4-[(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-N-(pyrimidin-2-yl)benzenesulfonamide | 978-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-N-(pyrimidin-2-yl)benzenesulfonamide
• 英文别名: 4-(3,5-dimethyl-1H-pyrazol-4-ylazo)-N-pyrimidin-2-yl-benzenesulfonamide；4-[(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-N-pyrimidin-2-ylbenzenesulfonamide
• CAS: 978-73-4
• 化学式: C₁₅H₁₅N₇O₂S
• 分子量: 357.396
• InChiKey: MOXPBRLCKZDJFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酰丙酮 在 盐酸 、 一水合肼 、 sodium nitrite 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 2.0h， 生成 4-[(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-N-(pyrimidin-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Pyrazole and Nicotinonitrile Derivatives Synthesized from Sulfa Drugs, and Their Antibacterial Activity

  摘要：

  Utility of sulfadiazine and sulfaguanidine in synthesis of new series of pyrazoles and 2-pyridones is described. Diazotization of sulfadiazine that results in formation of diazonium salt 2 followed by coupling of the latter with active methylene compounds leads to hydrazinyl derivatives 3a-3d. Heterocyclization of compounds 3a-3c with hydrazine derivatives gives to a series of pyrazole derivatives 4-6. Similarly, a series of pyrazole derivatives 12-14 is developed from sulfaguanidine. Condensation of hydrazinyl derivatives 3a-3c with cyanoacetamide in the presence of a catalytic amount of piperidine gives 2-oxonicotinonitriles 15a-15c. Tests of the new synthesized compounds against four pathogenic gram (+ve) and gram (-ve) bacteria demonstrate their activity higher than that of the standard Amoxicillin.

  DOI：

  10.1134/s1070363219020270