3-(pyrimidine-2-thiomethyl)-4-amino-5-mercapto-1,2,4-triazole | 1021189-22-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(pyrimidine-2-thiomethyl)-4-amino-5-mercapto-1,2,4-triazole
• CAS: 1021189-22-9
• 化学式: C₇H₈N₆S₂
• 分子量: 240.313
• InChiKey: UCJDZLYIYPIJET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  85.41
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(pyrimidine-2-thiomethyl)-4-amino-5-mercapto-1,2,4-triazole 、 4-bromoacetyl-3-(4-methoxyphenyl)sydnone 在 sodium acetate 作用下， 以 乙醇 为溶剂， 以74%的产率得到(1Z)-2-[[4-amino-5-(pyrimidin-2-ylsulfanylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-[3-(4-methoxyphenyl)-5-oxooxadiazol-3-ium-4-ylidene]ethanolate
  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：

  2-嘧啶硫代乙酸 、 硫代卡巴肼 以74%的产率得到3-(pyrimidine-2-thiomethyl)-4-amino-5-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

• Synthesis, Characterization and Antibacterial Activity of Some New 1,2,4- Triazole Schiff bases and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazines
  作者：Kooi-Mow Sim、Pei-Qie Chan、Xin-Lik Boo、Ker-Sin Heng、Kah-Whei Lye、Kah-Cheng Teo

  DOI：10.2174/1570178614666171129160503

  日期：2018.6.13

  reaction of 4-amino-3-mercapto-5-(2-thiomethylpyrimidyl)-1,2,4- triazole with substituted phenacyl bromides afforded the corresponding 1,2,4-triazolo[3,4-b][1,3,4]- thiadiazines. Results: The structures of 1,2,4-triazole Schiff bases and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazines were characterized by IR, NMR and mass spectral data. All the synthesized compounds were screened for their antibacterial activities

  背景：在本研究中，合成了14个新的1,2,4-三唑希夫碱和8个新的并入嘧啶环的1,2,4-三唑并[3,4-b] [1,3,4]噻二嗪，并评估其抗菌活性。 方法：在（）存在下，由4-氨基-3-巯基-5-（2-硫甲基嘧啶基）-1,2,4-三唑与一系列芳醛缩合制备1,2,4-三唑席夫碱。 +）-酒石酸作为催化剂。另一方面，使4-氨基-3-巯基-5-（2-硫甲基嘧啶基）-1,2,4-三唑与取代的苯甲酰溴反应，得到相应的1,2,4-三唑并[3,4- b] [1,3,4]-噻二嗪。 结果：通过IR，NMR和质谱数据表征了1,2,4-三唑席夫碱和1,2,4-三唑并[3,4-b] [1,3,4]噻二嗪的结构。使用96孔微肉汤稀释法筛选所有合成的化合物的抗菌活性。 结论：具有对羟基苯基取代基的席夫碱和含4-氟苯环的三唑并噻二嗪在MIC 62.5μg/ ml时对铜绿假单胞菌具有中等的抗菌活性。
• 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：——