Synthesis and Structure of 4-Aryl-3,6-dioxo-2,3,4,5,6,7-hexahydroisothiazolo[5,4-b]pyridine-5-carbonitriles
V. V. Dotsenkoa, b, * (https://orcid.org/0000-0001-7163-0497), N. T. Jassima (https://orcid.org/0000-0002-5727-9538), A. Z. Temerdasheva (https://orcid.org/0000-0002-8048-4740), N. A. Aksenovb (https://orcid.org/0000-0002-7125-9066), and I. V. Aksenovab (https://orcid.org/0000-0002-8083-1407)
aKuban State University, Krasnodar, 350040 Russia
bNorth Caucasus Federal University, Stavropol, 355009 Russia
email: *victor_dotsenko_@mail.ru
Received 2 October, 2022
Abstract—
Oxidation of triethylammonium 6-amino-4-aryl-3-carbamoyl-5-cyano-1,4-dihydropyridine-2-thiolates with DMSO–HCl system leads to the formation of novel 4-aryl-3,6-dioxo-2,3,4,5,6,7-hexahydroisothiazolo[5,4-b]pyridine-5-carbonitiriles. Structure of the obtained compounds was studied using two-dimensional NMR spectroscopy and HRMS methods. An in silico predictive analysis was carried out to identify bioavailability parameters and possible protein targets for the obtained compounds.
Keywords:
active methylene thioamides,
monothiomalondiamide,
oxidation,
DMSO,
isothiazolo[5,4-b]pyridines,
calculated biological activity
DOI: 10.1134/S1070363222120386