Work

6-((2-Oxoindolin-3-ylidene)hydrazineylidene)indolo[2,1-b]quinazolin-12(6H)-one

Year: 2026

Type: article

Abstract: A novel unsymmetrical azine, 6-((2-oxoindolin-3-ylidene)hydrazineylidene)indolo[2,1-b]quinazolin-12(6H)-one, was synthesized through a condensation reaction between tryptanthrin-6-hydrazone and isatin in chloroform under reflux conditions. Structural characterization revealed the compound exists as a mixture of geometric isomers with one predominant form. Density functional theory (DFT) calculations identified the E,E configuration as the most stable isomer. The isomerization barriers for both C=N bonds were calculated at approximately 18.5 kcal/mol via nitrogen inversion. Given the established biological activities of tryptanthrin and isatin derivatives, this hybrid azine represents a promising lead compound for developing bifunctional drug candidates.

Source: Molbank

DOI: 10.3390/m2121

Authors: Elizaveta I. Samorodova, Anastasia R. Kovrizhina, Andrei I. Khlebnikov

Institution: Tomsk Polytechnic University

Language: English

Topic: Quinazolinone synthesis and applications

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $603

Funders: Russian Science Foundation, Ministry of Science and Higher Education of the Russian Federation