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Phenytoin

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Identification
Molecular formula
C15H12N2O2S
CAS number
57-41-0
IUPAC name
5-(benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione
State
State

At room temperature, phenytoin is a crystalline solid. Its structural stability and texture allow it to be used in a variety of pharmaceutical formulations.

Melting point (Celsius)
295.00
Melting point (Kelvin)
568.20
Boiling point (Celsius)
435.30
Boiling point (Kelvin)
708.50
General information
Molecular weight
252.27g/mol
Molar mass
252.2680g/mol
Density
1.3400g/cm3
Appearence

Phenytoin appears as a white, odorless crystalline solid. It is practically insoluble in water, but soluble in organic solvents such as ethanol or acetone. Its crystalline texture makes it easy to handle in solid form.

Comment on solubility

Solubility of 5-(Benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione

The solubility of 5-(benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione in various solvents plays a critical role in its potential applications and formulation. This compound exhibits unique solubility characteristics due to its structural properties, which include:

  • Polarity: The presence of a sulfanyl group generally enhances solubility in polar solvents like water.
  • Hydrophobic Character: The benzyl and phenyl groups contribute to hydrophobic interactions, which can limit solubility in water but may increase solubility in organic solvents.
  • pH Sensitivity: The imidazolidine-2,4-dione structure can interact with protons from acidic solutions, potentially affecting its solubility profile depending on the pH of the environment.
  • Temperature Effects: Solubility may increase at elevated temperatures, making certain applications more feasible in heated conditions.

In summary, while the solubility of 5-(benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione can vary significantly based on the solvent used and environmental conditions, its unique chemical structure allows it to show different solubility behavior in polar versus non-polar solvents. Understanding these characteristics is vital for optimizing its use in chemical formulations and applications.

Interesting facts

Interesting Facts about 5-(Benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione

This intriguing compound, 5-(benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione, belongs to the class of imidazolidines, which are often studied for their diverse biological activities. Here are some fascinating insights into this compound:

  • Dual Functionality: The structure contains both a benzyl group and a sulfanyl group, which can lend to unique reactivity and potential utility in organic synthesis.
  • Pharmacological Potential: Compounds like imidazolidines are often explored for their potential therapeutic effects, including anti-inflammatory and anti-cancer properties.
  • Structural Diversity: The presence of both the phenyl and the sulfanylmethyl groups contributes to the compound's diverse structural characteristics, leading to a variety of potential derivatives that could be synthesized for further research.
  • Ligand Properties: Imidazolidines often act as ligands in coordination chemistry, allowing the formation of complex metal-organic frameworks with interesting properties.
  • Research Context: While not as widely known as some other chemical compounds, research into derivatives of imidazolidines continues to grow, revealing novel applications in medicinal chemistry and materials science.

Overall, the study of 5-(benzylsulfanylmethyl)-5-phenyl-imidazolidine-2,4-dione is an exciting frontier in chemistry, inviting scientists to explore its potential applications and expanding the understanding of imidazolidine derivatives. As aptly noted, "In chemistry, the beauty lies not just in the compounds we know, but in the infinite possibilities of those we have yet to discover."

Synonyms
BRN 0297051
5-((Benzylthio)methyl)-5-phenylhydantoin
HYDANTOIN, 5-((BENZYLTHIO)METHYL)-5-PHENYL-
2190-85-4
4-25-00-00328 (Beilstein Handbook Reference)
DTXSID40944499
4-[(Benzylsulfanyl)methyl]-4-phenyl-4H-imidazole-2,5-diol