4-amino-3-[[4-[(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methoxy]-2,5-dichlorophenoxy]methyl]-1H-1,2,4-triazole-5-thione | 484031-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-amino-3-[[4-[(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methoxy]-2,5-dichlorophenoxy]methyl]-1H-1,2,4-triazole-5-thione
• CAS: 484031-61-0
• 化学式: C₁₂H₁₂Cl₂N₈O₂S₂
• 分子量: 435.318
• InChiKey: NBFHAQNKRAMAGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  190
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-amino-3-[[4-[(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methoxy]-2,5-dichlorophenoxy]methyl]-1H-1,2,4-triazole-5-thione 、 对硝基苯甲酸 在 三氯氧磷 作用下， 反应 4.0h， 以77%的产率得到3-[[2,5-Dichloro-4-[[6-(4-nitrophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl]methoxy]phenoxy]methyl]-6-(4-nitrophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
  参考文献：
  名称：

  New bis-aminomercaptotriazoles and bis-triazolothiadiazoles as possible anticancer agents

  摘要：

  A series of bis-phenoxyacetic acids 2 were prepared starting from corresponding unsubstituted/substituted 1,4-quinols 1. The fusion of bis-phenoxyacetic acids 2 with thiocarbohydrazide gave the corresponding bis-[4-amino-5-mercapto-1,2,4-triazol-3-yl-methyleneoxy]phenylenes (3) in a one pot reaction. The reaction of bis-triazoles 3 with various reagents afforded N-bridged heterocycles 4-6 in good yields. The newly synthesised compounds were screened for their anticancer activity against a panel of 60 cell lines derived from seven cancer types namely, lung, colon, melanoma, renal, ovarian, CNS and leukemia. Some of the tested compounds showed promising anticancer properties.

  DOI：

  10.1016/s0223-5234(02)01358-2
• 作为产物：
  描述：

  2,5-二氯对苯二酚 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.33h， 生成 4-amino-3-[[4-[(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methoxy]-2,5-dichlorophenoxy]methyl]-1H-1,2,4-triazole-5-thione
  参考文献：
  名称：

  New bis-aminomercaptotriazoles and bis-triazolothiadiazoles as possible anticancer agents

  摘要：

  A series of bis-phenoxyacetic acids 2 were prepared starting from corresponding unsubstituted/substituted 1,4-quinols 1. The fusion of bis-phenoxyacetic acids 2 with thiocarbohydrazide gave the corresponding bis-[4-amino-5-mercapto-1,2,4-triazol-3-yl-methyleneoxy]phenylenes (3) in a one pot reaction. The reaction of bis-triazoles 3 with various reagents afforded N-bridged heterocycles 4-6 in good yields. The newly synthesised compounds were screened for their anticancer activity against a panel of 60 cell lines derived from seven cancer types namely, lung, colon, melanoma, renal, ovarian, CNS and leukemia. Some of the tested compounds showed promising anticancer properties.

  DOI：

  10.1016/s0223-5234(02)01358-2