24044-50-6

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidine-2,4-dione is used as a potential therapeutic agent for diabetes management due to its ability to lower blood glucose levels by increasing the sensitivity of cells to insulin and reducing the production of glucose in the liver.
Used in Antioxidant Applications:
5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidine-2,4-dione is used as an antioxidant agent for its potential to protect cells from oxidative damage, which could be beneficial in various health and medical applications.

Upstream product

• 2295-31-0 thiazoline-2,4-dione 
• 121-33-5 vanillin 

Downstream Products

• 1235470-91-3 3-(2-biphenyl-4-yl-2-oxo-ethyl)-5-(4-hydroxy-3-methoxy-benzylidene)-thiazolidine-2,4-dione 

Relevant academic research and scientific papers

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

Synthesis, Antimicrobial Activity and Structure-Activity Relationship of Some 5-Arylidene-thiazolidine-2,4-dione Derivatives

Derivatives of the thiazolidine-2,4-dione core represent a heterocyclic class with several correlated properties. In this context, the synthesis of structural analogues of these bioactive substances becomes attractive in the field of medicinal chemistry. These analogues act as antimicrobial agents against Gram-positives pathogens. The present work aimed to synthesize 10 different derivatives of 5-arylidene-thiazolidine-2,4-dione, employing urea as the catalyst in a solvent-free reaction medium, with yields that ranged from 45 to 99percent. The compounds obtained were submitted to an antimicrobial assay against S. aureus ATCC 29213. Two compounds presented minimum inhibitory concentration of 62.5 and 32.5 μg mL-1 and minimum bactericidal concentration -1, demonstrating their antibacterial potential. Principal component analysis was carried out to discriminate the compounds in active and inactive classes. Four geometric and electronic molecular descriptors were required to completely discriminate the compounds. The selected descriptors can guide us in designing new 5-arylidene-thiazolidine-2,4-dione derivatives with enhanced activity.

Effect of thiazolidinedione phenylacetate derivatives on wound-healing activity

The aim of this work was to evaluate the synthesis and structure–activity relationship of 4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl 2-phenylacetate derivatives as potential wound-healing agents. The IC50 values of the lead compounds rang

Microwave assisted urea-acetic acid catalyzed knoevenagel condensation of ethyl cyanoacetate and 1,3-Thiazolidine-2,4-dione with aromatic aldehydes under solvent free condition

Knoevengel condensation reaction of various aromatic aldehydes with ethyl cyanoacetate and 1,3-thiazolidinone-2,4-diones catalyzed by urea-acetic acid under solvent free condition where olefinic products were obtained in high yield within short reaction time.

Composition for Distructing Microalgae

The present invention relates to a composition for disrupting microalgae. The composition for disrupting microalgae can suppress growth and proliferation of microalgae when treated in marine microalgae culture farms, areas where green or red tide takes pl

Urea/thiourea catalyzed, solvent-free synthesis of 5-arylidenethiazolidine- 2,4-diones and 5-arylidene-2-thioxothiazolidin-4-ones

An efficient and organo-catalyzed method has been developed for the synthesis of 5-arylidenethiazolidine-2,4-diones and 5-arylidene-2- thioxothiazolidin-4-ones via Knoevenagel condensation of arylaldehydes 1 and 2,4-thiazolidinedione 2a/2-thioxothiazolidin-4-one 2b under mild conditions. Urea-adduct 4 and azomethine 5 also afford arylidene-products 3 by reacting with 2a-b via addition-elimination reaction. This protocol has the features of use of inexpensive, ecofriendly readily available, effective catalyst system viz. urea/thiourea, avoidance of volatile solvents, excellent yield and simple work-up procedure.

Preparation of mg-doped Ce-Zr solid catalysts and their catalytic potency for the synthesis of 5-Arylidene-2,4-thiazolidinediones via knoevenagel condensation

A series of Mg-doped Ce-Zr mixed oxides with different molar ratios were prepared by a simple co-precipitation method. The surface characterization of these materials were investigated by means of XRD, FT-IR, SEM-EDS, CO 2-TPD and BET technique

N-BIPHENYLACYL THIAZOLIDINE-2,4-DIONE DERIVATIVES, THEIR SYNTHESIS AND USES

N- Biphenylacyl-thiazolidine-2,4-dione derivatives of the general formula (I); where in, Z1 and Z2 represent H, or together forms a chemical bond; R1 represents H, alkoxy, nitro, halo, hydroxy, optionally substituted amino group, - O- (CH2)n-N(R7)(R8), -O-(CH2)n-R9, wherein n is 0 to 5, -COOH, -CN, linear or branched alkyl, substituted alkyl, cycloalkyl, -S- R11 alkyl thio, acyl, aroyl, substituted or unsubstituted heterocyclic, alkoxy carbonyl, aryloxy, aryloxy carbonyl; R2 represents H, halo, hydroxy, linear or branched alkyl, substituted alkyl; R3, R4, R5 independently represents H, alkoxy, hydroxy, linear or branched alkyl, substituted alkyl; R6 represents H, -COOH, linear or branched alkyl, -CN, -SO3H, optionally substituted amino group; R7 represents H, linear or branched alkyl, cyclo alkyl, acyl, aroyl, aralkyl where in aryl moiety is substituted or unsubstituted, or an aryl; R8 represents a substituted or unsubstituted heterocyclic, linear or branched alkyl, substituted alkyl; R9 represents a substituted or unsubstituted heterocyclic, substituted or unsubstituted aromatic, substituted or unsubstituted cycloalkyl, fused aryl-heterocyclyl; when R1 represents alkoxy group, and Z1 and Z2 together forms a chemical bond then, R2 or R3 or R4 or R5 is other than H, and when R1, R2, R3, R4, R5 are each independently represents H, and Z1 and Z2 together forms a chemical bond then R6 is not H; And when R1, R2, R3, R4, R5 represents independently or together halo group and - Z1 and Z2 together forms a chemical bond, then R6 is not H; are novel compounds, their isomers and their enantiomers and their pharmaceutically acceptable salts or solvates and their pharmaceutical compositions containing such compounds and the use of such compounds and compositions in medicines and process for preparing the same.