4-(4-cyano-5, 6-diphenylpyridazin-3-ylamino)benzene sulfonamide | 1167997-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-cyano-5, 6-diphenylpyridazin-3-ylamino)benzene sulfonamide
• 英文别名: 4-[(4-Cyano-5,6-diphenylpyridazin-3-yl)amino]benzenesulfonamide
• CAS: 1167997-37-6
• 化学式: C₂₃H₁₇N₅O₂S
• 分子量: 427.486
• InChiKey: MWEDGHMCQRWBLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  异硫氰酸乙酯 、 4-(4-cyano-5, 6-diphenylpyridazin-3-ylamino)benzene sulfonamide 在 potassium hydroxide 作用下， 以 苯 为溶剂， 反应 6.0h， 以80.4%的产率得到4-((4-cyano-5,6-diphenylpyridazin-3-yl)amino)-N-(ethylcarbamothioyl) benzenesulfonamide
  参考文献：
  名称：

  Pyridazine and its related compounds. Part 34. Hypoglycemic and hypolipidemic activity of some novel condensed pyridazine sulfonamides

  摘要：

  A novel class of sulfonylurea and thiourea derivatives substituted with pyridazine and triazolopyridazine were designed and synthesized. The target compounds were assayed for their effects on the insulin release of alloxan-induced diabetic rats. The results showed that derivatives 4a, 4c, 8a, 11a, and 11b have significant antihyperglycemic effect in an experimental model of diabetes mellitus. No significant differences in cholesterol levels were observed between the diabetic group and diabetic groups that received the test compounds. However, the triglycerides level was reduced significantly by compound 8a when compared with the diabetic group.

  DOI：

  10.1007/s00044-013-0605-5
• 作为产物：
  描述：

  3-chloro-5,6-diphenylpyridazine-4-carbonitrile 、 磺胺 以 正丁醇 为溶剂， 反应 3.0h， 以80%的产率得到4-(4-cyano-5, 6-diphenylpyridazin-3-ylamino)benzene sulfonamide
  参考文献：
  名称：

  哒嗪衍生物和相关化合物，第 28.1 部分哒嗪磺酰胺：合成和抗菌活性

  摘要：

  3-氯哒嗪 1 与 N –(未)取代的 4-氨基磺酰胺 3 反应得到 3-取代的氨基哒嗪 4 。此外，哒嗪-3-磺酰胺7是由哒嗪-3-磺酰氯6与不同的胺反应制备的。所有这些衍生物都通过分析和光谱研究进行了表征，并且还测试了它们对多种微生物的体外抗菌和抗真菌活性。

  DOI：

  10.1080/10426500802080246

文献信息

• Pyridazine Derivatives and Related Compounds, Part 28. Pyridazinesulfonamides: Synthesis and Antimicrobial Activity
  作者：Fatma El-Mariah、Ekhlass Nassar、Mona Hosny、Ali Deeb

  DOI：10.1080/10426500802080246

  日期：2008.12.23

  3 gave the 3-substituted aminopyridazines 4 . Also In addition, pyridazine-3-sulfonamides 7 were prepared from the reaction of pyridazine-3-sulfonylchloride 6 with different amines. All of these derivatives have been characterized by analytical and spectroscopic studies, and also were tested for their in vitro antibacterial and antifungal activity against a variety of microorganisms.

  3-氯哒嗪 1 与 N –(未)取代的 4-氨基磺酰胺 3 反应得到 3-取代的氨基哒嗪 4 。此外，哒嗪-3-磺酰胺7是由哒嗪-3-磺酰氯6与不同的胺反应制备的。所有这些衍生物都通过分析和光谱研究进行了表征，并且还测试了它们对多种微生物的体外抗菌和抗真菌活性。
• Pyridazine and its related compounds. Part 34. Hypoglycemic and hypolipidemic activity of some novel condensed pyridazine sulfonamides
  作者：Ali Deeb、Wafaa El-Eraky、Sally El-Awdan、Sebaey Mahgoub

  DOI：10.1007/s00044-013-0605-5

  日期：2014.1

  A novel class of sulfonylurea and thiourea derivatives substituted with pyridazine and triazolopyridazine were designed and synthesized. The target compounds were assayed for their effects on the insulin release of alloxan-induced diabetic rats. The results showed that derivatives 4a, 4c, 8a, 11a, and 11b have significant antihyperglycemic effect in an experimental model of diabetes mellitus. No significant differences in cholesterol levels were observed between the diabetic group and diabetic groups that received the test compounds. However, the triglycerides level was reduced significantly by compound 8a when compared with the diabetic group.