71532-35-9Relevant academic research and scientific papers
Cu-catalyzed N-3-Arylation of Hydantoins Using Diaryliodonium Salts
Neerbye Berntsen, Linn,Nova, Ainara,Wragg, David S.,Sandtorv, Alexander H.
, p. 2687 - 2691 (2020/04/10)
A general Cu-catalyzed, regioselective method for the N-3-arylation of hydantoins is described. The protocol utilizes aryl(trimethoxyphenyl)iodonium tosylate as the arylating agent in the presence of triethylamine and a catalytic amount of a simple Cu-salt. The method is compatible with structurally diverse hydantoins and operates well with neutral aryl groups or aryl groups bearing weakly donating/withdrawing elements. It is also applicable for the rapid diversification of pharmaceutically relevant hydantoins.
Structural optimization of non-nucleoside DNA methyltransferase inhibitor as anti-cancer agent
Zhong, Bo,Vatolin, Sergei,Idippily, Nethrie D.,Lama, Rati,Alhadad, Laila A.,Reu, Frederic J.,Su, Bin
, p. 1272 - 1275 (2016/02/23)
Inhibition of DNA methyltransferase 1 (DNMT1) can reverse the malignant behavior of cancer cells by restoring expression of aberrantly silenced genes that are required for differentiation, senescence, and apoptosis. Clinically used DNMT1 inhibitors decitabine and azacitidine inhibit their target by covalent trapping after incorporation into DNA as azacytidine analogs. These nucleoside compounds are prone to rapid enzymatic inactivation in blood, posing challenges to the development of purely epigenetic dosing schedules. Non-nucleoside compounds that suppress expression or function of DNMT1 may overcome this problem. Using a high-throughput PCR-based site specific chromatin condensation assay, we identified a compound that reactivated Cyclin-Dependent Kinase Inhibitor 2A (CDKN2A) in myeloma cells and suppressed expression of DNMT1 from a library of 5120 chemically diverse small molecules. Lead optimization was performed to generate 26 new analogs with lung cancer proliferation and DNMT1 expression as activity readout. Two of the new derivatives showed 2 fold improvement of growth inhibiting potency and also decreased DNMT1 protein levels in lung cancer cells.
A New Method of Synthesis of 3-Monosubstituted-2-thiohydantoins and -Hydantoins
Ryczek, J.
, p. 2599 - 2604 (2007/10/02)
A new method of synthesis of 3-monosubstituted derivatives of 2-thiohydantoin and hydantoin in reaction of isothiocyanate or isocyanate glycin ethyl ester with primary aliphatic and aromatic amines has been described. Crude products were obtained with high yield and purity. The structure of these compounds was confirmed by spectral methods. Key words: 2-thiohydantoin, hydantoin, isothiocyanate glycin ethyl ester, isocyanate glycin ethyl ester
SUBSTITUENT EFFECTS ON HYDROLYTIC STABILITY AND HERBICIDAL ACTIVITY OF 3-ARYLIMIDAZOLIDINE-2,4-DIONES
Cegan, Alexandr,Vecera, Miroslav
, p. 1521 - 1528 (2007/10/02)
Twenty-one derivatives of imidazolidine-2,4-dione have been prepared by reactions of substituted amino acids with aryl isocyanates in aqueous medium.Pre- and post-emergent herbicidal activities of all the compounds have been tested, and stability of five derivatives has been followed in aqueous medium within the pH range from 7.6 to 13.0.The highest pre-emergent herbicidal activity has been found with the derivatives XI-XVI which inhibit the growth of most indicator plants at the doses of 1.6 kg/ha.The derivatives studied are relatively stable in aqueous medium, the hydrolysis half-life of the compound XI being 9 days at pH 8.
