70826-96-9

Upstream product

• 100-28-7 4-Nitrophenyl isocyanate 
• 75-04-7 ethylamine 

Downstream Products

• 1380583-61-8 C₉H₉N₃O₂ 
• 1380583-51-6 C₁₉H₁₈N₄O₄ 
• 1380583-50-5 C₁₃H₁₅N₃O₃ 
• 587-90-6 bis-N,N'-(4-nitrophenyl)urea 

Relevant academic research and scientific papers

Synthesis of N-1′, N-3′-disubstituted spirohydantoins and their anticonvulsant activities in pilocarpine model of temporal lobe epilepsy

Herein we report the synthesis and anticonvulsant activity of a library of eighteen new compounds that are structural mimics of phenytoin. These class of compounds contain a N-1′, N-3′-disubstituted spirohydantoin scaffold, where the N-1′ and N-3′ positions are modified with an alkyl group or aryl group. Of the eighteen compounds synthesized and tested, compound 5c showed the best anticonvulsant activity. It completely prevented the precursor events of motor seizure in the pilocarpine model of temporal lobe epilepsy. Additionally, ten of the analogs were more effective than phenytoin when compared using the Racine's score in the pilocarpine model. Based on the structure activity relationship (SAR), we concluded that alkyl groups (ethyl, propyl or cyclopropyl) at N-3′ position and 4-nitro phenyl group at N-1′ position are desirable.

The preparation and characterization of nineteen new phthalidyl spirohydantoins

Abstract - Nineteen new N,N-disubstituted phthalidyl spirohydantoins (6a-s) were prepared for the purpose of pharmacological testing. Their structure was deduced from the IR, 1H-NMR, 13C-NMR, mass spectra and elemental analysis. The two possible structural isomers - only one of which is formed - can be distinguished unequivocally on the basis of selective diastereotopicity of the α-methylene hydrogens adjacent to N-3′ of the hydantoin ring.

Synthesis and anticonvulsant activity of new N-1′,N-3′-disubstituted-2′H,3H,5′H-spiro-(2-benzofuran-1,4′-imidazolidine)-2′,3,5′-triones

Thirteen new N-1′,N-3′-disubstituted-2′H,3H,5′H-spiro-(2-benzofuran-1,4′-imidazolidine)-2′,3,5′-triones were synthesized and their pharmacological activity determined with the objective to better understand their SAR for anticonvulsant activity. The anticonvulsant effects of these compounds were evaluated by standard pentylenetetrazol (scPTZ test) and maximum electroshock seizure (MES test) models in mice. Most of the compounds showed ability to protect against the pentylenetetrazol-induced convulsions. Compound 3o (the N-1′-p-nitrophenyl, N-3′-ethyl derivative) in the N-1′-aryl, N-3′-alkyl disubstituted series exhibited maximum activity with ED50 of 41.8 mg/kg in scPTZ convulsion model.