3-(2-(cyclohexylcarbamothioyl)hydrazinecarbonyl)pyrazine 1-oxide | 717850-08-3

• 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: 3-(2-(cyclohexylcarbamothioyl)hydrazinecarbonyl)pyrazine 1-oxide
• CAS: 717850-08-3
• 化学式: C₁₂H₁₇N₅O₂S
• 分子量: 295.365
• InChiKey: WLGPOFNFDXIXKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  92.99
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(2-(cyclohexylcarbamothioyl)hydrazinecarbonyl)pyrazine 1-oxide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以43%的产率得到3-(4-cyclohexyl-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)pyrazine 1-oxide
  参考文献：
  名称：

  Synthesis and Tuberculostatic Activity of Novel 1,2,4-Triazoles Obtained from Heterocyclic Carbohydrazides

  摘要：

  The novel 1,2,4-triazole derivatives have been synthesized by a few different pathways. Heterocyclic carbohydrazides were used to obtain monoesters of hydrazine acids (1-6), thiosemicarbazide derivatives (7-17), and finaly 1,2,4-triazole-5-thiones (18-38). Carbohydrazides were also cyclized with methyl carbamodithioates in the presence of DBU giving 1,2,4-triazole-5-thiones (18, 19, 39-47). Two of final products (39, 40) were undergone alkylation in alkaline solution to appropriate sulfides (48-53). Then methylsulfides (48, 49) were oxidized with peroxyacetic acid to sulfoxides (54, 55). The obtained compounds were tested in vitro towards Mycobacterium tuberculosis.

  DOI：

  10.3987/com-09-11888
• 作为产物：
  描述：

  环己基异硫氰酸脂 、 3-(hydrazinecarbonyl)pyrazine 1-oxide 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以88%的产率得到3-(2-(cyclohexylcarbamothioyl)hydrazinecarbonyl)pyrazine 1-oxide
  参考文献：
  名称：

  Synthesis and Tuberculostatic Activity of Novel 1,2,4-Triazoles Obtained from Heterocyclic Carbohydrazides

  摘要：

  The novel 1,2,4-triazole derivatives have been synthesized by a few different pathways. Heterocyclic carbohydrazides were used to obtain monoesters of hydrazine acids (1-6), thiosemicarbazide derivatives (7-17), and finaly 1,2,4-triazole-5-thiones (18-38). Carbohydrazides were also cyclized with methyl carbamodithioates in the presence of DBU giving 1,2,4-triazole-5-thiones (18, 19, 39-47). Two of final products (39, 40) were undergone alkylation in alkaline solution to appropriate sulfides (48-53). Then methylsulfides (48, 49) were oxidized with peroxyacetic acid to sulfoxides (54, 55). The obtained compounds were tested in vitro towards Mycobacterium tuberculosis.

  DOI：

  10.3987/com-09-11888