8-chloro-N-[3-chloro-2-(2-hydroxy-3-nitrophenyl)-4-oxoazetidin-1-yl]-10-methyl-4-oxo-1H-1,7-phenanthroline-3-carboxamide | 1335145-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 8-chloro-N-[3-chloro-2-(2-hydroxy-3-nitrophenyl)-4-oxoazetidin-1-yl]-10-methyl-4-oxo-1H-1,7-phenanthroline-3-carboxamide
• CAS: 1335145-37-3
• 化学式: C₂₃H₁₅Cl₂N₅O₆
• 分子量: 528.308
• InChiKey: XVBMMVLXKBRYBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  36.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  158.53
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-甲基-2-氯-喹啉 在 hydrazine hydrate monohydrate 、 硫酸 、 硝酸 、 铁粉 、 溶剂黄146 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 8-chloro-N-[3-chloro-2-(2-hydroxy-3-nitrophenyl)-4-oxoazetidin-1-yl]-10-methyl-4-oxo-1H-1,7-phenanthroline-3-carboxamide
  参考文献：
  名称：

  Pyridoquinolones containing azetidinones: synthesis and their biological evaluation

  摘要：

  A series of pyridoquinolone 4-oxo-1,4-dihydro(4'-methyl-6'-chloropyrido[2,3-h])quinoline-3-[N-(substituted phenyl methylidine)]carbohydrazide 3a-j and 4-oxo-1,4-dihydro(4'-methyl-6'-chloropyrido[2,3-h])-3-[N-{(3-chloro-2-oxo-4-(substituted phenyl) azetidine-1-yl)amino}carbonyl] quinoline 4a-j have been synthesized via 4-oxo-1,4-dihydro-(4'-methyl-6'-chloropyrido[2,3-h])quinoline carboxylate 1. All the compounds were proved by IR, H-1-NMR, C-13-NMR spectral studies and elemental analysis. Antibacterial activities (MIC) against E. coli, P. aeruginosa, S. aureus and S. pyogenes, and antifungal activities against C. albicans, A. niger and A. clavatus were screened, whereas selected compounds were screened against Mycobacterium tuberculosis H (37) Rv and compared with standard drugs.

  DOI：

  10.1007/s00044-011-9728-8

文献信息

• Pyridoquinolones containing azetidinones: synthesis and their biological evaluation
  作者：Navin B. Patel、Kunal K. Pathak

  DOI：10.1007/s00044-011-9728-8

  日期：2012.8

  A series of pyridoquinolone 4-oxo-1,4-dihydro(4'-methyl-6'-chloropyrido[2,3-h])quinoline-3-[N-(substituted phenyl methylidine)]carbohydrazide 3a-j and 4-oxo-1,4-dihydro(4'-methyl-6'-chloropyrido[2,3-h])-3-[N-(3-chloro-2-oxo-4-(substituted phenyl) azetidine-1-yl)amino}carbonyl] quinoline 4a-j have been synthesized via 4-oxo-1,4-dihydro-(4'-methyl-6'-chloropyrido[2,3-h])quinoline carboxylate 1. All the compounds were proved by IR, H-1-NMR, C-13-NMR spectral studies and elemental analysis. Antibacterial activities (MIC) against E. coli, P. aeruginosa, S. aureus and S. pyogenes, and antifungal activities against C. albicans, A. niger and A. clavatus were screened, whereas selected compounds were screened against Mycobacterium tuberculosis H (37) Rv and compared with standard drugs.