7-{4-[4-(3-chlorophenyl)piperazin-1-yl]-6-phenylamino-1,3,5-triazin-2-yloxy}-4-methylchromen-2-one | 1318781-14-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 7-{4-[4-(3-chlorophenyl)piperazin-1-yl]-6-phenylamino-1,3,5-triazin-2-yloxy}-4-methylchromen-2-one
• 英文别名: 7-[[4-Anilino-6-[4-(3-chlorophenyl)piperazin-1-yl]-1,3,5-triazin-2-yl]oxy]-4-methylchromen-2-one；7-[[4-anilino-6-[4-(3-chlorophenyl)piperazin-1-yl]-1,3,5-triazin-2-yl]oxy]-4-methylchromen-2-one
• CAS: 1318781-14-4
• 化学式: C₂₉H₂₅ClN₆O₃
• 分子量: 541.009
• InChiKey: WHHBXKFRYSIFND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4,6-二氯-N-苯基-1,3,5-噻嗪-2-胺 在 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 16.03h， 生成 7-{4-[4-(3-chlorophenyl)piperazin-1-yl]-6-phenylamino-1,3,5-triazin-2-yloxy}-4-methylchromen-2-one
  参考文献：
  名称：

  In vitro antimicrobial assessment of coumarin-based s-triazinyl piperazines

  摘要：

  A series of 1,3,5-triazine derivatives that contain aniline, coumarins (4-hydroxy coumarin and 7-hydroxy-4-methyl coumarin) and different piperazine moieties as substituent on the carbon atoms of the triazine ring have been synthesized by a simple and efficient synthetic protocol. Comparative studies were performed on above series, which were synthesized with conventional and microwave heating methods. The microwave method was observed to be more beneficial as it provides an increase in yield and 90-95% reduction time. All the synthesized compounds were then examined for their efficacy against two Gram -ve bacteria (Escherichia coli and Pseudomonas aeruginosa), two Gram +ve bacteria (Staphylococcus aureus and Bacillus subtilis) and two fungal species (Candida albicans and Aspergillus niger) with an intent to overcome multiple drug resistance to the pathogenic strains. All the synthesized compounds were structurally elucidated by IR, H-1 NMR, C-13 NMR and elemental analysis.

  DOI：

  10.1007/s00044-011-9676-3

文献信息

• In vitro antimicrobial assessment of coumarin-based s-triazinyl piperazines
  作者：Divyesh Patel、Rahul Patel、Premlata Kumari、Navin Patel

  DOI：10.1007/s00044-011-9676-3

  日期：2012.8

  A series of 1,3,5-triazine derivatives that contain aniline, coumarins (4-hydroxy coumarin and 7-hydroxy-4-methyl coumarin) and different piperazine moieties as substituent on the carbon atoms of the triazine ring have been synthesized by a simple and efficient synthetic protocol. Comparative studies were performed on above series, which were synthesized with conventional and microwave heating methods. The microwave method was observed to be more beneficial as it provides an increase in yield and 90-95% reduction time. All the synthesized compounds were then examined for their efficacy against two Gram -ve bacteria (Escherichia coli and Pseudomonas aeruginosa), two Gram +ve bacteria (Staphylococcus aureus and Bacillus subtilis) and two fungal species (Candida albicans and Aspergillus niger) with an intent to overcome multiple drug resistance to the pathogenic strains. All the synthesized compounds were structurally elucidated by IR, H-1 NMR, C-13 NMR and elemental analysis.