N-(2-ethoxy-3-((piperidine-1-yl)methyl)benzylidene)isonicotinohydrazide | 1310428-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(2-ethoxy-3-((piperidine-1-yl)methyl)benzylidene)isonicotinohydrazide
• 英文别名: N-[[2-ethoxy-3-(piperidin-1-ylmethyl)phenyl]methylideneamino]pyridine-4-carboxamide
• CAS: 1310428-12-6
• 化学式: C₂₁H₂₆N₄O₂
• 分子量: 366.463
• InChiKey: WUGBNEPUHSCMEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.82
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  异烟肼 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 N-(2-ethoxy-3-((piperidine-1-yl)methyl)benzylidene)isonicotinohydrazide
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial evaluation of novel derivatives of isoniazid

  摘要：

  In the present investigation, a series of new Mannich bases were prepared by the reaction of 2-ethoxybenzaldehyde with isoniazid to form acid hydrazone (3a). Further, C-Mannich bases of the above acid hydrazone were prepared by aminomethylation with formaldehyde and substituted secondary amines (3b-3k). The structures of newly synthesized compounds were evaluated by elemental analyses and spectral (IR, H-1 NMR, C-13 NMR) studies. All the synthesized compounds were evaluated for their antimicrobial activity. Amoxicillin was used as a standard drug for antibacterial activity while Nystatin was used as a standard drug for antifungal activity. Preliminary pharmacological evaluation revealed that the compound (3f, 3i, 3j, 3k) showed better performance against Bacillus subtilis, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Candida albicans and Candida gabrata. The result demonstrates the potential and importance of developing new mannich bases which would be effective against resistant bacterial and fungal strain.

  DOI：

  10.1007/s00044-011-9634-0

文献信息

• Synthesis, characterization and antimicrobial evaluation of novel derivatives of isoniazid
  作者：Manav Malhotra、Sagun Sharma、Aakash Deep

  DOI：10.1007/s00044-011-9634-0

  日期：2012.7

  In the present investigation, a series of new Mannich bases were prepared by the reaction of 2-ethoxybenzaldehyde with isoniazid to form acid hydrazone (3a). Further, C-Mannich bases of the above acid hydrazone were prepared by aminomethylation with formaldehyde and substituted secondary amines (3b-3k). The structures of newly synthesized compounds were evaluated by elemental analyses and spectral (IR, H-1 NMR, C-13 NMR) studies. All the synthesized compounds were evaluated for their antimicrobial activity. Amoxicillin was used as a standard drug for antibacterial activity while Nystatin was used as a standard drug for antifungal activity. Preliminary pharmacological evaluation revealed that the compound (3f, 3i, 3j, 3k) showed better performance against Bacillus subtilis, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Candida albicans and Candida gabrata. The result demonstrates the potential and importance of developing new mannich bases which would be effective against resistant bacterial and fungal strain.