6325-69-5

Basic information

• Product Name: 5-(4-chlorophenyl)-5-phenylimidazolidine-2,4-dione
• Synonyms: 2,4-imidazolidinedione, 5-(4-chlorophenyl)-5-phenyl-
• CAS NO: 6325-69-5
• Molecular Formula: C₁₅H₁₁ClN₂O₂
• Molecular Weight: 286.713
• Mol File: 6325-69-5.mol
• Article Data: 1

Chemical Properties

• Density: 1.349g/cm³
• Refractive Index: 1.618
• CAS DataBase Reference: 5-(4-chlorophenyl)-5-phenylimidazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-chlorophenyl)-5-phenylimidazolidine-2,4-dione(6325-69-5)
• EPA Substance Registry System: 5-(4-chlorophenyl)-5-phenylimidazolidine-2,4-dione(6325-69-5)

Safety Data

• Hazardous Substances Data: 6325-69-5(Hazardous Substances Data)

Usage

Use

Anticonvulsant medication

Mechanism of action

Stabilizes electrical activity in the brain to prevent seizures

Chemical classification

Imide, hydantoin

Molecular structure

Contains a five-membered ring with a phenyl group, a chlorophenyl group, and two carbonyl groups

Commonly used to treat

Epilepsy and other seizure disorders

Mainstay of antiepileptic therapy for

Decades

Potential side effects

Dizziness, drowsiness, allergic reactions

Caution needed in

Certain patient populations

Upstream product

• 22711-23-5 4-chlorobenzil 
• 57-13-6 urea 
• 134-85-0 4-chlorobenzophenone 
• 1889-71-0 4'-chloro-2-phenylacetophenone 
• 108-90-7 chlorobenzene 
• 1889-78-7 2-bromo-1-(4-chlorophenyl)-2-phenylethanone 

Relevant articles and documents

Concerning the reaction mechanism of the hydantoin synthesis according to Biltz, II: Influence of substituents on the direction of the rearrangement

From 1-13C-labelled 4-monosubstituted benzils 1a-c and the ureas 3a-d the 5-aryl-5-phenylhydantoines 6a-c and the 3-substituted 5-aryl-5-phenylhydantoines 9a-i were obtaincd as mixtures of isotopomeres. The distribution of 13C-labelling of C-4 and C-5 was determined by mass- and 13C-nmr-spectroscopy. As in the case of benzilic acid rearrangement the a-methylphenyl- and 4-methoxyphenyl-increment, respectively, migrate less easily than does the unsubstituted phenyl group, which in turn migrates less easily than the 4-chlorophenylrest. In the latter case the differences are small and in one example cven slightly reversed. The characteristics of the rearrangement is explained by thermodynamic control of the reaction by preceding equilibria (Schemes 2 and 3).