Novel Synthesis of Some Imidazolyl‐, Benzoxazinyl‐, and Quinazolinyl‐2,4‐dioxothiazolidine Derivatives

Abstract

2‐(2,4‐Dioxothiazolidin‐5‐yl)acetic acid 1 and its chloride derivative 2 were allowed to react with different aromatic amines such as o‐phenylenediamine, o‐aminothiophenol, p‐aminoacetophenone, and anthranilic acid to give the biologically active nuclei such as imidazoles, thiazoles, benzoxazines, and quinazolines incorporated with the thiazolidindione nucleus. The antimicrobial activity of five of the synthesized compounds was examined against one gram positive bacteria (Staphylococcus aureus), one gram negative bacteria (Escherichia coli), and two fungi (Aspergillus flavus and Candida albicans). Four compounds showed moderate antibacterial and antifungal activities.

Cytotoxic and antimicrobial activities of some novel heterocycles employing 6-(1,3-diphenyl-1H-pyrazol-4-yl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

“…Incorporation of 3-nitroacetophenone moiety at position-3, as in compound 8, produced excellent activity. Replacement of an oxygen atom with sulfur as in compound 12 increased the activity [6]. Hydrolysis of the cyano group as in compound 14 achieved good activity.…”

“…The chemistry of the pyrazole heterocycles has received great attention during the last few decades because of their outstanding pharmacological activities e.g. antiviral, antitumor and antimicrobial [1][2][3][4][5][6][7]. Considering all of these benefits and in continuation of our work to synthesize new heterocycles, starting from 1,3-diphenyl-1Hpyrazole-4-carboxaldehyde [1][2][3], we introduce herein several new pharmacophores containing pyrimidine, pyrimidinethione, and thiazolopyrimidine moieties incorporated into the pyrazole nucleus, in an effort to obtain compounds with enhanced potency.…”

β-Enaminonitrile in the synthesis of tetrahydrobenzo[b]thiophene candidates with DFT simulation, in vitro antiproliferative assessment, molecular docking, and modeling pharmacokinetics

“…These hybrids were an attempt to reach some antitumor agents with potent effect. Continuing our attempts for diverse heterocyclic candidates with pharmaceutical interest, [25][26][27][28][29][30][31][32] this work targeted to design and prepare a new series of tetrahydrobenzo[b]thiophenes to evaluate their in vitro antiproliferative potency and supported by DFT, molecular docking, and modeling pharmacokinetics studies.…”

Evaluation of some new heterocycles bearing 2‐oxoquinolyl moiety as immunomodulator against highly pathogenic avian influenza virus (H5N8)

“…In turn, furan‐2(3 H )‐ones are of considerable interest as they are versatile key materials for synthesis of a variety of heterocycles having a diverse of pharmacological applications [8–18]. Furthermore, quinolin‐2(1 H )‐ones are of fascinating interest according to their role in natural products and their pharmacological effects [19–27]. The present work deals with synthesis of quinolin‐2(1 H )‐one‐based heterocycles, for example, pyrrolone, pyridazinone, oxadiazole, and triazole derivatives, to enhance the antiviral activity and selectivity toward highly pathogenic avian influenza virus (H 5 N 8 ).…”