The synthesis of S-substituted derivatives of 3-[2-[(4-methylphenyl)amino]ethyl]-4-phenyl-4,5-dihydro-1H-1,2,4-triazole-5-thiones and their antioxidative activity

被引：10
|
作者：
Tumosiene, Ingrida [1 ]
Jonuskiene, Ilona [1 ]
Kantminiene, Kristina [2 ]
Beresnevicius, Zigmuntas Jonas [1 ]
机构：
[1] Kaunas Univ Technol, Dept Organ Chem, LT-50254 Kaunas, Lithuania
[2] Kaunas Univ Technol, Dept Gen Chem, LT-50254 Kaunas, Lithuania
来源：
MONATSHEFTE FUR CHEMIE | 2014年 / 145卷 / 02期
关键词：
Alkylations; Heterocycles; Antioxidant activity; POTENTIAL ANTIBACTERIAL; ANTIMICROBIAL ACTIVITY; 1,2,4-TRIAZOLE; TRIAZOLE;
D O I：
10.1007/s00706-013-1096-2
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of novel S-substituted derivatives of 3-[2-[(4-methylphenyl)amino]ethyl]-4-phenyl-4,5-dihydro-1H-1,2,4-triazole-5-thiones was synthesized by the reaction of 1,2,4-triazole-5-thiones with alkyl, benzyl, and phenacyl halides as well as halogen-containing esters or amides. The reactions were carried out in DMF in the presence of KOH, K2CO3, or triethylamine, or in dioxane in the presence of NaH. The synthesized compounds were screened for their free radical scavenging activity. N-[2-[5-(Butylsulfanyl)-4-phenyl-4H-1,2,4-triazol-3-yl]ethyl]-4-methylaniline showed excellent antioxidant activity, 2.5 times higher than that of the antibiotic control (cefazolin).
引用
收藏
页码：319 / 327
页数：9
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