1224-08-4

Usage

InChI:InChI=1/C15H13N3O2/c16-18-13(19)15(17-14(18)20,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,16H2,(H,17,20)

Upstream product

• 976-85-2 ethyl 2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate 
• 57-41-0 phenythoin 
• 1097-57-0 ethyl 3-(5,5-diphenylhydantoin) formate 
• 100-52-7 benzaldehyde 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 134-81-6 benzil 
• 4426-72-6 hydrazine carboxamide 

Relevant academic research and scientific papers

Excited state proton transfer and E/Z photoswitching performance of 2-hydroxy-1-naphthalene and 1-naphthalene 5,5′-dimethyl- and 5,5′-diphenylhydantoin Schiff bases

The paper presents the synthesis and photoinduced enol/keto tautomerization as well as E/Z photoswitching behavior of four 3-amino-5,5′-dimethyl- and -5,5′-diphenylhydantoin Schiff base derivatives containing 2-hydroxy-1-naphthyl and 1-naphthyl moieties.

Analysis of free drug fractions using near-infrared fluorescent labels and an ultrafast immunoextraction/displacement assay

A chromatographic method was developed for measuring free drug fractions based on the use of an ultrafast immunoextraction/displacement assay (UFIDA) with near-infrared (NIR) fluorescent labels. This approach was evaluated by using it to determine the fre

Experimental and theoretical study of bidirectional photoswitching behavior of 5,5′-diphenylhydantoin Schiff bases: Synthesis, crystal structure and kinetic approaches

Herein, the synthesis and characterization of four novel 5,5′-diphenylhydantoin Schiff bases containing different aromatic species are presented. Their structure-property relationship was studied by X-ray, optical and electrochemical methods as well as DFT calculations in terms of their E/Z photoisomerization and enol/keto phototaumerization. The big challenge in photoinduced motion is achieving control and stability over the two isomers. Solvent-driven bidirectional photoswitching behavior was studied in nonpolar 1,4-dioxane and polar aprotic DMF. T-type photochromism in 1,4-DOX and opposite behavior in DMF as P-type switches (bistable system) were observed. The obtained results lead to a conclusion that by variation of the solvent environment a direct control over the bidirectional switching behaviour from T-type to P-type can be achieved.

Synthesis, anti-inflammatory, analgesic and COX-1/2 inhibition activities of anilides based on 5,5-diphenylimidazolidine-2,4-dione scaffold: Molecular docking studies

The design, synthesis and pharmacological activities of a group of 5,5-diphenylimidazolidine-2,4-dione bearing anilide, phenacyl and benzylidene fragments 2-27 were reported. The prepared 5,5-diphenylimidazolidine-2,4-dione derivatives were evaluated in vivo for anti-inflammatory, analgesic activities and in vitro for COX-1/2 inhibition assay. Among the tested compounds, derivatives 5, 9, 10, 13, and 14 showed significant and potent anti-inflammatory and analgesic activities almost equivalent to reference drug celecoxib. In COX-1/2 inhibition assay, compounds 5, 9, 10 and 14 showed high COX-2 inhibitory activity (IC50 = 0.70 μM, 0.44 μM, 0.61 μM and 0.41 μM; respectively) and selectivity index (SI) range of 142-243 comparable to celecoxib [COX-2 (SI) > 333]. These potent COX-2 inhibitors 9, 10, 13, and 14 were docked into the active site pocket of COX-2 to explore the binding mode and possible interactions of these ligands.

Synthesis of hydantoins, thiohydantoins, and glycocyamidines under solvent-free conditions

Hydantoins, thiohydantoins, and glycocyamidines have been prepared in moderate to excellent yields at room temperature under solvent-free conditions. 3N-amino and carboamide derivatives of hydantoin (7-8) were prepared in single step by condensing benzil with semicarbazide and biuret respectively.