103754-57-0

Basic information

• Product Name: 2,4-Thiazolidinedione, 5-[(4-aminophenyl)methylene]-
• CAS NO: 103754-57-0
• Molecular Formula: C10H8N2O2S
• Molecular Weight: 220.252
• Mol File: 103754-57-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,4-Thiazolidinedione, 5-[(4-aminophenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Thiazolidinedione, 5-[(4-aminophenyl)methylene]-(103754-57-0)
• EPA Substance Registry System: 2,4-Thiazolidinedione, 5-[(4-aminophenyl)methylene]-(103754-57-0)

Safety Data

• Hazardous Substances Data: 103754-57-0(Hazardous Substances Data)

Upstream product

• 2295-31-0 thiazoline-2,4-dione 
• 555-16-8 4-nitrobenzaldehdye 
• 177703-41-2 5-(4-nitro-benzylidene)-thiazolidine-2,4-dione 
• 556-18-3 4-aminobenzaldehyde 
• 6957-91-1 (E)-2-(4-aminobenzylidene)hydrazinecarbothioamide 
• 79-11-8 chloroacetic acid 

Downstream Products

• 1243277-87-3 (Z)-3-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenylamino)methyl)benzoic acid 
• 1243277-47-5 (R,Z)-dimethyl 2-(3-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenylamino)methyl)benzamido)pentanedioate 
• 85002-36-4 5-(4-amino-benzyl)-thiazolidin-2,4-dione 
• 1310744-97-8 (R,Z)-2-(3-((3-carboxy-N-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)propanamido)methyl)benzamido)pentanedioic acid 
• 1310744-96-7 (R,Z)-2-(3-((2-carboxy-N-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)acetamido)methyl)benzamido)pentanedioic acid 
• 1310744-95-6 (R,Z)-2-(3-((1-carboxy-N-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)formamido)methyl)benzamido)pentanedioic acid 
• 1310744-91-2 (R,Z)-dimethyl 2-(3-((N-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-4-methoxy-4-oxobutanamido)methyl)benzamido)pentanedioate 
• 1310744-90-1 (R,Z)-dimethyl 2-(3-((N-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-3-methoxy-3-oxopropanamido)methyl)benzamido)pentanedioate 
• 1310744-89-8 (R,Z)-dimethyl 2-(3-((N-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)-2-ethoxy-2-oxoacetamido)methyl)benzamido)pentanedioate 
• 1310744-63-8 (R,Z)-2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)methyl)-2-fluorobenzamido)pentanedioic acid 
• 1310744-60-5 (R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)pentanedioate 

Relevant articles and documents

Benzoxazolyl linked benzylidene based rhodanine and analogs as novel antidiabetic agents: synthesis, molecular docking, and in vitro studies

Benzoxazolyl linked meta- and para-substituted new chemical entities (5a–5h) featuring thiazolidinedione, rhodanine, hydantoin, and thiohydantoin moieties were synthesized and characterized by 1H NMR, 13C NMR, FT-IR, and HRMS spectra

Structure-based design of a new series of d-glutamic acid based inhibitors of bacterial UDP-N-acetylmuramoyl-l-alanine: D-glutamate ligase (MurD)

MurD ligase is one of the key enzymes participating in the intracellular steps of peptidoglycan biosynthesis and constitutes a viable target in the search for novel antibacterial drugs to combat bacterial drug-resistance. We have designed, synthesized, and evaluated a new series of d-glutamic acid-based Escherichia coli MurD inhibitors incorporating the 5-benzylidenethiazolidin-4- one scaffold. The crystal structure of 16 in the MurD active site has provided a good starting point for the design of structurally optimized inhibitors 73-75 endowed with improved MurD inhibitory potency (IC50 between 3 and 7 μM). Inhibitors 74 and 75 showed weak activity against Gram-positive Staphylococcus aureus and Enterococcus faecalis. Compounds 73-75, with IC 50 values in the low micromolar range, represent the most potent d-Glu-based MurD inhibitors reported to date.

Synthesis and biological evaluation of new glutamic acid-based inhibitors of MurD ligase

Mur ligases catalyze the biosynthesis of the UDP-MurNAc-pentapeptide precursor of peptidoglycan, an essential polymer of bacterial cell-wall. They constitute attractive targets for the development of novel antibacterial agents. Here we report on the synth