Registration Number
0224U002772,
0121U100690
, R & D reports
Title
Molecular design, synthesis and biological activity evaluation of thiazolidinones and their derivatives as potential drug-like molecules
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Head
Lesyk Roman B., д.фарм.н.
Registration Date
29-02-2024
Organization
Danylo Halytsky Lviv National Medical University
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Optimal approaches to the synthesis of thiazole-pyridine hybrid molecules were developed using 1-[4-methyl-2-(2-pyridylamino)thiazol-5-yl]ethanone, which was obtained under the conditions of the [2+3]-cyclocondensation reaction of 1-(pyridine -2-yl)thiourea as an S,N-binucleophile and 2-chloroacetylacetone as an equivalent of the dielectrophilic synthon [C2]2+. Subsequently, the derivative (E)-3-(2-fluorophenyl)-1-[4-methyl-2-(2-pyridylamino)-thiazol-5-yl]-2-propen-1-one was synthesized starting from derivative 1 -[4-methyl-2-(2-pyridylamino)thiazol-5-yl]ethanone and 2-fluorobenzaldehyde under the conditions of the Claisen-Schmidt reaction. The next synthetic stage was based on transformations of the "enone" fragment of the synthesized compounds. It is also proposed to obtain high-yield Michael addition products by refluxing 1-[4-methyl-2-(2-pyridylamino)thiazol-5-yl]ethanone and 4-(2-mercaptoacetylamino)benzoic acid ethyl ether using N-methylpiperidine as a catalyst.
Conducted screening studies of the pharmacological activity of synthesized thiazole-pyridine hybrid molecules and derivatives based on thiopyranothiazole made it possible to identify a number of promising agents with antineoplastic, antiviral, and antituberculosis activity, as well as to establish some "structure-activity" relationship.
Product Description
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Lozynskyi Andrii V.
Roman Oleksandra M.
Sementsiv Hryhorii M.
Yushyn Ihor M.
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2024-02-29
