iso-pentyl N-(1,2,3-thiadiazole-4-ylcarbonyl)carbamate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: iso-pentyl N-(1,2,3-thiadiazole-4-ylcarbonyl)carbamate
• 英文别名: N-(1,2,3-thiadiazole-4-ylcarbonyl)carbamic acid iso-pentyl ester；3-methylbutyl N-(thiadiazole-4-carbonyl)carbamate
• 化学式: C₉H₁₃N₃O₃S
• 分子量: 243.287
• InChiKey: LWWDJBJGRHXWSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2,3-thiadiazole-4-carbonyl isocyanate 、 异戊醇 在 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以89%的产率得到iso-pentyl N-(1,2,3-thiadiazole-4-ylcarbonyl)carbamate
  参考文献：
  名称：

  Synthesis and Antifungal Activities of Alkyl N-(1,2,3-Thiadiazole-4-Carbonyl) Carbamates and S-Alkyl N-(1,2,3-Thiadiazole-4-Carbonyl) Carbamothioates

  摘要：

  A series of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates with unsubstituted or monobrominated straight chain alkyl groups were synthesized and evaluated as fungistatic agents against Gibberella zeae and Alternaria kikuchiana. These compounds showed variable antifungal activities at concentrations of 5 and 50,mu g/mL. The results showed that antifungal activities depended on the length of the alkyl chain with the optimal chain length of 6-11 carbons. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, hexyl ester (4) showed a strong fungistatic activity against A. kikuchiana at both concentrations, with 90.7 and 54% growth inhibition at 50 and 5 mu g/mL, respectively. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, heptyl ester (5); Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, octyl ester (6); and Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, undecyl ester (9) showed strong fungistatic activity against G. zeae at both concentrations. Their growth inhibitions against G. zeae at the concentration of 5,mu g/mL were 78, 63, and 59%, respectively.

  DOI：

  10.1021/jf0501746