Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry and Computational Chemistry

Abstract

Synthesis, Antimicrobial and Molecular Docking Evaluation of Some Heterocycles Containing Quinoline Moiety

Author(s): Mansoura A. Abd-El Maksoud, Hanaa A. Tawfik, Soher S. Maigali, Fouad M. Soliman, Maysa E. Moharam and Mahmoud F. Dondeti

A simple route for synthesizing tetrahydro-6-methylpyrimidine-one and – thione derivatives by condensation reaction of chloroquinolinecarbaldehyde. β-dicarbonyl compounds, as ethylacetoacetate or oracetylacetone and urea or thiourea in ethanol and acetic acid as a catalyst was used. On the other hand, pyroloquinolinone was obtained from the reaction of carbaldehydequinoline with formamide and fomic acid via Leuckart reaction. Moreover, chloroquinolinehydrazone was synthesized when carbaldehydequinoline reacted with hydrazine hydrate. Schiff base derivatives were prepared when chloroquinolinehydrazone was treated with substituted aldehydes. In addition 2-chloro-3-cyanoquinoline was prepared from dehydration of the aldoxime with thionyl chloride. Reaction of cyanoquinoline with hydrazine hydrate afforded 3-aminopyrazoloquinoline. This compound reacted with benzoylisocyanate and aldehyde derivatives to afford the corresponding N-(1H-pyrazolo[3,4-b]quinolone-3- ylcarbamoylbenzamide, N-((1H-indol-3-yl)methylene)-1H-pyrazolo[3,4-b]quinoline-3-amine,N-(naphthalen-2- ylmethylene)-1H-pyrazolo[3,4-b]quinolin-3-amine respectively. The antimicrobial evaluation and molecular docking of the synthesized compounds were screened, too


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