N-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)-2-chlorobenzenamine | 1454701-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)-2-chlorobenzenamine
• 英文别名: N-(2-chlorophenyl)-1-[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methanimine
• CAS: 1454701-03-1
• 化学式: C₂₂H₂₁ClN₂O
• 分子量: 364.875
• InChiKey: GEFZOXPXQHZNTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  34.48
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)-2-chlorobenzenamine 、 苯氧乙酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 以86%的产率得到1-(2-chlorophenyl)-4-(4-(2-(5-ethylpyridin-2-yl)ethoxy)phenyl)-3-phenoxyazetidin-2-one
  参考文献：
  名称：

  Synthesis andIn VitroAntimicrobial Screening of New Azetidin-2-ones of 5-Ethyl Pyridine-2-ethanol

  摘要：

  A new series of azetidinones is described in this paper; Schiff base (4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o) were synthesized from 4‐[2‐(5‐ethylpyridin‐2‐yl)ethoxy]benzaldehyde, which was used to synthesize azetidinones (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o), (6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j, 6k, 6l, 6m, 6n, 6o), and (7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l, 7m, 7n, 7o). The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, 1H NMR, and 13C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of the monosubstituted and disubstituted chloro groups are more effective to both bacterial and fungal species in comparison with the standard drugs.

  DOI：

  10.1002/jhet.1734
• 作为产物：
  描述：

  盐酸比格列酮杂质25 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 N-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)-2-chlorobenzenamine
  参考文献：
  名称：

  Synthesis andIn VitroAntimicrobial Screening of New Azetidin-2-ones of 5-Ethyl Pyridine-2-ethanol

  摘要：

  A new series of azetidinones is described in this paper; Schiff base (4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o) were synthesized from 4‐[2‐(5‐ethylpyridin‐2‐yl)ethoxy]benzaldehyde, which was used to synthesize azetidinones (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o), (6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j, 6k, 6l, 6m, 6n, 6o), and (7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l, 7m, 7n, 7o). The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, 1H NMR, and 13C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of the monosubstituted and disubstituted chloro groups are more effective to both bacterial and fungal species in comparison with the standard drugs.

  DOI：

  10.1002/jhet.1734

文献信息

• New 4-thiazolidinones from 5-ethyl pyridine-2-ethanol: their antibacterial, antifungal, and antitubercular activity
  作者：Navin B. Patel、Hemant R. Patel、Faiyazalam M. Shaikh、Dhanji Rajani

  DOI：10.1007/s00044-013-0736-8

  日期：2014.3

  New thiazolidinones 5a-o were prepared from Schiff base 4a-o and thioglycolic acid in the presence of ZnCl2 from 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, H-1 NMR C-13 NMR, and mass spectral data. All the compounds were screened against different strains of bacteria and fungi. Compounds 4e, 4n, 4m, 4o, 5e, 5f, 5j, and 5m possessed very good activity against bacterial and fungal species. These active compounds impelled us to study their antitubercular activity. Schiff base 4n and 4e showed M. tuberculosis MIC value 25 and 62.5 mu g/ml, respectively. Thiazolidinone 5m displayed M. tuberculosis MIC at 25 mu g/ml, which is better antitubercular activity compared with rifampicin.
• Synthesis and<i>In Vitro</i>Antimicrobial Screening of New Azetidin-2-ones of 5-Ethyl Pyridine-2-ethanol
  作者：Navin B. Patel、Hemant R. Patel、Faiyazalam M. Shaikh、Dhanji Rajani

  DOI：10.1002/jhet.1734

  日期：2014.5

  A new series of azetidinones is described in this paper; Schiff base (4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o) were synthesized from 4‐[2‐(5‐ethylpyridin‐2‐yl)ethoxy]benzaldehyde, which was used to synthesize azetidinones (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o), (6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j, 6k, 6l, 6m, 6n, 6o), and (7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l, 7m, 7n, 7o). The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, 1H NMR, and 13C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of the monosubstituted and disubstituted chloro groups are more effective to both bacterial and fungal species in comparison with the standard drugs.