54107-52-7Relevant academic research and scientific papers
Design, synthesis, and computational explorations of novel 2-thiohydantoin nucleosides with cytotoxic activities
Al-Issa, Siham A.,Awad, Mohamed K.,Bakare, Safyah B.,Khodair, Ahmed I.,Nafie, Mohamed S.
, (2022/01/31)
A novel series of S-alkylated, N-alkylated, and N-glycosylated 2-thiohydantoin derivatives were synthesized via the reaction of (E)-5-(arylidene)-1-phenyl-2-thiohydantoins 5a–d with alkyl halides/glycosyl bromides under aqueous, anhydrous alkaline/glycosylation conditions, respectively. The structures of the novel compounds were confirmed by elemental analyses and spectral data. Computational studies using DFT calculations with B3LYP/6-31 + G (d,p) level were performed to study the electronic and geometric properties obtained from the stable structure of the investigated compounds. A good correlation was found between the quantum chemical parameters and experimental observations. The synthesized derivatives exhibited good binding interactions towards the cyclin-dependent kinase 2, especially (E)-5-(chlorobenzylidene)-3-(2′0.3′0.4′0.6′-tetra-O-acetyl-β-d-galactopyranosyl)-1-phenyl-2-thiohydantoin (11g), which have good key interactions such as the co-crystallized ligand. In addition, it had selective cytotoxic activities with IC50?=?12.4?μM against lung cancer A549 cells.
Novel and efficient protocol for the syntheses of N-1 substituted thiohydantoin and a bicyclothiohydantoin under solvent-free conditions
Kumar, Vinod,Rana, Hemlata,Sankolli, Ravish,Kaushik
experimental part, p. 2377 - 2379 (2012/05/31)
A novel approach for the synthesis of N-1 substituted thiohydantoin has been developed to give quantitative yields of the desired products. The efficient synthesis of bis-thiohydantoin derivative and bicyclothiohydantoin has extended scope and applicabili
A SPECIAL CASE OF KNOEVENAGEL CONDENSATION: BASE-CATALIZED INTRAMOLECULAR CYCLIZATION OF N1-ACYL-N3-CARBALKOXY-METHYL-THIOUREAS
Viski, P.,Zubovics, Z.,Toldy, L.,Sohar, P.,Dvortsak, P.
, p. 323 - 334 (2007/10/02)
Thioureas of type I undergo intramolecular Knoevenagel condensation under basic conditions, when the amide carbonyl and the active methylene group react to form a double bond.Previously unknown 4-imidazoline-2-thion-5-carboxylic acids have been prepared by this reaction in high yields.
