88809-35-2Relevant articles and documents
An Old Story in the Parallel Synthesis World: An Approach to Hydantoin Libraries
Bogolubsky, Andrey V.,Moroz, Yurii S.,Savych, Olena,Pipko, Sergey,Konovets, Angelika,Platonov, Maxim O.,Vasylchenko, Oleksandr V.,Hurmach, Vasyl V.,Grygorenko, Oleksandr O.
, p. 35 - 43 (2018)
An approach to the parallel synthesis of hydantoin libraries by reaction of in situ generated 2,2,2-trifluoroethylcarbamates and α-amino esters was developed. To demonstrate utility of the method, a library of 1158 hydantoins designed according to the lead-likeness criteria (MW 200-350, cLogP 1-3) was prepared. The success rate of the method was analyzed as a function of physicochemical parameters of the products, and it was found that the method can be considered as a tool for lead-oriented synthesis. A hydantoin-bearing submicromolar primary hit acting as an Aurora kinase A inhibitor was discovered with a combination of rational design, parallel synthesis using the procedures developed, in silico and in vitro screenings.
Synthesis, characterization, and hypoglycemic activity of 3-(arylsulfonyl)spiroimidazolidine-2,4-diones
Iqbal, Zafar,Akhtar, Tashfeen,Hendsbee, Arthur D.,Masuda, Jason D.,Hameed, Shahid
experimental part, p. 497 - 504 (2012/06/18)
Spiroimidazolidine-2,4-diones were prepared from methylcyclohexanones by the Bucherer-Bergs reaction. Synthesis of the target 3-(arylsulfonyl) spiroimidazolidine-2,4-diones was achieved by reaction of arylsulfonyl chlorides with corresponding spiroimidazolidine-2,4-diones. The synthesis was confirmed by spectroanalytical techniques and the crystal structure of 3-(4-methoxyphenylsulfonyl)-6-methyl-1,3-diazaspiro[4.5]decane-2,4-dione, and the purity was checked by GC-MS analysis. The in-vivo hypoglycemic potential of 6-methyl-, 7-methyl-, and 8-methyl-3-(4-methylphenylsulfonyl)-1,3-diazaspiro[4. 5]decane-2,4-dione was investigated on male albino rats. The screened compounds were found to have excellent hypoglycemic activity. 6-Methyl-3-(4- methylphenylsulfonyl)-1,3-diazaspiro[4.5]decane-2,4-dione was found highly active, reducing the blood glucose level by 60.79% compared with 41.60% by the standard (glipizide) at a dose level of 100 mg/kg of the mice body weight. The 8-methyl isomer was also more potent than the standard, with 48.56% reduction in blood glucose level.