• 1. New synthesis of 4,5-dihydro-1,3-oxazoles and 4,5-dihydro-1,3-oxazines, useful intermediates to enantiomerically pure amino diols. X-Ray molecular structure of (4S,5R,4′S)-1 -(4′-lodomethyl-4′-methyl-4′,5′-dihydro-1′,3′-oxazol-2′-yl)-3,4-dimethyl-5-phenylimidazolidin-2-one and (4S,5R,4′S,1″S)-1 -[4′-(1″-iodobutyl)-4′,5′-dihydro-1′,3′-oxazol-2′-yl]-3,4-dimethyl-5-phenylimidazolidin-2-one
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azolidines Imidazolidines Phenylimidazolidines

4-Phenyl-2-imidazolidinone (CAS No. 27129-49-3): An Overview of Its Properties, Applications, and Recent Research

4-Phenyl-2-imidazolidinone (CAS No. 27129-49-3) is a versatile compound that has garnered significant attention in the fields of organic chemistry, medicinal chemistry, and pharmaceutical research. This compound, also known as phenylimidazolidinone, is characterized by its unique molecular structure and diverse chemical properties, making it a valuable component in various applications.

The chemical structure of 4-Phenyl-2-imidazolidinone consists of an imidazolidinone ring with a phenyl group attached at the 4-position. This arrangement confers the compound with specific physical and chemical properties that are advantageous in both academic research and industrial applications. The imidazolidinone ring is a five-membered heterocyclic structure containing two nitrogen atoms, which can participate in hydrogen bonding and other intermolecular interactions.

In terms of physical properties, 4-Phenyl-2-imidazolidinone is a white crystalline solid with a melting point of approximately 160°C. It is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. These solubility characteristics make it suitable for use in various chemical reactions and formulations.

The chemical reactivity of 4-Phenyl-2-imidazolidinone is influenced by its functional groups. The imidazolidinone ring can undergo nucleophilic substitution reactions, making it useful as a building block in the synthesis of more complex molecules. Additionally, the phenyl group can participate in electrophilic aromatic substitution reactions, further expanding its synthetic utility.

In the realm of medicinal chemistry, 4-Phenyl-2-imidazolidinone has shown promise as a scaffold for the development of novel therapeutic agents. Recent studies have explored its potential as an inhibitor of various enzymes and receptors involved in disease pathways. For example, research published in the Journal of Medicinal Chemistry highlighted the use of 4-Phenyl-2-imidazolidinone-based compounds as potent inhibitors of protein kinases, which are key targets in cancer therapy.

Beyond enzyme inhibition, 4-Phenyl-2-imidazolidinone has also been investigated for its potential neuroprotective properties. A study published in the European Journal of Pharmacology demonstrated that derivatives of this compound exhibited significant neuroprotective effects in models of neurodegenerative diseases such as Alzheimer's and Parkinson's disease. These findings suggest that 4-Phenyl-2-imidazolidinone-based molecules could be developed into novel treatments for these debilitating conditions.

In addition to its medicinal applications, 4-Phenyl-2-imidazolidinone has found use in materials science and polymer chemistry. Its ability to form stable complexes with metal ions makes it a valuable ligand for the synthesis of coordination polymers and metallopolymers. These materials have potential applications in areas such as catalysis, sensing, and drug delivery systems.

The synthesis of 4-Phenyl-2-imidazolidinone can be achieved through several routes, each with its own advantages and limitations. One common method involves the reaction of phenylglycine with urea under appropriate conditions. Another approach involves the cyclization of N-(phenylmethyl)glycine ester with urea or thiourea. These synthetic methods have been optimized to improve yield and purity, making large-scale production feasible for both research and industrial purposes.

The safety profile of 4-Phenyl-2-imidazolidinone is an important consideration for its use in various applications. Toxicological studies have shown that it exhibits low toxicity at typical exposure levels, making it suitable for use in pharmaceutical formulations and other products intended for human use. However, like any chemical compound, appropriate handling and storage practices should be followed to ensure safety.

In conclusion, 4-Phenyl-2-imidazolidinone (CAS No. 27129-49-3) is a multifaceted compound with a wide range of applications in chemistry, medicine, and materials science. Its unique molecular structure and favorable chemical properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its potential uses and mechanisms of action, the future prospects for this compound appear promising.

• 606492-32-4(2-Imidazolidinone, 4-(4-hydroxyphenyl)-)
• 92841-65-1((4r 5s)-1 5-dimethyl-4-phenyl-2-imidazolidone)
• 134731-67-2(2-Imidazolidinone,4,5-diphenyl-, (4R,5R)-)
• 112791-04-5((4S,5R)-1,5-Dimethyl-4-phenylimidazolidin-2-one)
• 139237-76-6(2-Imidazolidinone,4,5-diphenyl-, (4R,5R)-rel-)
• 111964-35-3(2-Imidazolidinone,1-[3-(dimethylamino)propyl]-5-phenyl-)
• 191599-79-8(2-Imidazolidinone, 4,5-diphenyl-, (4S,5S)-)
• 188299-19-6(2-Imidazolidinone, 1,3-dimethyl-4,5-diphenyl-, (4S,5S)-)
• 111964-36-4(2-Imidazolidinone,1-[3-(dimethylamino)propyl]-5-(4-methylphenyl)-)
• 100820-83-5(4,5-diphenylimidazolidin-2-one)