Ethyl-α-cyano-4-methyl-3-nitro-2-pyridinacetat | 56057-20-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: Ethyl-α-cyano-4-methyl-3-nitro-2-pyridinacetat
• 英文别名: cyano-(4-methyl-3-nitro-pyridin-2-yl)-acetic acid ethyl ester；Ethyl 2-cyano-2-(4-methyl-3-nitropyridin-2-yl)acetate
• CAS: 56057-20-6
• 化学式: C₁₁H₁₁N₃O₄
• 分子量: 249.226
• InChiKey: VHSRZSPXKKNZLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl-α-cyano-4-methyl-3-nitro-2-pyridinacetat 以74%的产率得到
  参考文献：
  名称：

  DAISLEY R. W.; HANBALI J. R., SYNTH. COMMUN., 1975, 5, NO 1, 53-57

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-4-甲基-3-硝基吡啶 、 氰乙酸乙酯 在 potassium tert-butylate 作用下， 以 异丙醇 、 叔丁醇 为溶剂， 反应 6.08h， 以74%的产率得到Ethyl-α-cyano-4-methyl-3-nitro-2-pyridinacetat
  参考文献：
  名称：

  Design, synthesis, antitubercular and antibacterial activities of pyrrolo[3,2-b]pyridine-3-carboxamide linked 2-methoxypyridine derivatives and in silico docking studies

  摘要：

  A novel series pyrrolo[3,2-b]pyridine-3-carboxamide linked 2-methoxypyridine derivatives have been designed, synthesized and confirmed by FT-IR, H-1 NMR, C-13 NMR, F-19 NMR, MS, and elemental analysis. The synthesized compounds were screened for their antitubercular activity using microplate alamar blue assay method and antibacterial activity. Among the tested compounds, 4- fluorophenyl (8m), 4- chlorophenyl (8n) and 4-methoxyphenyl (8i) showed potent anti-TB activity (3.12 mu g/mL) in comparison with reference drug, Pyrazinamide ((3.12 mu g/mL). In addition, all compounds were docked into DprE1 (PDB code: 4KW5) to explore their binding interactions at the active site. The compounds exhibited essential key interactions as that of reported DprE1 inhibitors and hence, the synthesized compounds may be considered as molecular scaffolds for antitubercular activity. Compounds, 4-chlorophenyl (8n) and 4-flurophenyl (8m) showed significant antibacterial activity against Escherichia coli and Staphylococcus aureus strains. In silico prediction of toxicities, druglikeness and drug score profiles of the tested compounds are promising.

  DOI：

  10.1080/00397911.2019.1618874

文献信息

• Design, synthesis, antitubercular and antibacterial activities of pyrrolo[3,2-b]pyridine-3-carboxamide linked 2-methoxypyridine derivatives and <i>in silico</i> docking studies
  作者：Srinu Bodige、Parameshwar Ravula、Kali Charan Gulipalli、Srinivas Endoori、Purna Koteswara Rao Cherukumalli、Narendra Sharath Chandra JN、Nareshvarma Seelam

  DOI：10.1080/00397911.2019.1618874

  日期：2019.9.2

  A novel series pyrrolo[3,2-b]pyridine-3-carboxamide linked 2-methoxypyridine derivatives have been designed, synthesized and confirmed by FT-IR, H-1 NMR, C-13 NMR, F-19 NMR, MS, and elemental analysis. The synthesized compounds were screened for their antitubercular activity using microplate alamar blue assay method and antibacterial activity. Among the tested compounds, 4- fluorophenyl (8m), 4- chlorophenyl (8n) and 4-methoxyphenyl (8i) showed potent anti-TB activity (3.12 mu g/mL) in comparison with reference drug, Pyrazinamide ((3.12 mu g/mL). In addition, all compounds were docked into DprE1 (PDB code: 4KW5) to explore their binding interactions at the active site. The compounds exhibited essential key interactions as that of reported DprE1 inhibitors and hence, the synthesized compounds may be considered as molecular scaffolds for antitubercular activity. Compounds, 4-chlorophenyl (8n) and 4-flurophenyl (8m) showed significant antibacterial activity against Escherichia coli and Staphylococcus aureus strains. In silico prediction of toxicities, druglikeness and drug score profiles of the tested compounds are promising.
• DAISLEY R. W.; HANBALI J. R., SYNTH. COMMUN., 1975, 5, NO 1, 53-57
  作者：DAISLEY R. W.、 HANBALI J. R.

  DOI：——

  日期：——