34657-67-5Relevant academic research and scientific papers
Oligomer-containing hydantoin compounds
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Page/Page column 32; 33, (2017/01/31)
The invention relates to (among other things) oligomer-containing hydantoin compounds. A compound of the invention, when administered by any of a number of administration routes, exhibits one or more advantages over corresponding compounds lacking the oli
New derivatives of hydantoin as potential antiproliferative agents: Biological and structural characterization in combination with quantum chemical calculations
Hmuda, Sleem,Trisovic, Nemanja,Rogan, Jelena,Poleti, Dejan,Vitnik, Zeljko,Vitnik, Vesna,Valentic, Natasa,Bozic, Biljana,Uscumlic, Gordana
, p. 821 - 833 (2014/05/20)
Two new series of hydantoin derivatives, 3-(4-substituted benzyl)-5,5-diphenyl- and 3-(4-substituted benzyl)-5-ethyl-5-phenylhydantoins, were synthesized and their antiproliferative activity was tested against human colon cancer HCT-116 and breast cancer
Synthesis, single-crystal, in vitro antitumor evaluation and molecular docking of 3-substitued 5,5-diphenylimidazolidine-2,4-dione derivatives
Alanazi, Amer M.,El-Azab, Adel S.,Al-Swaidan, Ibrahim A.,Maarouf, Azza R.,El-Bendary, Eman R.,Abu El-Enin, Mohamed A.,Abdel-Aziz, Alaa A.-M.
, p. 6129 - 6142 (2013/11/06)
Series of 3-alkyl, 3-aryl-5,5-diphenylimidazolidine-2,4-diones (2-8) and 3-phenacyl-5,5-diphenylimidazolidine-2,4-diones (9-20) were designed, synthesized, and tested for their antitumor activity. The 13 compounds (3-8, 10-15 and 20) were selected by Nati
Structure-activity relationships of 3-substituted-5,5-diphenylhydantoins as potential antiproliferative and antimicrobial agents
Trisovic, Nemanja,Bozic, Bojan,Obradovic, Ana,Stefanovic, Olgica,Markovic, Snezana,Comic, Ljiljana,Bozic, Biljana,Uscumlic, Gordana
scheme or table, p. 1597 - 1606 (2012/05/07)
A series of twelve 3-substituted-5,5-diphenylhydantoins was synthesized, including some whose anticonvulsant activities have already been reported in the literature. Their antiproliferative activities against HCT-116 human colon carcinoma cells were evalu
Solvent effects on the structure-property relationship of some potentially pharmacologically active 3-(4-substituted benzyl)-5-ethyl-5-phenyl- and 3-(4-substituted benzyl)-5,5-diphenylhydantoins
Hmuda, Sleem F.,Trisovic, Nemanja P.,Valentic, Natasa V.,Uscumlic, Gordana S.
experimental part, p. 307 - 319 (2011/10/01)
Two series of 3-(4-substituted benzyl)-5-ethyl-5-phenyl- and 3-(4-substituted benzyl)-5,5-diphenylhydantoins were synthesized and their UV absorption spectra were recorded in the region 200-400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent/solute hydrogen bonding interactions on the spectral shifts were analyzed by means of the linear solvation energy relationship (LSER) methodology of Kamlet and Taft. The quantitative relationships between hydrogen bonding interactions and the lipophilicity and blood-brain permeation of the studied compounds were discussed. Satisfactory linear dependences were obtained for moderate electron-donating and electron-withdrawing substituents at the benzyl moiety, while the strong electron-withdrawing substituent (NO2) significantly modifies the solvation characteristics of the molecule. The paper clearly demonstrates how the solvatochromic comparison method may be applied to estimate the contributions of various modes of solvation to the pharmaceutically relevant properties of these newly synthetized hydantoin derivatives.
Preparation of hydantoins by catalytic oxidative carbonylation of α-amino amides
Dumbris, Seth M.,Diaz, Delmy J.,McElwee-White, Lisa
experimental part, p. 8862 - 8865 (2010/03/02)
(Chemical Equation Presented) Hydantoins can be synthesized from the corresponding amino amides employing oxidative catalytic carbonylation using W(CO)6 as the catalyst, I2 as the oxidant,COas the carbonyl source, andDBUas base. Secondary amides afford the hydantoins in good to excellent yields, which decrease as the steric bulk of the N-alkyl substituent increases. 2009 American Chemical Society.
Solvent effects on the structure-activity relationship of phenytoin-like anticonvulsant drugs
Trisovic, Nemanja,Banjac, Nebojsa,Valentic, Natasa,Uscumlic, Gordana
body text, p. 199 - 208 (2009/10/09)
The absorption spectra of nine compounds structurally related to phenytoin (5,5-diphenylhydantoin) were recorded in twelve solvents over the range of 200 to 400 nm. The effects of solvent dipolarity/polarizability and solvent/solute hydrogen bonding interactions were analyzed by means of the linear solvation energy relationship (LSER) concept proposed by Kamlet and Taft. The lipophilic activity of the investigated hydantoins was estimated by calculation of their log 10 P values. The calculated values of log 10 P were correlated with the ratio of the contributions of specific and non-specific solute/solvent interactions. The correlation equations were combined with the corresponding ED50 values to generate new equations that demonstrate exact relationship between solute/solvent interactions and the structure-activity parameters.
Solvent effects on the structure-activity relationship of pharmacological active 3-substituted-5,5-diphenylhydantoins
Banjac, Nebojsa,Uscumlic, Gordana,Valentic, Natasa,Mijin, Dusan
, p. 869 - 878 (2008/02/08)
Absorption spectra of eight 3-substituted-5,5-diphenylhydantoins have been recorded in fourteen solvents in the range 200-400 nm. The effect of solvent dipolarity/polarizability and solvent/solute hydrogen bonding interactions are analyzed by means of the
Versatile access to benzhydryl-phenylureas through an unexpected rearrangement during microwave-enhanced synthesis of hydantoins
Muccioli, Giulio G.,Wouters, Johan,Poupaert, Jacques H.,Norberg, Bernadette,Poppitz, Wolfgang,Scriba, Gerhard K. E.,Lambert, Didier M.
, p. 3599 - 3602 (2007/10/03)
(Equation presented) A new access to benzhydryl-phenylureas is described. These new interesting urea derivatives were obtained by reaction of substituted benzils with substituted phenylureas under microwave irradiation. Phenylthiourea, when reacted with benzil, gave 3-phenyl-thiohydantoin. Moreover, benzylurea, as phenethylurea, gave the corresponding 3-substituted hydantoin derivatives, demonstrating that only phenylurea derivatives can result in benzhydryl-phenylureas under the applied conditions. This new reaction proved to be an easy access to substituted 1-benzhydryl-3-phenyl-ureas.
3-alkyl-(5,5'-diphenyl)imidazolidinediones as new cannabinoid receptor ligands
Kanyonyo, Martial,Govaerts, Sophie J.,Hermans, Emmanuel,Poupaert, Jacques H.,Lambert, Didier M.
, p. 2233 - 2236 (2007/10/03)
Twenty-four 3-alkyl-(5,5'-diphenyl)imidazolidinediones were synthesized and evaluated as new cannabinoid receptor ligands. Three compounds exhibited a Ki value around 100 nM against [3H]-SR 141716A binding obtained from human CB1 transfected CHO cells membranes. The lack of change of affinity in the presence of a non hydrolyzable GTP analogue seems to indicate they are cannabinoid antagonists.
