110830-16-5

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 32085-04-4 3-acetyl-2-thioxoimidazolidin-4-one 
• 503-87-7 2-thiohydantoin 

Downstream Products

• 280137-36-2 3-Piperidin-1-ylmethyl-2-thioxo-5-[1-p-tolyl-meth-(Z)-ylidene]-imidazolidin-4-one 
• 280137-30-6 3-Morpholin-4-ylmethyl-2-thioxo-5-[1-p-tolyl-meth-(Z)-ylidene]-imidazolidin-4-one 
• 207982-85-2 2-Methylsulfanyl-5-[1-p-tolyl-meth-(Z)-ylidene]-3,5-dihydro-imidazol-4-one 

Relevant academic research and scientific papers

Sulfated and Oxygenated Imidazoline Derivatives: Synthesis, Antioxidant Activity and Light-Mediated Antibacterial Activity

Imidazoline derivatives with different exocyclic substituents were simply prepared from common starting materials. The procedures were carried out in an eco-friendly manner. The antioxidant activity of these derivatives was explored by different experimental assays, such as ABTS.+ and DPPH. scavenging assay, as well as reducing power assay. The structural differences are discussed in terms of the results. Sulfur analogs showed higher antioxidant activity than their oxygenated counterparts. The same tendency was observed in microbiological studies, in which the same imidazoline compounds were assayed for light-mediated activity against of Staphylococcus aureus and Escherichia coli strains. A light-enhanced activity was observed for almost all the sulfated imidazolines after exposure to UV-A (400-320 nm) light.

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.

Synthesis, conformational analysis and antitumor testing of 5-(Z)-arylidene-4-imidazolidinone derivatives

A series of 5-(Z)-arylidene-2-amino-4-imidazolidinones 16-34, 5-(Z)-arylidene-2-(2-carboxyphenylamino)-4-imidazolidinones 35-41, 5-(Z)-arylidene-3-aminomethyl-2-thioxo-4-imidazolidinones 42-55 and 5-(Z)-arylidene-3-aminomethyl-2-methylmercapto-4-imidazoli

CONDENSATION ON ALUMINA: III - SYNTHESIS OF 5-ALKYLIDENE, 2-THIOHYDANTOIN FROM 3-ACETYL, 2-THIOHYDANTOIN

A convenient procedure for the synthesis of 5-alkylidene, 2-thiohydantoin is described.