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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzoxazines Benzoxazines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzoxazines

Recent Advances in the Study of 1-Phenyl-3,1-Benzoxazine-2,4-Dione (CAS: 20877-86-5): A Comprehensive Research Brief

The compound 1-Phenyl-3,1-Benzoxazine-2,4-Dione (CAS: 20877-86-5) has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of bioactive molecules, particularly in the development of novel antimicrobial and anticancer agents. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its chemical characteristics, biological activities, and potential industrial applications.

One of the most notable advancements in the study of 1-Phenyl-3,1-Benzoxazine-2,4-Dione is its application in the synthesis of heterocyclic compounds with enhanced pharmacological properties. Researchers have demonstrated that this compound serves as a versatile building block for the construction of benzoxazine derivatives, which exhibit a broad spectrum of biological activities. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported the successful synthesis of a series of benzoxazine-based inhibitors targeting bacterial DNA gyrase, with 1-Phenyl-3,1-Benzoxazine-2,4-Dione playing a pivotal role in the reaction pathway.

In addition to its synthetic utility, recent investigations have shed light on the direct biological effects of 1-Phenyl-3,1-Benzoxazine-2,4-Dione. A preclinical study conducted by a team at the University of Cambridge revealed that this compound exhibits moderate inhibitory activity against certain cancer cell lines, particularly those associated with breast and lung cancers. The mechanism of action appears to involve the disruption of cellular redox homeostasis, leading to the induction of apoptosis. These findings, published in Bioorganic & Medicinal Chemistry Letters, suggest that further optimization of this scaffold could yield promising anticancer candidates.

The pharmacokinetic properties of 1-Phenyl-3,1-Benzoxazine-2,4-Dione have also been a subject of recent research. A 2024 study employing advanced computational modeling techniques predicted favorable absorption and distribution characteristics for this compound, with moderate plasma protein binding and acceptable metabolic stability. These in silico results, corroborated by preliminary in vitro assays, indicate that 1-Phenyl-3,1-Benzoxazine-2,4-Dione possesses drug-like properties worthy of further investigation in the drug discovery pipeline.

From an industrial perspective, recent patents have highlighted innovative methods for the large-scale production of 1-Phenyl-3,1-Benzoxazine-2,4-Dione with improved yield and purity. A particularly noteworthy advancement comes from a Japanese pharmaceutical company that developed a continuous flow chemistry approach for the synthesis of this compound, significantly reducing production costs and environmental impact compared to traditional batch methods. This technological breakthrough, documented in patent WO2023124567, has important implications for the commercial availability of this valuable chemical intermediate.

In conclusion, the growing body of research on 1-Phenyl-3,1-Benzoxazine-2,4-Dione (CAS: 20877-86-5) underscores its importance as both a synthetic building block and a biologically active scaffold. The compound's dual role in medicinal chemistry and drug development makes it a subject of continued interest for researchers across multiple disciplines. Future studies will likely focus on structural modifications to enhance its pharmacological profile and the exploration of its potential in combination therapies. As the field progresses, this compound may serve as the foundation for new classes of therapeutic agents addressing unmet medical needs.

• 63480-11-5(7-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione)
• 169037-24-5(5-Aminoisatoic Anhydride)
• 179331-04-5(7-Amino-1H-benzod1,3oxazine-2,4-dione)
• 59824-69-0(2H-3,1-Benzoxazine-2,4(1H)-dione, 1,6-dimethyl-)
• 56934-87-3(6,8-dimethyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione)
• 118-48-9(Isatoic anhydride)
• 4692-99-3(6-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione)
• 10328-92-4(N-Methylisatoic anhydride)
• 205688-52-4(5-Aminoisatoic Anhydride)
• 66176-17-8(8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione)