4-amino-5-(4-phenylpiperazin-1-yl)-4H-[1,3,4]triazol-3-thiol | 717874-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-amino-5-(4-phenylpiperazin-1-yl)-4H-[1,3,4]triazol-3-thiol
• 英文别名: 4-amino-3-(4-phenylpiperazin-1-yl)-1H-1,2,4-triazole-5-thione
• CAS: 717874-98-1
• 化学式: C₁₂H₁₆N₆S
• 分子量: 276.365
• InChiKey: KBHTWPYJCIVEIL-UHFFFAOYSA-N

物化性质

• 熔点：
  177-178 °C(Solv: methanol (67-56-1))
• 沸点：
  428.9±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.61
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.21
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-amino-5-(4-phenylpiperazin-1-yl)-4H-[1,3,4]triazol-3-thiol 、 4-氯苯甲醛 以 乙醇 为溶剂， 反应 0.25h， 以63%的产率得到4-[(4-chlorophenyl)methylideneamino]-3-(4-phenylpiperazin-1-yl)-1H-1,2,4-triazole-5-thione
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Substituted Thiosemicarbazides and of 1,3,4-Thiadiazole or 1,2,4-Triazole Derivatives

  摘要：

  The synthesized series of new thiosemicarbazide derivatives (1, 6-10) in reactions with carbon disulphide produced, according to the reaction conditions, the dithioacids (4, 30) or the 5-substituted 1,3,4-thiadiazolo-2-thiol derivatives (2, 27). The dithioacids were cyclized, in the reaction with hydrazine, into the 4ami-no-1,2,4-triazolo-2-thiol derivatives (5, 31). One of these compounds (31) was transformed into the 1,2,4-triazolo-1,3,4-thiadiazine derivative (33). The compounds 6-9 were also exposed to the condensation with aldehydes. 4-phenylpiperazinocarbothiohydrazide (6) was exposed to the action of isothiocyanates, which gave the compounds 16-20, and these cyclized to the 1,3,4-thiadiazoloamino derivatives (21-23).The susceptibility of aerobic and anaerobic bacteria to some of the new derivatives were tested. The anaerobes were the most susceptible at concentrations in ranges less than 6.2 to 100 mu g/mL to derivative: 9 (64% were susceptible), 1, 13 (for 60%), and 7 (for 56%).

  DOI：

  10.1080/10426500500269851
• 作为产物：
  描述：

  4-N(phenyl)piperazino dithiocarbamate 在 氢氧化钾 、 一水合肼 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 17.8h， 生成 4-amino-5-(4-phenylpiperazin-1-yl)-4H-[1,3,4]triazol-3-thiol
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Substituted Thiosemicarbazides and of 1,3,4-Thiadiazole or 1,2,4-Triazole Derivatives

  摘要：

  The synthesized series of new thiosemicarbazide derivatives (1, 6-10) in reactions with carbon disulphide produced, according to the reaction conditions, the dithioacids (4, 30) or the 5-substituted 1,3,4-thiadiazolo-2-thiol derivatives (2, 27). The dithioacids were cyclized, in the reaction with hydrazine, into the 4ami-no-1,2,4-triazolo-2-thiol derivatives (5, 31). One of these compounds (31) was transformed into the 1,2,4-triazolo-1,3,4-thiadiazine derivative (33). The compounds 6-9 were also exposed to the condensation with aldehydes. 4-phenylpiperazinocarbothiohydrazide (6) was exposed to the action of isothiocyanates, which gave the compounds 16-20, and these cyclized to the 1,3,4-thiadiazoloamino derivatives (21-23).The susceptibility of aerobic and anaerobic bacteria to some of the new derivatives were tested. The anaerobes were the most susceptible at concentrations in ranges less than 6.2 to 100 mu g/mL to derivative: 9 (64% were susceptible), 1, 13 (for 60%), and 7 (for 56%).

  DOI：

  10.1080/10426500500269851

文献信息

• Synthesis and Antibacterial Activity of Substituted Thiosemicarbazides and of 1,3,4-Thiadiazole or 1,2,4-Triazole Derivatives
  作者：Katarzyna Spalińska、Henryk Foks、Anna Kedzia、Marta Wierzbowska、Ewa Kwapisz、Alina Gebska、Marta Zilkółwska-Klinkosz

  DOI：10.1080/10426500500269851

  日期：2006.3.1

  The synthesized series of new thiosemicarbazide derivatives (1, 6-10) in reactions with carbon disulphide produced, according to the reaction conditions, the dithioacids (4, 30) or the 5-substituted 1,3,4-thiadiazolo-2-thiol derivatives (2, 27). The dithioacids were cyclized, in the reaction with hydrazine, into the 4ami-no-1,2,4-triazolo-2-thiol derivatives (5, 31). One of these compounds (31) was transformed into the 1,2,4-triazolo-1,3,4-thiadiazine derivative (33). The compounds 6-9 were also exposed to the condensation with aldehydes. 4-phenylpiperazinocarbothiohydrazide (6) was exposed to the action of isothiocyanates, which gave the compounds 16-20, and these cyclized to the 1,3,4-thiadiazoloamino derivatives (21-23).The susceptibility of aerobic and anaerobic bacteria to some of the new derivatives were tested. The anaerobes were the most susceptible at concentrations in ranges less than 6.2 to 100 mu g/mL to derivative: 9 (64% were susceptible), 1, 13 (for 60%), and 7 (for 56%).