Four Three-winged Nitrogenous Heterocyclic Derivatives of Citric Acid Scaffold: The First Synthesis and Characterization of These Newly Discovered Fan-like Compounds.

Rabie, A. M.

Citric acid is a very important scaffold and intermediate in organic/medicinal chemistry and biochemistry, as it is the most famous natural tricarboxylic acid whose unique fan-like backbone with three reactive carboxy groups (three wings) and one hydroxy group (one stand or stick) represent a very rich reactive environment for several organic reactions. Derivatives of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles, and 1,2,4-triazoles exhibit diverse high pharmacological activity. According to the combination principles, if three substituted aromatic heterocyclic rings of the three previously-mentioned types are directly linked with a citric acid scaffold at the positions of the carboxy groups, the resulting derivatives are expected to be pharmaco-logically very active. This paper reports for the first time successful design, synthesis, and characterization of four three-winged nitrogenous heterocyclic derivatives of citric acid scaffold, which represent a new fan-shaped heteroaromatic pharmacophore.

THIADIAZOLES; CITRIC acid; ACID derivatives; PHARMACEUTICAL chemistry; TRICARBOXYLIC acids; HETEROCYCLIC compounds

Russian Journal of Organic Chemistry, 2021, Vol 57, Issue 3, p417

1070-4280

Academic Journal

10.1134/S1070428021030131