Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan.
Eur J Med Chem. 2010 Nov;45(11):5200-7. doi: 10.1016/j.ejmech.2010.08.034. Epub 2010 Aug 18.
New series of 4,5-disubstituted-2,4-dihydro-3H-1,2,4-triazole-3-thiones (8a-j) and 2,5-disubstituted-1,3,4-thiadiazoles (9a-h) were synthesized by dehydrative cyclization of hydrazinecarbothioamide derivatives (7a-k) by refluxing in 4N aqueous sodium hydroxide and by overnight stirring with polyphosphoric acid, respectively. The structures of the newly synthesized compounds were characterized by IR, (1)H NMR, (13)C NMR, elemental analysis and mass spectroscopic studies and the synthesized compounds were screened for their antioxidant and urease inhibition activities. N-(2,4-Dimethylphenyl)-5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine (9h) showed excellent antioxidant activity more than the standard drug whereas 4-(2,4-dimethylphenyl)-5-(3-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (8d) and 4-(2,3-dimethylphenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione (8e) exhibited potent urease inhibitory activities.
新系列的 4,5-二取代-2,4-二氢-3H-1,2,4-三唑-3-硫酮（8a-j）和 2,5-二取代-1,3,4-噻二唑（9a-h）是通过肼基甲硫酰胺衍生物（7a-k）在 4N 氢氧化钠回流和多聚磷酸中过夜搅拌分别进行脱水环化合成的。新合成的化合物的结构通过 IR、（1）H NMR、（13）C NMR、元素分析和质谱研究进行了表征，并对其抗氧化和脲酶抑制活性进行了筛选。N-(2,4-二甲基苯基）-5-(4-硝基苯基）-1,3,4-噻二唑-2-胺（9h）表现出比标准药物更好的抗氧化活性，而 4-(2,4-二甲基苯基）-5-(3-硝基苯基）-2,4-二氢-3H-1,2,4-三唑-3-硫酮（8d）和 4-(2,3-二甲基苯基）-5-苯基-2,4-二氢-3H-1,2,4-三唑-3-硫酮（8e）则表现出很强的脲酶抑制活性。
