39588-47-1Relevant academic research and scientific papers
New aspects of reactions of methyl (thio)ureas with benzil
Baranov, Vladimir V.,Kravchenko, Angelina N.,Nelyubina, Yulia V.,Vol'khina, Tatyana N.
, p. 673 - 676 (2021/11/26)
New pathways of reaction between 1-methylthiourea or 1-methylurea and benzil bring about new derivatives of (2S*,3aR*,6aS*)-perhydro-3aH-[1,3]dioxolo[4,5-d]imidazole and racemic (4S*,5R*)-4-alkoxy-5-hydroxy-1-methyl-4,5-diphenylimidazolidine-2-thiones. So
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-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.
Substituted 2-thioxoimidazolidin-4-ones and imidazolidine-2,4-diones as fatty acid amide hydrolase inhibitors templates
Muccioli, Giulio G.,Fazio, Nicola,Scriba, Gerhard K. E.,Poppitz, Wolfgang,Cannata, Fabio,Poupaert, Jacques H.,Wouters, Johan,Lambert, Didier M.
, p. 417 - 425 (2007/10/03)
The demonstration of the essential role of fatty acid amide hydrolase (FAAH) in hydrolyzing endogenous bioactive fatty acid derivatives has launched the quest for the discovery of inhibitors for this enzyme. Along this line, a set of 58 imidazolidine-2,4-dione and 2-thioxoimidazolidin-4-one derivatives was evaluated as FAAH inhibitors. Among these compounds, 3-substituted 5,5′-diphenylimidazolidine-2,4-dione and 3-substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one derivatives were previously described as CB1 cannabinoid receptor ligands. In the present study, we synthesized several derivatives exhibiting interesting FAAH inhibitory activity and devoid of affinity for the CB1 and CB2 cannabinoid receptors. For instance, 3-heptyl-5,5′-diphenylimidazolidine- 2,4-dione (14) and 5,5′-diphenyl-3-tetradecyl-2-thioxo-imidazolidin-4-one (46) showed p/50 values of 5.12 and 5.94, respectively. In conclusion, it appears that even though several 3-substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one and 3-substituted 5,5′-diphenylimidazolidine-2,4-dione derivatives have been previously shown to behave as CB1 cannabinoid receptor ligands, appropriate substitutions of these templates can result in FAAH inhibitors devoid of affinity for the cannabinoid receptors.
SOME EXAMPLES OF 5,5-DIPHENYLHYDANTOIN ALKYLATION
Kiec-Kononowicz, Katarzyna,Zejc, Alfred
, p. 761 - 767 (2007/10/02)
The method of N1 and N3 alkylation of 5,5-diphenylhydantoin has been described for some examples.The synthesis of only N1 alkylated compound 11 has been accomplished with ethoxycarbonyl as the N3 protecting grou
