Int. J. Mol. Sci. 2014, 15(6), 10908-10925; doi:10.3390/ijms150610908
Article

Synthesis and Antioxidant Activity Evaluation of New Compounds from Hydrazinecarbothioamide and 1,2,4-Triazole Class Containing Diarylsulfone and 2,4-Difluorophenyl Moieties

1,* email, 1,†email, 2,†email, 3,†email, 4,†email and 1,†email
Received: 15 April 2014; in revised form: 7 June 2014 / Accepted: 10 June 2014 / Published: 17 June 2014
(This article belongs to the Special Issue Molecular Science for Drug Development and Biomedicine)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: In the present investigation, new hydrazinecarbothioamides 46 were synthesized by reaction of 4-(4-X-phenylsulfonyl)benzoic acids hydrazides (X= H, Cl, Br) 13 with 2,4-difluorophenyl isothiocyanate and further these were treated with sodium hydroxide to obtain 1,2,4-triazole-3-thione derivatives 79. The reaction of 79 with α-halogenated ketones, in basic media, afforded new S-alkylated derivatives 1015. The structures of the synthesized compounds have been established on the basis of 1H-NMR, 13C-NMR, IR, mass spectral studies and elemental analysis. The antioxidant activity of all compounds has been screened. Hydrazinecarbothioamides 46 showed excellent antioxidant activity and 1,2,4-triazole-3-thiones 79 showed good antioxidant activity using the DPPH method.
Keywords: hydrazinecarbothioamide; 1,2,4-triazole-3-thione; cyclization; alkylation; antioxidant activity, diarylsulfone, 2,4-difluorophenyl moiety
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MDPI and ACS Style

Barbuceanu, S.-F.; Ilies, D.C.; Saramet, G.; Uivarosi, V.; Draghici, C.; Radulescu, V. Synthesis and Antioxidant Activity Evaluation of New Compounds from Hydrazinecarbothioamide and 1,2,4-Triazole Class Containing Diarylsulfone and 2,4-Difluorophenyl Moieties. Int. J. Mol. Sci. 2014, 15, 10908-10925.

AMA Style

Barbuceanu S-F, Ilies DC, Saramet G, Uivarosi V, Draghici C, Radulescu V. Synthesis and Antioxidant Activity Evaluation of New Compounds from Hydrazinecarbothioamide and 1,2,4-Triazole Class Containing Diarylsulfone and 2,4-Difluorophenyl Moieties. International Journal of Molecular Sciences. 2014; 15(6):10908-10925.

Chicago/Turabian Style

Barbuceanu, Stefania-Felicia; Ilies, Diana C.; Saramet, Gabriel; Uivarosi, Valentina; Draghici, Constantin; Radulescu, Valeria. 2014. "Synthesis and Antioxidant Activity Evaluation of New Compounds from Hydrazinecarbothioamide and 1,2,4-Triazole Class Containing Diarylsulfone and 2,4-Difluorophenyl Moieties." Int. J. Mol. Sci. 15, no. 6: 10908-10925.


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