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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenylcarbamic acid esters

Recent Advances in the Study of Benzyl N-(4-nitrophenyl)carbamate (CAS: 53821-12-8): A Comprehensive Research Brief

Benzyl N-(4-nitrophenyl)carbamate (CAS: 53821-12-8) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential applications in drug development, particularly as a versatile intermediate in the synthesis of bioactive molecules. This research brief aims to provide an up-to-date overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential therapeutic uses.

One of the key areas of research involving Benzyl N-(4-nitrophenyl)carbamate is its role as a carbamate-based protecting group in organic synthesis. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the selective protection of amines, which is critical for the stepwise construction of complex drug molecules. The study highlighted the compound's stability under various reaction conditions and its ease of removal, making it a valuable tool for synthetic chemists.

In addition to its synthetic applications, recent investigations have explored the biological activities of Benzyl N-(4-nitrophenyl)carbamate. A preprint article from Bioorganic & Medicinal Chemistry Letters reported its moderate inhibitory effects on certain enzymes involved in inflammatory pathways. While the compound itself may not be a direct drug candidate, these findings suggest its potential as a scaffold for the development of novel anti-inflammatory agents.

The pharmacokinetic properties of Benzyl N-(4-nitrophenyl)carbamate have also been a subject of recent research. A 2024 computational study utilized molecular docking and ADMET (Absorption, Distribution, Metabolism, Excretion, and Toxicity) prediction models to evaluate its drug-likeness. The results indicated favorable absorption characteristics but highlighted potential metabolic stability issues that would need to be addressed in any drug development program.

From a safety perspective, updated toxicological data on Benzyl N-(4-nitrophenyl)carbamate has become available through recent regulatory filings. The compound has shown low acute toxicity in standard animal models, with an LD50 greater than 2000 mg/kg in oral administration studies. However, chronic exposure studies suggest the need for careful handling due to potential cumulative effects on certain organ systems.

The commercial availability and synthesis scale-up of Benzyl N-(4-nitrophenyl)carbamate have seen improvements in recent years. Several specialty chemical suppliers now offer the compound in research quantities, with optimized synthetic routes that improve yield and purity. This increased accessibility is expected to facilitate further research into its applications.

Looking forward, the most promising avenue for Benzyl N-(4-nitrophenyl)carbamate appears to be its use as a building block for more complex pharmaceutical agents. Its unique chemical properties make it particularly suitable for creating libraries of derivatives for high-throughput screening programs. Researchers are currently exploring its incorporation into targeted drug delivery systems and prodrug formulations.

In conclusion, while Benzyl N-(4-nitrophenyl)carbamate (CAS: 53821-12-8) may not itself be a therapeutic agent, recent research underscores its importance as a valuable tool in medicinal chemistry. Its dual role as both a synthetic intermediate and a potential pharmacophore makes it a compound of continuing interest to the pharmaceutical research community. Future studies will likely focus on expanding its applications in drug discovery and optimizing its properties for specific therapeutic targets.

• 23091-35-2(Carbamic acid,N-(2-nitrophenyl)-, phenylmethyl ester)
• 84165-74-2(Carbamic acid, (3-hydroxyphenyl)-, (4-nitrophenyl)methyl ester)
• 119136-99-1(Carbamic acid, 2-anthracenyl-, (2-nitrophenyl)methyl ester)
• 119137-13-2(Carbamic acid, 1-pyrenyl-, (2-nitrophenyl)methyl ester)
• 94107-60-5(6-nitro-2,4-dihydro-1H-3,1-benzoxazin-2-one)
• 4287-90-5(Benzenemethanol, 4-nitro-, methylcarbamate (ester))
• 2621-73-0(ethyl (4-nitrophenyl)carbamate)
• 23185-22-0(Carbanilic acid,o-nitro-, p-nitrobenzyl ester (8CI))
• 53821-16-2(carbamic acid, (3-nitrophenyl)-, phenylmethyl ester (9ci))
• 74109-35-6(2-Nitrobenzyl phenylcarbamate)