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Phenytoin

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Identification
Molecular formula
C15H12ClN2O2
CAS number
57-41-0
IUPAC name
5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione
State
State

Phenytoin is in a solid state at room temperature.

Melting point (Celsius)
295.00
Melting point (Kelvin)
568.20
Boiling point (Celsius)
585.50
Boiling point (Kelvin)
858.70
General information
Molecular weight
252.27g/mol
Molar mass
252.2680g/mol
Density
1.2350g/cm3
Appearence

Phenytoin typically appears as a white or almost white, crystalline powder. It is odorless and has a slightly bitter taste. The powder is stable under normal temperatures and pressures.

Comment on solubility

Solubility of 5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione

The solubility of 5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione in various solvents can yield intriguing results. Its ability to dissolve is influenced by several factors:

  • Polarity of the solvent: This compound exhibits varied solubility in polar versus non-polar solvents. Generally, higher polarity solvents enhance solubility.
  • Hydrogen bonding: The presence of functional groups in 5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione can facilitate hydrogen bonding, which may lead to increased solubility in protic solvents.
  • Temperature: Elevated temperatures often improve solubility by providing energy that overcomes the lattice energy of the compound.

In practice, the compound is expected to demonstrate:

  • Good solubility in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol.
  • Poor solubility in water due to its larger aromatic structures that hinder interaction with water molecules.

As such, the solubility properties of 5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione are vital considerations for its applications in various chemical processes. Understanding these properties can greatly enhance its effectiveness in formulations and reactions.

Interesting facts

Interesting Facts about 5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione

This compound belongs to the class of imidazolidine derivatives, which are often recognized for their diverse biochemical properties. Imidazolidines are characterized by their unique bicyclic structure that allows them to participate in a variety of chemical reactions. Here are some fascinating aspects of this particular compound:

  • Pharmaceutical Potential: The imidazolidine structure is known for its applications in medicinal chemistry. Compounds like this one can exhibit anti-inflammatory, analgesic, and antitoxic properties, making them potentially useful in drug development.
  • Substituent Effects: The presence of the 4-chlorophenoxy group plays a critical role in enhancing the compound's biological activity. Chlorine atoms can influence the compound's lipophilicity and biological interactions, potentially leading to different pharmacokinetic profiles.
  • Research Significance: This compound may serve as a valuable starting point for the synthesis of novel derivatives. Researchers are continually exploring modifications to improve efficacy and reduce side effects for therapeutic applications.
  • Synthesis Challenges: The preparation of such a complex molecule can pose significant synthetic challenges, requiring expert knowledge of organic synthesis techniques and reaction conditions to achieve high yields and purity.
  • Mechanistic Studies: Understanding the mechanism of action of imidazolidine derivatives is an active area of research. Studies may focus on how these compounds interact at the molecular level with various biological targets.

In summary, 5-[(4-chlorophenoxy)methyl]-5-phenyl-imidazolidine-2,4-dione exemplifies the intricate relationship between chemical structure and biological activity, showcasing the potential of synthetic compounds in medicinal chemistry. Researchers are drawn to its unique features and the prospects it holds for future applications in pharmacology.

Synonyms
BRN 0827953
5-((p-Chlorophenoxy)methyl)-5-phenylhydantoin
p-Chlorophenoxymethyl-5 phenyl-5 hydantoine [French]
HYDANTOIN, 5-((p-CHLOROPHENOXY)METHYL)-5-PHENYL-
p-Chlorophenoxymethyl-5 phenyl-5 hydantoine
4579-57-1
2,4-Imidazolidinedione, 5-((4-chlorophenoxy)methyl)-5-phenyl-
5-25-03-00053 (Beilstein Handbook Reference)
DTXSID50963439
4-[(4-Chlorophenoxy)methyl]-4-phenyl-4H-imidazole-2,5-diol