23522-37-4

Basic information

• Product Name: 2-Thioxo-3-(2-Methylphenyl)-4-thiazolidinone, 95%
• Synonyms: 2-Thioxo-3-(2-Methylphenyl)-4-thiazolidinone, 95%;2-Thioxo-3-o-tolyl-thiazolidin-4-one
• CAS NO: 23522-37-4
• Molecular Formula: C₁₀H₉NOS₂
• Molecular Weight: 223.31456
• Mol File: 23522-37-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 334.3°Cat760mmHg
• Flash Point: 156°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 0.000129mmHg at 25°C
• Refractive Index: 1.709
• CAS DataBase Reference: 2-Thioxo-3-(2-Methylphenyl)-4-thiazolidinone, 95%(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thioxo-3-(2-Methylphenyl)-4-thiazolidinone, 95%(23522-37-4)
• EPA Substance Registry System: 2-Thioxo-3-(2-Methylphenyl)-4-thiazolidinone, 95%(23522-37-4)

Safety Data

• Hazardous Substances Data: 23522-37-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H9NOS2/c1-7-4-2-3-5-8(7)11-9(12)6-14-10(11)13/h2-5H,6H2,1H3

Upstream product

• 75-15-0 carbon disulfide 
• 3926-62-3 sodium monochloroacetic acid 
• 95-53-4 o-toluidine 
• 79-07-2 Chloroacetamide 
• 105-39-5 chloroacetic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 623-51-8 ethyl 2-sulfanylacetate 
• 614-69-7 2-tolyl isothiocyanate 
• 45892-06-6 N-(o-tolyl)dithiocarbamic acid 
• 79-11-8 chloroacetic acid 
• 6326-83-6 bis(carboxymethyl)trithiocarbonate 
• 68-11-1 mercaptoacetic acid 

Downstream Products

• 221286-75-5 5-[1-(2-Chloro-phenyl)-meth-(Z)-ylidene]-2-thioxo-3-o-tolyl-thiazolidin-4-one 
• 221286-77-7 5-(4-methoxybenzylidene)-3-(2-methylphenyl)-2-thioxothiazolidin-4-one 
• 126751-00-6 5-Oxo-7-phenyl-2-thioxo-3-o-tolyl-2,3,4,5-tetrahydro-thiazolo[4,5-b]pyridine-6-carbonitrile 
• 126751-05-1 2-Thioxo-3-o-tolyl-2,3-dihydro-furo[2,3-d]thiazol-6-one 

Relevant articles and documents

Design, synthesis and biological evaluation of imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as lymphoid-specific tyrosine phosphatase inhibitors

Lymphoid-specific tyrosine phosphatase (LYP), which exclusively exists in immune cells and down-regulates T cell receptor signaling (TCR), has becoming a potent target for various autoimmune diseases. Herein, we designed and synthesized imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as new LYP inhibitors. Among them, the cinnamic acids-based inhibitors (9p and 9r) displayed good LYP inhibitory activities (IC50 = 2.85–6.95 μM). Especially, the most potent inhibitor 9r was identified as competitive inhibitor (Ki = 1.09 μM) and bind LYP reversibly. Meanwhile, 9r exhibited better selectivity over other phosphatases than known LYP inhibitor A15. Furthermore, compound 9r could regulate TCR associated signaling pathway in Jurkat T cell.

Chiral N-(o-aryl)-thiazolidinediones: Synthesis from rhodanines and investigation on rotational enantiomers by NMR spectroscopy

Sterically hindered N-(o-aryl)-rhodanines (a) (N-(o-aryl)-2-thioxo-4-thiazolidinones) have been synthesized and the N-(o-tolyl) and N-(o-chlorophenyl) derivatives have been converted to their dioxo analogs (b) (N-(o-aryl)-2,4-thiazolidine-diones). The chi

1H and 13C NMR Studies on 3-Aryl-2-thioxo-4-oxazolidinones and 3-Arylrhodanines

3-Aryl-2-thioxo-4-oxazolidinones and 3-arylrhodanines have been studied for magnetic non-equivalence of diastereotopically related proton and 13C nuclei in rotational isomers, and for steric interactions between the aryl and heterocyclic moieties of these compounds.For the majority of rotational isomers the barriers to internal rotation about the aryl C-N bond were >100 kJ mol-1, due to the steric bulk of the thiocarbonyl group.Chemical isolation of several of the diastereomers was achieved.The enhanced steric effect and the difference in the electronic effect of the sulphur atom in relation to the oxygen atom appeared to have no influence on the small chemical shift differences of the rotational isomers, detected for some 1H and some 13C nuclei.