(E)-2-hydroxy-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide | 1443242-48-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (E)-2-hydroxy-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide
• 英文别名: 2-hydroxy-N-[(E)-[2-(4-methylphenyl)sulfanylquinolin-3-yl]methylideneamino]benzamide
• CAS: 1443242-48-5
• 化学式: C₂₄H₁₉N₃O₂S
• 分子量: 413.5
• InChiKey: CCPQRXKXBWJDRR-MFKUBSTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲苯硫酚 在 nickel(II) nitrate hexahydrate 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-2-hydroxy-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide
  参考文献：
  名称：

  Schiff’s base derivatives bearing 2-thiophenoxyquinoline nucleus as new antibacterial agents

  摘要：

  A series of new Schiff's base derivatives 4a-x bearing 2-thiophenoxyquinoline nucleus have been designed and synthesized by reaction of 2-thiophenoxyquinoline-3-carbaldehydes 2a-d with various benzohydrazides 3a-f in the presence of Ni(NO3)(2)center dot 6H(2)O as a catalyst. In vitro antibacterial screening was carried out against two Gram-positive bacteria (Bacillus subtilis ATCC 6633 and Staphylococcus aureus ATCC 6538) and two Gram-negative bacteria (Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 13525). Of the compounds studied, compound 4e showed chief activity (MIC = 3.13 mu g/mL) against S. aureus, and compounds 4p, 4k, and 4w were found to possess effective antibacterial activity against employed strains compared with standards used. The structures of Schiff's base derivatives were established by using various spectroscopic methods. A crystal structure of compound 4k has been determined by X-ray diffraction analysis.

  DOI：

  10.1007/s00044-013-0655-8

文献信息

• Schiff’s base derivatives bearing 2-thiophenoxyquinoline nucleus as new antibacterial agents
  作者：Jigar A. Makawana、Chetan B. Sangani、Shashikant B. Teraiya、Hai-Liang Zhu

  DOI：10.1007/s00044-013-0655-8

  日期：2014.1

  A series of new Schiff's base derivatives 4a-x bearing 2-thiophenoxyquinoline nucleus have been designed and synthesized by reaction of 2-thiophenoxyquinoline-3-carbaldehydes 2a-d with various benzohydrazides 3a-f in the presence of Ni(NO3)(2)center dot 6H(2)O as a catalyst. In vitro antibacterial screening was carried out against two Gram-positive bacteria (Bacillus subtilis ATCC 6633 and Staphylococcus aureus ATCC 6538) and two Gram-negative bacteria (Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 13525). Of the compounds studied, compound 4e showed chief activity (MIC = 3.13 mu g/mL) against S. aureus, and compounds 4p, 4k, and 4w were found to possess effective antibacterial activity against employed strains compared with standards used. The structures of Schiff's base derivatives were established by using various spectroscopic methods. A crystal structure of compound 4k has been determined by X-ray diffraction analysis.