91137-14-3

Upstream product

• 141-84-4 2-thioxo-4-thiazolidinone 
• 98-86-2 acetophenone 
• 19374-88-0 5-(1-methyl-3-oxo-butylidene)-2-thioxo-thiazolidin-4-one 

Downstream Products

• 101441-81-0 5-(1,1-diphenyl-ethyl)-2-thioxo-thiazolidin-4-one 
• 33656-58-5 3-hydroxymethyl-5-(1-phenyl-ethylidene)-2-thioxo-thiazolidin-4-one 
• 23002-83-7 (4-oxo-2-thioxo-thiazolidin-5-ylidene)-phenyl-acetaldehyde p-tolylhydrazone 
• 23002-82-6 2-{[2-(4-oxo-2-thioxo-thiazolidin-5-ylidene)-2-phenyl-ethylidene]-hydrazino}-benzoic acid 
• 99842-65-6 5-(1-phenylethyl)-4-oxothiazolidine-2-thione 

Relevant academic research and scientific papers

Facile and convenient synthesis of 5-arylalkylidenerhodanines by electrocatalytic crossed aldol condensation

An electrochemically induced catalytic crossed Aldol condensation of one equivalent of rhodanine with various aromatic aldehydes and ketones in ethanol in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of th

Privileged scaffolds or promiscuous binders: A comparative study on rhodanines and related heterocycles in medicinal chemistry

Rhodanines and related five-membered heterocycles with multiple heteroatoms have recently gained a reputation of being unselective compounds that appear as "frequent hitters" in screening campaigns and therefore have little value in drug discovery. However, this judgment appears to be based mostly on anecdotal evidence. Having identified various rhodanines and related compounds in screening campaigns, we decided to perform a systematic study on their promiscuity. An amount of 163 rhodanines, hydantoins, thiohydantoins, and thiazolidinediones were synthesized and tested against several targets. The compounds were also characterized with respect to aggregation and electrophilic reactivity, and the binding modes of rhodanines and related compounds in published X-ray cocrystal structures were analyzed. The results indicate that the exocyclic, double bonded sulfur atom in rhodanines and thiohydantoins, in addition to other structural features, offers a particularly high density of interaction sites for polar interactions and hydrogen bonds. This causes a promiscuous behavior at concentrations in the "screening range" but should not be regarded as a general knockout criterion that excludes such screening hits from further development. It is suggested that special criteria for target affinity and selectivity are applied to these classes of compounds and that their exceptional and potentially valuable biomolecular binding properties are consequently exploited in a useful way.

A solvent-free protocol for the green synthesis of arylalkylidene rhodanines in a task-specific ionic liquid

2-Hydroxyethylammonium formate acts as a task-specific ionic liquid (TSIL) for the Knoevenagel condensation of carbonyl compounds with rhodanine to afford arylalkylidene rhodanines under solvent-free conditions and in good-to-excellent yields. Additionally, compared with those in organic solvents, the yields obtained in the presence of our ionic liquid (IL) were significantly increased. The detailed mechanism of the catalytic effect of TSIL is also reported for the first time.

Selective small molecule inhibitors of the potential breast cancer marker, human arylamine N-acetyltransferase 1, and its murine homologue, mouse arylamine N-acetyltransferase 2

The identification, synthesis and evaluation of a series of rhodanine and thiazolidin-2,4-dione derivatives as selective inhibitors of human arylamine N-acetyltransferase 1 and mouse arylamine N-acetyltransferase 2 is described. The most potent inhibitors

Low molecular weight Myc-Max inhibitors

Compounds and compositions for interfering with the association of Myc and Max are described herein. These compounds and compositions are useful in methods inhibiting growth or proliferation of a cell. Methods of inhibiting growth or proliferation of a ce

Regiospecific reduction of 5-benzylidene-2,4-thiazolidinediones and 4- oxo-2-thiazolidinethiones using lithium borohydride in pyridine and tetrahydrofuran

The novel regiospecific and general reduction of 5-benzylidene-2,4- thiazolidinediones and 5-benzylidene-4-oxo-2-thiazolidinethiones to the corresponding 5-benzyl derivatives has been accomplished using lithium borohydride in pyridine and tetrahydrofuran. Sodium borohydride and lithium chloride can also be used under these conditions, which represents a cheaper alternative to lithium borohydride. (C) 2000 Elsevier Science Ltd.