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Synthesis, Antidepressant Activity, and Prediction of Toxic Risks of 3-Alkoxy(Sulfanyl)Thietane-1,1-Dioxides

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A series of 3-alkyloxy(sulfanyl)thietane-1,1-dioxides were synthesized by reacting 3,5-dibromo-1-(1,1-dioxothietanyl- 3)-1,2,4-triazole with sodium alkoxides and thioalkoxides. Compounds IIa (2 mg/kg) and IIh (6 mg/kg) exhibited antidepressant-like effects at doses equimolar to amitriptyline (10 mg/kg); IId (2 mg/kg) and IIb (2 and 5.7 mg/kg), effects associated presumably with anxiolytic properties. Prediction of toxic risks, drug-likeness, and physicochemical properties of the molecules using the Osiris DataWarrior and Property Explorer programs showed that the compounds should not have adverse effects on reproductive functions and should not possess oncogenic, mutagenic, and irritant properties.

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Authors and Affiliations

  1. Bashkir State Medical University, Ufa, Bashkortostan, 4500008, Russia

    F. A. Khaliullin, I. L. Nikitina, E. É. Klen, G. G. Gaisina & N. N. Makarova

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  1. F. A. Khaliullin
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  2. I. L. Nikitina
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  3. E. É. Klen
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  4. G. G. Gaisina
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  5. N. N. Makarova
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Correspondence to F. A. Khaliullin.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 53, No. 12, pp. 8 – 15, December, 2019.

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Khaliullin, F.A., Nikitina, I.L., Klen, E.É. et al. Synthesis, Antidepressant Activity, and Prediction of Toxic Risks of 3-Alkoxy(Sulfanyl)Thietane-1,1-Dioxides. Pharm Chem J 53, 1106–1112 (2020). https://doi.org/10.1007/s11094-020-02131-z

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  • DOI: https://doi.org/10.1007/s11094-020-02131-z

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