Synthesis and In Vitro Antioxidant Evaluation of Some Novel 4, 5-Dihydro-1H-1, 2, 4-triazol-5-one Derivatives

Abstract: In this study, thirteen novel 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives were synthesized and characterized by elemental analyses and IR, 1 H NMR, 13 C NMR and UV spectral data. The synthesized compounds were analyzed for their in vitro potential antioxidant activities in three different methods. Those antioxidant activities were compared to standard antioxidants such as BHA, BHT and α-tocopherol. The data reveal that the compounds demonstrate a marked capacity for iron binding, especially 5a and 7c. In addition to this, the compounds 4 were titrated potentiometrically with TBAH in non-aqueous solvents because of the weak acidic properties of 4,5-dihydro-1H-1,2,4-triazol-5-one ring N-H group

Synthesis and In Vitro Antioxidant Evaluation of New 1,3,5-Tri-{2-methoxy-4-[(4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl)-azomethine]-phenoxycarbonyl}-Benzene Derivatives

Nine new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives were synthesized and characterized by elemental analyses and IR, 1H-NMR, 13C-NMR and UV spectral data. The synthesized compounds were analyzed for their in vitro potential antioxidant activities in three different methods. Those antioxidant activities were compared to standard antioxidants such as BHA, BHT and α-tocopherol. Compounds 4e, 5a and 5d showed best activity for iron binding. In addition, the compounds 4 were titrated potentiometrically with tetrabutylammonium hydroxide (TBAH) in four non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, acetone and N,N-dimethyl formamide). Thus, the half-neutralization potential values and the corresponding pKa values were determined in all cases

In vitro antioxidant and acidic properties of novel 4-(5-Methyl- 24hienylmethyleneamino)-4,5-dihydro-1H-l,2,4-triazol-5one derivatives. Synthesis and characterization

In the present study 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-l,2,4-triazol-5- ones 2a-i reacted with 5-methylthiophene-2-carboxyaldehyde to afford the corresponding compounds 3a-i and the acetylation reactions of compounds 3a, 3b, 3d, 3g and 3i were investigated. The structures of fourteen new compounds are established from the spectral data. The synthesized 3 and 4 type compounds were analyzed for their in vitro potential antioxidant activities by three different methods. Besides, compounds 3a-i were titrated potentiometrically with tetrabutylammonium hydroxide in four nonaqueous solvents

In vitro biological activity of some new 1,2,4-triazole derivatives with their potentiometric titrations

Gursoy-Kol, Ozlem/0000-0003-2637-9023WOS: 000401783500006In this study, 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 3 have been reacted with 4-methoxy-3-(p-toluenesulfonyloxy)-benzaldehyde 1 to afford the corresponding nine new 3-alkykary1)-4-[4-methoxy-3-(p-toluenesulfonyloxy)benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 4. Then, the acetylation reactions of compounds 4 have been investigated and 5 type compounds have been obtained. the structures of fifteen new compounds have been characterized by IR, H-1 and C-13 NMR, MS and UV-Vis spectral data. the synthesized compounds have been analyzed for their in vitro potential antioxidant activities by three different methods. Those antioxidant activities have been compared to standard antioxidants such as BHA, BHT and a-tocopherol. Compounds 4b, 4d and 5d show best activity for iron binding. in addition, the compounds 4 have been titrated potentiometrically with tetrabutylammonium hydroxide (TBAH) in four non-aqueous solvents. Furthermore, these fifteen new compounds have been screened for their antimicrobial activities.Scientific Research Projects Coordination Unit of Kafkas UniversityKafkas University [2011-14EF-32]This work was supported by the Scientific Research Projects Coordination Unit of Kafkas University (Project Number: 2011-14EF-32). the authors thank Dr. Z. Ocak for the determination of pKa values and Dr. M. Calapoglu for antioxidant activities

In Vitro Antioxidant and Antimicrobial Properties of Some New 4,5-Dihydro-1H-1,2,4-triazole-5-ones

Gursoy-Kol, Ozlem/0000-0003-2637-9023; Alpay Karaoglu, Sengul/0000-0003-1047-8350WOS: 000452028200012In this study, 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (3a-3h) reacted with 3-benzenesulfonyloxy-4-methoxybenzaldehyde (1a-1h) to afford eight new 3-alkyl(aryl)-4-(3-benzenesulfonyloxy-4-methoxybenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (4a-4h). Then, the acetylation reactions of compounds 4a-e and 4g were investigated and compounds 5 were obtained, respectively. the structures of fourteen new compounds were characterized by elemental analysis, IR H-1 nuclear magnetic resonance (NMR), C-13 NMR, mass spectrometry, and ultraviolet spectral data. the synthesized compounds were analyzed for their in vitro potential antioxidant activities in three different methods. Compounds 4d, 4e, and 5g showed the best activity for iron binding. in addition, the compounds 4a-4h were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents. Furthermore, these 14 new compounds and 14 recently reported 3-alkyl(ary1)-4-(4-benzenesulfonyloxybenzylidenarnino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (6a, 6b, 6d, 6e, and 6g-6i) and 1-acetyl-3-alkyl(aryl)-4-(4-benzenesulfonyloxybenzylide 4,5-dihydro-1H-1,2,4-triazol-5-ones (7a, 7b, 7d, 7e and 7g-7i) were screened for their antimicrobial activities. [GRAPHICS] .Scientific Research Projects Coordination Unit of Kafkas UniversityKafkas University [2011-FEF-32]Financial support provided by the Scientific Research Projects Coordination Unit of Kafkas University (Project Number: 2011-FEF-32) is gratefully acknowledged. the authors also thank Dr. Zafer Ocak for the determination of pKa values and Dr. Mustafa Calapoglu for antioxidant activities

InVitro Antioxidant Activities of New 4,5-Dihydro-1H-1,2,4-triazol-5-ones having Thiophene Ring with their Acidic Properties

Abstract: Seven new 3-alkyl(aryl)-4-(2-thienymethylenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) were synthesized by the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with thiophene-2-carbaldehyde. In addition, N-acetyl derivatives of compounds 2d-2g were also prepared. The structures of eleven new compounds synthesized were determined by elemental analysis as well as IR, NMR and UV spectral data. In addition, compounds 2a-g and 3a, 3b, 3d-f were also screened for their antioxidant activities and 2a-g were potentiometrically titrated with tetrabutylammonium hydroxide (TBAH) in four nonaqueous solvents (isopropyl alcohol, t-butyl alcohol, acetonitrile and N,N-dimethyl formamide). Also half-neutralization potential values and the corresponding pKa values were determined in all cases