51244-45-2

Basic information

• Product Name: 5-(2,4-dichlorobenzylidene)-1,3-thiazolidine-2,4-dione
• CAS NO: 51244-45-2
• Molecular Formula: C₁₀H₅Cl₂NO₂S
• Molecular Weight: 274.1232
• Mol File: 51244-45-2.mol
• Article Data: 10

Chemical Properties

• Density: 1.622g/cm³
• Refractive Index: 1.71
• CAS DataBase Reference: 5-(2,4-dichlorobenzylidene)-1,3-thiazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2,4-dichlorobenzylidene)-1,3-thiazolidine-2,4-dione(51244-45-2)
• EPA Substance Registry System: 5-(2,4-dichlorobenzylidene)-1,3-thiazolidine-2,4-dione(51244-45-2)

Safety Data

• Hazardous Substances Data: 51244-45-2(Hazardous Substances Data)

Usage

General Description

5-(2,4-dichlorobenzylidene)-1,3-thiazolidine-2,4-dione, also known as Dithizone, is a chemical compound with the molecular formula C15H8Cl2N2O2S. It is a yellow to orange crystalline powder with a molecular weight of 349.21 g/mol. It is primarily used as an organic reagent for the detection and determination of certain metals, such as lead, cadmium, and zinc, by forming colored complexes with these ions. Dithizone is also used in analytical chemistry and in the research of heavy metal pollution. It is important to handle Dithizone with caution due to its hazardous nature, and proper safety precautions should be taken when working with this compound.

Upstream product

• 2295-31-0 thiazoline-2,4-dione 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Relevant articles and documents

Synthesis and characterization of pine-cone derived carbon-based solid acid: A green and recoverable catalyst for the synthesis of pyra-no_pyrazole, amino-benzochromene, amidoalkyl naphthol and thiazoli-dinedione derivatives

In this report, SO3H-functionalized Carbon nanoparticles (Pine-SO3H) with high acid density have been synthesized by the thermal treatment of sulfuric acid with Pine-Cone as carbon-based at 180oC in a sealed autoclave in a

Biological, toxicological and molecular docking evaluations of isoxazoline-thiazolidine-2,4-dione analogues as new class of anti-hyperglycemic agents

In this work, three isoxazoline-thiazolidine-2,4-dione derivatives were synthesized and characterized by FT-IR, 1H-NMR, 13C-NMR and ESI-MS spectrometry. All compounds have been investigated for their α-amylase and α-glucosidase inhib

Anti-hepatitis-C virus activity and QSAR study of certain thiazolidinone and thiazolotriazine derivatives as potential NS5B polymerase inhibitors

The present study reports on evaluation of anti-HCV activity and QSAR of certain arylidenethiazolidinone derivatives as potential inhibitors of HCV-NS5B polymerase. The pursued compounds involving, 5-aryliden-3-arylacetamidothiazolidin-2,4-diones 4–6(a–f), 5-arylidine-2-(N-arylacetamido)-iminothiazolidin-4-one (10) and their rigid counterparts 5-arylidinethiazolotriazines 13–15(a–f), were synthesized and their structures confirmed by spectral and elemental analyses. The results of NS5B polymerase inhibition assay revealed compound 4e, as the most active inhibitor (IC50 = 0.035 μM), which is four folds greater than that of the reference agent, VCH-759, (IC50 = 0.14 μM). Meanwhile, compounds 4b, 4c, 5a, and 5c, and 13b, 14e and 15c displayed equipotency to 2 folds higher activity than VCH-759 (IC50 values: 0.085, 0.14, 0.14, 0.10, 0.12, 0.09 and 0.07 μM, respectively). Assessment of the anti-HCV activity (GT1a) using human hepatoma cell line (Huh-7.5) illustrates superior activity of 4e (EC50 = 3.80 μM) relative to VCH-759 (EC50 = 5.29 μM). Cytotoxicity evaluation on, Transformed normal cell lines (Human Liver Epithelial-2, THLE-2 and Proximal Tubular Epithelial, RPTEC/TERT1), demonstrate enhanced safety profile of 4e (CC50 = 102.77, 161.37 μM, respectively) compared to VCH-759 (CC50 = 61.83, 81.28 μM, respectively). Molecular docking of the synthesized derivatives to NS5B polymerase allosteric site (PDB: 2HWH) showed similar binding modes to that of the co-crystallized ligand. Moreover, QSAR models were established for the studied thiazolidinones and thiazolotriazines to investigate the molecular characteristics contributing to the observed NS5B polymerase inhibition activity. The obtained results inspire further investigations of thiazolidinones and thiazolotriazine aiming at affording more potent, safe and orally active non-nucleoside NS5B polymerase inhibitors as anti-HCV drug candidates.