15900-37-5

Upstream product

• 64-10-8 phenyl carbamate 
• 13603-49-1 α-hydroxy-α-methylthio-acetophenone 
• 93-58-3 benzoic acid methyl ester 
• 62-53-3 aniline 
• 10606-73-2 ethyl 2-chloro-2-phenylacetate 
• 1074-12-0 phenylglyoxal hydrate 
• 569336-75-0 5-bromo-1,5-diphenylbarbituric acid 

Downstream Products

• 15903-38-5 5-hydroxy-1,5-diphenylimidazoline-2,4-dione 
• 133035-31-1 methyl 2,5-dioxo-3,4-diphenyl-1-imidazolidinenonanoate 
• 133035-32-2 9-(2,5-Dioxo-3,4-diphenyl-imidazolidin-1-yl)-nonanoic acid 

Relevant academic research and scientific papers

Substituted 2-thioxoimidazolidin-4-ones and imidazolidine-2,4-diones as fatty acid amide hydrolase inhibitors templates

The demonstration of the essential role of fatty acid amide hydrolase (FAAH) in hydrolyzing endogenous bioactive fatty acid derivatives has launched the quest for the discovery of inhibitors for this enzyme. Along this line, a set of 58 imidazolidine-2,4-dione and 2-thioxoimidazolidin-4-one derivatives was evaluated as FAAH inhibitors. Among these compounds, 3-substituted 5,5′-diphenylimidazolidine-2,4-dione and 3-substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one derivatives were previously described as CB1 cannabinoid receptor ligands. In the present study, we synthesized several derivatives exhibiting interesting FAAH inhibitory activity and devoid of affinity for the CB1 and CB2 cannabinoid receptors. For instance, 3-heptyl-5,5′-diphenylimidazolidine- 2,4-dione (14) and 5,5′-diphenyl-3-tetradecyl-2-thioxo-imidazolidin-4-one (46) showed p/50 values of 5.12 and 5.94, respectively. In conclusion, it appears that even though several 3-substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one and 3-substituted 5,5′-diphenylimidazolidine-2,4-dione derivatives have been previously shown to behave as CB1 cannabinoid receptor ligands, appropriate substitutions of these templates can result in FAAH inhibitors devoid of affinity for the cannabinoid receptors.

Microwave assisted synthesis of 1,5-disubstituted hydantoins and thiohydantoins in solvent-free conditions

1,5-Disubstituted hydantoins/thiohydantoins 3a-p have been synthesized in 81-95% yield by a microwave-promoted solvent-free condensation of arylglyoxals 1 and phenylurea/thiourea 2 using PPE as a reaction mediator. This method can be extended towards the parallel synthesis of 3. The workup is simple and involves treatment with ice-cold water.

Synthesis of 5-membered ring-type compounds as potential cholecystokinin receptor ligands

Imidazolidine-2,4-diones and 1,5-diphenyl tetrainic acid derivatives were selected in order to evaluate some 5-membered heterocyclic ring compounds as potential templates for the synthesis of CCK receptor ligands. All the compounds were evaluated in vitro towards both CCK-B and CCK-A receptors.

Preparation of 2,4-imidazolidinediones (hydantoins) from α-keto hemithioacetal and ureas

5-Phenyl-2,4-imidazolidinedione (3a) and 1-aryl-5-phenyl-2,4-imidazolidinediones (3b-d) have been synthesized from α-keto hemithioacetal and urea or arylureas.

Fluorine Containing Bioactive Heterocycles. Part II. Synthesis of Some New Fluorine Containing Arylglyoxals, Their Hydrates and 1,5-Disubstituted Hydantoins

Eight new fluorine containing arylglyoxals have been synthesized by the oxidation of the active methyl group of fluorinated acetophenones by selenium dioxide in dioxan-water medium.The corresponding hydrates were obtained by dissolving arylglyoxals in minimum amounts of benzene and adding hot water.Seventeen new fluorine containing 1,5-disubstituted hydantoins were subsequently prepared by the condensation of these glyoxals with arylureas in ethanol and characterized by ir, pmr and mass spectral studies.Representative compounds have been screened for their possible anticonvulsant and analgesic activities.None of the compounds show significant analgesic activity.