6456-01-5Relevant academic research and scientific papers
Bioavailability and anticonvulsant activity of 2- cyanoguanidinophenytoin, a structural analogue of phenytoin
Lambert, Didier M.,Masereel, Bernard,Gallez, Bernard,Geurts, Muriel,Scriba, Gerhard K. E.
, p. 1077 - 1081 (1996)
Phenytoin is extensively used in Europe and the United States for the treatment of generalized tonic clonic seizures (grand mal). However, the efficacy is lowered by the erratic bioavailability after oral administration. The current study was conducted in
Direct N1-selective alkylation of hydantoins using potassium bases
Shintani, Yumi,Kato, Koichi,Kawami, Masashi,Takano, Mikihisa,Kumamoto, Takuya
, p. 407 - 410 (2021/04/30)
Hydantoins, including the antiepileptic drug phenytoin, contain an amide nitrogen and an imide nitrogen, both of which can be alkylated. However, due to the higher acidity of its proton, N3 can be more easily alkylated than N1 under
Facile access to polymer supported zinc–salen complex: highly efficient heterogeneous catalyst for synthesizing hydantoins, thiohydantoins and Schiff bases in aqueous medium
Balinge, Kamlesh Rudreshwar,Khiratkar, Avinash Ganesh,Muskawar, Prashant Narayan,Thenmozhi,Bhagat, Pundlik Rambhau
, p. 2075 - 2097 (2017/12/26)
The synthesis of polymer supported zinc–salen complex (PS-Zn–salen) is described. The mononuclear zinc(II)–salen complex was characterized by Fourier-transform NMR spectroscopy, energy-dispersive X-ray spectroscopy, Fourier transform infrared spectrophotometry (FT-IR), thermogravimetric analysis, scanning electron microscopy, surface area and pore size distribution by Brunauer–Emmett–Teller. The synthesized PS-Zn–salen complex used as a recyclable heterogeneous catalyst for the efficient synthesis of hydantoins, thiohydantoins and Schiff bases in an aqueous medium. The isolated yields of hydantoins, thiohydantoins and Schiff bases achieved up to 89, 95 and 94%, respectively. In spite of conventional heterogeneous catalysts, current PS-Zn–salen complex shows thermal stability up to 280?°C. Moreover, the catalyst could be recovered easily by simple filtration and reused for next run with slightly declining its activity up to six successive runs. The FT-IR spectrum of recycle catalyst after 6th run confirmed that the catalyst was stable during the course of a reaction. The leaching of metal from the PS-Zn–salen is negligible, which was confirmed by AAS and hot filtration test.
Syntheses of imidazo[4,5-e]-1,2,4-triazines via the reaction of 1,3-dimethyl-4,5-dihydroxy-4,5-diphenylimidazolidin-2-one with aminoguanidine and semicarbazide
Vasilevskii, Sergei V.,Nelyubina, Yulia V.,Kravchenko, Angelina N.
scheme or table, p. 279 - 280 (2010/01/18)
3-Imino-5,7-dimethyl-4a,7a-diphenylperhydroimidazo[4,5-e]-1,2,4-triazin-6-one and 5,7-dimethyl-4a,7a-diphenylperhydroimidazo-[4,5-e]-1,2,4-triazine-3,6-dione were synthesized for the first time via the condensation of aminoguanidine and semicarbazide (as
4,5-dihydroxyimidazolidin-2-ones in an α-ureidoalkylation reaction of N-(carboxyalkyl)-, N-(hydroxyalkyl)-, and N-(aminoalkyl)ureas 3. * α-Ureidoalkylation of N-[2-(dimethylamino)ethyl]urea
Gazieva,Lozhkin,Baranov,Nelyubina,Kravchenko,Makhova
, p. 2488 - 2493 (2014/05/06)
α-Ureidoalkylation of N-[2-(dimethylamino)ethyl]urea with 1,3-unsubstituted, 1,3-dialkyl-, and 1,3-dimethyl-4,5-diphenyl-4,5- dihydroxyimidazolidin-2-ones(thiones) was systematically studied. Hitherto unknown N-[2-(dimethylamino)ethyl]glycolurils and their hydrochlorides were synthesized. The yields of the target glycoluril hydrochlorides decreased on going from 1,3-H2- to 1,3-dialkyl-4,5-dihydroxyimidazolidin-2-ones and increased with the introduction of phenyl groups at the positions 4 and 5 of the starting 4,5-dihydroxyimidazolidin-2-one. X-ray diffraction study showed that 2-[2-(dimethylamino)ethyl]glycoluril crystallizes in the form of a conglomerate.
Mechanistic Studies in the Chemistry of Urea. Part 4. Reactions of Urea, 1-Methylurea, and 1,3-Dimethylurea with Benzil in Acid Solution
Butler, Anthony R.,Leitch, Elizabeth
, p. 103 - 105 (2007/10/02)
In acid solution benzil reacts with urea and with 1-methylurea to give the bicyclic products (2) and (3b) and with 1,3-dimethylurea to give 1,3-dimethyl-5,5-diphenylhydantoin (5).The initial step in the reaction is attack by urea on protonated benzil to g
