22706-13-4Relevant academic research and scientific papers
Efficient synthesis and antimicrobial activity of some novel S-β-d-glucosides of 5-aryl-1,2,4-triazole-3-thiones derivatives
Ji, Dan,Lu, Junrui,Lu, Bowei,Xin, Chunwei,Mu, Jiangbei,Li, Jianfa,Peng, Chunyong,Bao, Xiurong
supporting information, p. 1997 - 2000 (2013/04/23)
A series of 3-S-β-d-glucosides-4-arylideneamino-5-aryl-1,2,4-triazoles were rationally designed and synthesized according to the principle of superposition of bioactive substructures by the combination of 1,2,4-triazole, Schiff base and glucosides. The structures of the target compounds have been characterized by 1H NMR, 13C NMR, IR, MS and HRMS. All the newly synthesized compounds have been evaluated for their antimicrobial activities in vitro against Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 8099) as well as Monilia albican (ATCC 10231). The bioactive assay showed that most of the tested compounds displayed variable inhibitory effects on the growth of the Gram-positive bacterial strain (Staphylococcus aureus), Gram-negative bacterial strains (Escherichia coli) and fungal strains (Monilia albican). All the target compounds exhibited better antifungal activity than antibacterial activity. Especially, compounds 6b, 6c, 6f, 6j, 6k and 6l showed excellent activity against fungus Monilia albican with MIC values of 16 μg/mL.
Synthesis of some 5-substituted-1,2,4-triazole-3-thiones, containing thiourea, arylidenamino and morpholin-4-yl methyl fragments
Koparir, Metin,Koparir, Pelin,Cansiz, Ahmet,Temuz, Mehmet Mursit
experimental part, p. 6059 - 6066 (2010/12/24)
In this study, first 4-amino-5-(pyridine-4yl)-4H-1,2,4-triazole-3- thione (1) and 4-amino-5-(2-hydroxyphenyl)-4H-1,2,4-triazole-3-thione (2) were synthesized. In the second step (1) and (2) compounds undergo reaction with aryl isothiocyanates in dry C6H6 to give corresponding N-substituted thiourea derivatives (3a-d and 4a-d). In addition, in the another reaction (1) and (2) compounds were reacted with some aromatic aldehyde in anhydrous ethanol to give corresponding arylidenamino compounds (5a-d and 6a-d). In the third step, aminomethylation derivatives (7a-d and 8a-d) were obtained by the Mannich reactions of arylidenamino compounds (5a-d and 6a-d), with formaldehyde/ morpholine in ethanol. The structures of all the synthesized compounds were confirmed by elemental analyses, FT-IR, 1H and 13C NMR spectra.
