5-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-3-mercapto-1,2,4-triazole | 938159-39-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-3-mercapto-1,2,4-triazole
• 英文别名: 3-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-5-mercapto-1,2,4-triazole；4-amino-3-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-1H-1,2,4-triazole-5-thione
• CAS: 938159-39-8
• 化学式: C₉H₁₂N₆S₂
• 分子量: 268.366
• InChiKey: UHXJTTILNAYBJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-3-mercapto-1,2,4-triazole 、 4-bromoacetyl-3-(4-methoxyphenyl)sydnone 在 sodium acetate 作用下， 以 乙醇 为溶剂， 以78%的产率得到4-[5-(4,6-dimethyl-2-thiomethylpyrimidyl)-4-amino-1,2,4-triazol-3-yl]thioacetyl-3-(p-anisyl) sydnone
  参考文献：
  名称：

  Synthesis and Biological Study of Some Novel 4-[5-(4,6-Disubstituted-2-thiomethylpyrimidyl)-4′-amino-1,2,4- triazol-3′-yl] thioacetyl-3-arylsydnones

  摘要：

  A series of 4-[5-(4,6-disubstituted-2-thiomethyl pyrimidyl)-4'-amino-1,2-4-triazol-3'-yl]thioacetyl-3-arylsydnones 7a-i were synthesized by the reaction of 5-(4,6-disubstituted-2-thiomethylpyrimidyl)-4-amino-3-mercapto-1,2-4-triazoles 3 with 3-aryl-4-bromoacetyl sydnones 6 in an ethanol medium. The newly synthesized compounds 7a-i were screened for their antibacterial activity against E. coli and Serratia marcesens and for antibacterial activity against Aspergillus niger and Pencillium. Most of the tested compounds showed significant antifungal activity particularly against Pencillium at 10-mu g/mL concentration comparable with that of the standard drug Flukanazole.

  DOI：

  10.1080/10426500601161049
• 作为产物：
  描述：

  4,6-二甲基-2-巯基嘧啶 在 sodium hydroxide 作用下， 生成 5-(4,6-dimethylpyrimidine-2-thiomethyl)-4-amino-3-mercapto-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and Biological Study of Some Novel 4-[5-(4,6-Disubstituted-2-thiomethylpyrimidyl)-4′-amino-1,2,4- triazol-3′-yl] thioacetyl-3-arylsydnones

  摘要：

  A series of 4-[5-(4,6-disubstituted-2-thiomethyl pyrimidyl)-4'-amino-1,2-4-triazol-3'-yl]thioacetyl-3-arylsydnones 7a-i were synthesized by the reaction of 5-(4,6-disubstituted-2-thiomethylpyrimidyl)-4-amino-3-mercapto-1,2-4-triazoles 3 with 3-aryl-4-bromoacetyl sydnones 6 in an ethanol medium. The newly synthesized compounds 7a-i were screened for their antibacterial activity against E. coli and Serratia marcesens and for antibacterial activity against Aspergillus niger and Pencillium. Most of the tested compounds showed significant antifungal activity particularly against Pencillium at 10-mu g/mL concentration comparable with that of the standard drug Flukanazole.

  DOI：

  10.1080/10426500601161049

文献信息

• Convenient way to 5-substituted 4-amino-2,3-dihydro-4<i>H</i>-1,2,4-triazole-3-thiones
  作者：Romualdas Smičius、Milda Malvina Burbuliene、Virginija Jakubkienė、Emilija Udrwėnaitė、Povilas Vainilavičius

  DOI：10.1002/jhet.5570440201

  日期：2007.3

  Various 4-amino-2,3-dihydro-4H-triazoles with aromatic, aliphatic and heterocyclic substituents at the C(5) position were synthesized from corresponding esters and thiocarbohydrazide. This method allows the synthesis these heterocycles in a short time and at reduced expenses.

  从相应的酯和硫代碳酰肼合成了各种在C（5）位置具有芳香，脂族和杂环取代基的4-氨基-2,3-二氢-4 H-三唑。该方法允许在短时间内以减少的费用合成这些杂环。
• Lingappa; Girisha; Kalluraya, Balakrishna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 12, p. 1858 - 1864
  作者：Lingappa、Girisha、Kalluraya, Balakrishna、Satheesh Rai、Kumari, Nalilu Suchetha

  DOI：——

  日期：——
• Synthesis and Biological Study of Some Novel 4-[5-(4,6-Disubstituted-2-thiomethylpyrimidyl)-4′-amino-1,2,4- triazol-3′-yl] thioacetyl-3-arylsydnones
  作者：Balakrishna Kalluraya、B. Lingappa、Satheesh Rai Nooji

  DOI：10.1080/10426500601161049

  日期：2007.4.19

  A series of 4-[5-(4,6-disubstituted-2-thiomethyl pyrimidyl)-4'-amino-1,2-4-triazol-3'-yl]thioacetyl-3-arylsydnones 7a-i were synthesized by the reaction of 5-(4,6-disubstituted-2-thiomethylpyrimidyl)-4-amino-3-mercapto-1,2-4-triazoles 3 with 3-aryl-4-bromoacetyl sydnones 6 in an ethanol medium. The newly synthesized compounds 7a-i were screened for their antibacterial activity against E. coli and Serratia marcesens and for antibacterial activity against Aspergillus niger and Pencillium. Most of the tested compounds showed significant antifungal activity particularly against Pencillium at 10-mu g/mL concentration comparable with that of the standard drug Flukanazole.