Evaluation of new 2-hydroxy-N-(4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamide derivatives as potential antimycobacterial agents

Güzel-Akdemir, Özlen; Demir-Yazıcı, Kübra; Trawally, Muhammed; Birgül, Serap İpek Dingiş; Akdemir, Atilla

doi:10.25135/acg.oc.78.20.05.1655

Cited by 3 publications

(2 citation statements)

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“…The syntheses and biological evaluation of N 4 -substituted sulfonamide-acetamide derivatives as dihydrofolate reductase (DHFR) inhibitors was reported by Hussein et al (2019) and the synthesis of N-(substituted phenyl)-N-(substituted)acetamide derivatives as potent analgesic agents was described by Verma et al (2020). Lastly, the evaluation of new 2-hydroxy-N-(4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamide derivatives as potential antimycobacterial agents was reported by Gu ¨zel-Akdemir et al (2020).…”

Section: Chemical Contextmentioning

confidence: 99%

Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

Geetha¹,

Kumar²,

Kumar³

et al. 2023

Acta Cryst E

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The synthesis and crystal structure of the title compound, C12H16FNO3S, which is related to the herbicide flufenacet, are presented. The dihedral angle between the amide group and the fluorinated benzene ring is 87.30 (5)° and the N—C—C—S torsion angle defining the orientation of the methylsulfonyl substituent relative to the amide group is 106.91 (11)°. In the crystal, inversion-related molecules form dimers as a result of pairwise C—H...O hydrogen bonds, which appear to be reinforced by short O...π contacts [O...Cg = 3.0643 (11) Å]. A Hirshfeld surface analysis was used to quantify the various types of intermolecular contacts, which are dominated by H atoms.

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Section: Chemical Contextmentioning

confidence: 99%

Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

Geetha¹,

Kumar²,

Kumar³

et al. 2023

Acta Cryst E

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“…The SAR study unleashed an increase in the activity of the 5‐non‐methyl thiazolidinone compounds with dihalo‐substitution on the phenyl ring, while in the case of 5‐methylthiazolidinone derivatives, a complete loss of antitubercular potential was observed on dihalo‐substitution. Also, replacing halogens with a methoxy group profoundly increased the activity [34].…”

Section: Synthetic Strategies and Biological Activity Profile Of 4‐th...mentioning

confidence: 99%

Synthetic strategies and medicinal perspectives of 4‐thiazolidinones: Recent developments and structure–activity relationship studies

Chawla

Wahan

Negi

et al. 2022

Journal of Heterocyclic Chem

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The 4‐thiazolidinone moiety is a privileged scaffold showing diversity in biological responses like antiinflammatory, antidiabetic, anticancer, antitubercular, anesthetic, hypnotic, antiviral and many more. As a result of this, researchers have been studying and synthesizing this class of heterocycles through several simple as well as complex pathways as the target scaffold for biological studies. This review recapitulates the recent advances in the chemical and biological activities of 4‐thiazolidinones that have proved to be of immense importance in the discovery and development of several molecules and, thereby, the treatment of many ailments. This study will add to previously published reviews by examining the research on various biological activities of 4‐thiazolidinones, including patents, with a focus on structure–activity relationship (SAR) investigations. Literature and patents emphasizing synthetic schemes and biological activities of 4‐thiazolidinones have covered the data in the last decade. Here, sufficient efforts have been put into place to compile the synthetic strategies, establish SARs and enlist various patents so far for this fantastic molecule. The facile synthetic schemes and a vast range of biological activity profiles possessed by this nucleus may provide researchers with new opportunities toward novel therapeutics.

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Mandelic acid-based spirothiazolidinones targeting M. tuberculosis: Synthesis, in vitro and in silico investigations

Trawally

Demir-Yazıcı

Dingiş-Birgül

et al. 2022

Bioorganic Chemistry

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Evaluation of new 2-hydroxy-N-(4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-phenylacetamide derivatives as potential antimycobacterial agents

Cited by 3 publications

References 0 publications

Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

Synthetic strategies and medicinal perspectives of 4‐thiazolidinones: Recent developments and structure–activity relationship studies

Mandelic acid-based spirothiazolidinones targeting M. tuberculosis: Synthesis, in vitro and in silico investigations

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