110830-18-7

Upstream product

• 98-01-1 furfural 
• 32085-04-4 3-acetyl-2-thioxoimidazolidin-4-one 
• 109547-79-7 C₂₇H₂₄NO₃P 
• 684216-31-7 3-furan-2-yl-2-isothiocyanato acrylic acid ethyl ester 
• 37530-41-9 4-furfurylidene-2-thioxo-thiazolidin-5-one 
• 7664-41-7 ammonia 
• 138213-22-6 4-furfurylidene-2-methylsulfanyl-4H-thiazol-5-one 
• 503-87-7 2-thiohydantoin 
• 3237-22-7 2-cyano-3-(2-furanyl)acrylonitrile 
• 67449-75-6 ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate 
• 56-40-6 glycine 
• 577-47-9 1-benzoyl-2-thioxo-imidazolidin-4-one 

Downstream Products

• 488829-40-9 5-[1-Furan-2-yl-meth-(Z)-ylidene]-2-{[1-phenyl-meth-(E)-ylidene]-hydrazono}-imidazolidin-4-one 

Relevant academic research and scientific papers

A convenient preparation of 2-(2-arylidene)- and 2-(2-polyhydroxyalkylidene)hydrazono-4-imidazolidinones with various heterocyclic side chain substituents at position 5 as potential antiviral and antitumor agents

A variety of novel 5-[(Z)-arylidene]-2-[(2-(E)-arylidene)hydrazono]4-imidazolidinones 1a-c to 4a,b and 5-[(Z)-arylidene]-2-[(2-(E)-polyhydroxyalkylidene)hydrazono]-4- imidazolidinones 5a-c to 7a-c were prepared from the reaction of 5-[(Z)-arylidene]-2-methylmercaptohydantoins 8a-c with 2-(E)-arylidene hydrazones 13a-d and/or 2-(E)-monosaccharides hydrazones 16a-c. The linear structure, and not that of the angular isomer, has been selected for the products. This structure has been confirmed from a model study of the condensation of 5-[(Z)-2-thienylidene]-2-hydrazono-4-imidazolidinone 9a with benzaldehyde and D-galactose, respectively. The acetylation and benzoylation reactions of compounds 1-7 have been studied. All the new compounds were tested for their potential antiviral and antitumor activities.

An efficient synthesis of 2-alkylthio-3-alkyl-5-furfurylidene-4H-imidazol- 4-ones

2-Alkylthio-3-alkyl-5-furfurylidene-4H-imidazol-4-ones 4 were synthesized by N-alkylation and S-alkylation of 2-thioxo-5-furfurylidene-4-imidazolidinone 3, which was obtained via cyclization of vinyl isothiocyanate 2 with excess ammonium hydroxide (28% NH

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

A convenient synthesis of glycosylated hydantoins as potential antiviral agents

Reaction of 5-arylidene-2-thiohydantoins 3a-d with glycosyl halides 4a,b under alkaline conditions gave the respective bisglycosylated derivatives 5a-h. Deacetylation with ammonia in methanol caused a change of the S-glycosyl residue and gave the N-3 glyc

ACTIVATED NITRILES IN HETEROCYCLIC SYNTHESIS: NOVEL SYNTHESIS OF PYRROLOIMIDAZOLE AND PYRANOIMIDAZOLE DERIVATIVES

Several new pyrroloimidazole derivatives (4a,b), (8a,b), (10a,b) and pyranoimidazole derivatives (12a,b), (14a,b) were synthesised via the reaction of each 2-thiohydantoin derivatives (2) and (11) with 3-(2-furanyl) or 3-(2-thienyl)-acryloni

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.

α,β-Unsaturated Nitriles in Heterocyclic Synthesis: The Reaction of β-(2-Furanyl)- and β-(2-Thienyl)acrylonitrile with Active Methylene Reagents

The reactions of β-(2-furanyl)- and β-(2-thienyl)acrylonitrile with a variety of active methylene reagents are described.The investigations make several new pyran and pyranodiazole derivatives accessible.