(4H)-one (enaminone) (2) toward some active methylene reagents has been reported to give pyrazolopyridine derivatives. All the reactions were carried out by conventional heating and microwave irradiation technique. The antioxidant activity of the prepared compounds was studied using 1,1-phenyl-2-picrylhydrazyl (DPPH) assay. Compounds (4c) and (4d) showed the highest activity. The antitumor activity against liver and breast cell lines was tested. Compounds (6), (9) and (11) showed the highest activity for liver cell line while compounds (6) and (9) showed the highest activity for breast cell line. Compounds (4a-d) were screened for their antibacterial activity against Gram-positive, Gram-negative bacteria and antifungal activity. (C) 2013 Elsevier Masson SAS. All rights reserved.