1,2,3-thiadiazole-5-carbonyl azide | 58756-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2,3-thiadiazole-5-carbonyl azide
• 英文别名: Thiadiazole-5-carbonyl azide
• CAS: 58756-32-4
• 化学式: C₃HN₅OS
• 分子量: 155.14
• InChiKey: UDSVLKOSDHNDNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2,3-thiadiazole-5-carbonyl azide 、 3,4-二氟苯胺 以 甲苯 为溶剂， 以83%的产率得到1-(3,4-difluorophenyl)-3-(1',2',3'-thiadiazol-5'-yl)urea
  参考文献：
  名称：

  Preparation and Promotion of Fruit Growth in Kiwifruit of Fluorinated N-Phenyl-N‘-1,2,3-thiadiazol-5-yl Ureas

  摘要：

  Seventeen phenyl-fluorinated analogues of thidiazuron [N-phenyl-N'-(1,2,3-thiadiazol-5-yl)urea, TDZ] have been prepared and characterized. The effects of each fluorinated urea on growth and quality of kiwifruits (Actinidia deliciosa) were evaluated by comparison with untreated (control) and TDZ-treated fruits. The results obtained showed a clear dependence of the growth-promoting activity of these fluorinated ureas on the pattern and degree of fluorine substitution in the phenyl ring. The most effective for promoting fruit growth was N-(2,3,5,6-tetrafluorophenyl)-N'-(1',2',3'-thiadiazol-5'-yl)urea at 25 ppm (at harvest, treated fruits were 58% heavier than untreated ones) followed by N-(3,5-difluorophenyl)-N'-(1',2',3'-thiadiazol-5'-yl)urea at 10 ppm (50%). Comparatively, TDZ-treated fruits were 31% (10 ppm) and 38% (25 ppm) heavier than untreated ones. The results also indicate that the effects of the more active phenyl-fluorinated ureas on some standard quality parameters of fruits, for example, percent of fruit dry matter content, soluble solids contents, total titratable acids, shape, and internal structure, are similar to those of TDZ. Quantitative structure-activity relationships have been derived for the fruit growth promoting activity of the phenyl-fluorinated analogues of TDZ.

  DOI：

  10.1021/jf049921+
• 作为产物：
  描述：

  1,2,3-thiadiazole-5-carbonyl chloride 在 sodium azide 作用下， 以 丙酮 为溶剂， 生成 1,2,3-thiadiazole-5-carbonyl azide
  参考文献：
  名称：

  硒杂环XVIII：4-取代的（1,2,3-selenadiazol-5-yl）氨基甲酸酯及其硫类似物的合成和抗菌活性。

  摘要：

  由相应的羧叠氮化物的库尔修斯（Curtius）重排制备4-取代的（1,2,3-硒二氮杂-5-基）氨基甲酸酯及其硫类似物。这些化合物均未显示出显着的抗菌活性。

  DOI：

  10.1002/jps.2600650234