3254-93-1

Basic information

• Product Name: doxenitoin
• Synonyms: doxenitoin;5,5-diphenyl-4-imidazolidinone;5,5-Diphenylimidazolidin-4-one;SKF 2599;SKF-2599
• CAS NO: 3254-93-1
• Molecular Formula: C₁₅H₁₄N₂O
• Molecular Weight: 238.289
• EINECS: 221-851-6
• Mol File: 3254-93-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 183° (Goodman); mp 185.5-186.5° (Biltz)
• Boiling Point: 380.88°C (rough estimate)
• Flash Point: 186.4°C
• Appearance: /
• Density: 1.0848 (rough estimate)
• Vapor Pressure: 1.87E-08mmHg at 25°C
• Refractive Index: 1.5906 (estimate)
• PKA: 14.77±0.40(Predicted)
• CAS DataBase Reference: doxenitoin(CAS DataBase Reference)
• NIST Chemistry Reference: doxenitoin(3254-93-1)
• EPA Substance Registry System: doxenitoin(3254-93-1)

Safety Data

• RIDADR: 3249
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 3254-93-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 745, 1955 DOI: 10.1021/ja01608a056

InChI:InChI=1/C15H14N2O/c18-14-15(17-11-16-14,12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,17H,11H2,(H,16,18)

Upstream product

• 71-41-0 pentan-1-ol 
• 21083-47-6 5,5-diphenyl-2-thioxoimidazolidin-4-one 
• 408529-54-4 2-hydroxy-5,5-diphenyl-imidazolidin-4-one 

Downstream Products

• 16459-51-1 5,5-diphenyl-3,5-dihydro-imidazol-4-one 
• 119-61-9 benzophenone 

Relevant articles and documents

Solvent effects on the structure-activity relationship of phenytoin-like anticonvulsant drugs

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.