Ethyl 2-[8-Arylmethylidenehydrazino-3-methyl-7-(1-oxothietan-3-yl)xanth-1-yl]acetates (IV) were synthesized via reactions of ethyl 2-[8-hydrazino-3-methyl-7-(1-oxothietan-3-yl)xanth-1-yl]acetic acid (III) with various benzaldehydes and acetophenones. The structures of the compounds were elucidated using IR and NMR spectroscopy and elemental analysis. The antiplatelet, anticoagulation, antioxidant, and anti-inflammatory activities were assessed in vitro and in laboratory animals to identify promising compounds exhibiting antiplatelet (hydrazone IVd) and antioxidant properties (hydrazone IVb). Both IVb and IVd according to in silico calculations were characterized by the absence of toxic risks (mutagenicity, oncogenicity, reproductive toxicity, local irritation) and had acceptable topological polar surface area so that they were promising.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 54, No. 3, pp. 3 – 10, March, 2020.
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Gurevich, K.G., Urakov, A.L., Klen, E.E. et al. Synthesis and Biological Activity of Ethyl 2-[8-Arylmethylidenehydrazino-3-Methyl-7-(1-Oxothietan-3-YL)Xanth-1-YL]Acetates. Pharm Chem J 54, 213–219 (2020). https://doi.org/10.1007/s11094-020-02182-2
- antiplatelet, anticoagulant, antioxidant, anti-inflammatory activity
- Lipinski’s rule of five