2,5-Dibromo-3-nitropyrazine
[CAS# 1245645-88-8]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrazines
• Name: 2,5-Dibromo-3-nitropyrazine
• Molecular Formula: C₄HBr₂N₃O₂
• Molecular Weight: 282.88
• CAS Registry Number: 1245645-88-8
• SMILES: C1=C(N=C(C(=N1)Br)[N+](=O)[O-])Br

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P305+P351+P338-P302+P352

Discovery and Applications

2,5-Dibromo-3-nitropyrazine is a compound with diverse applications in pharmaceuticals, material science, and agrochemicals, synthesized by bromination and nitration of pyrazine derivatives under controlled conditions. The synthesis of this compound represents a major advance in heterocyclic chemistry, providing a route to bromination and nitration of pyrazine ring systems.

The molecular structure of 2,5-dibromo-3-nitropyrazine features a pyrazine ring with bromine atoms located at the 2- and 5-positions and a nitro group attached at the 3-position. This arrangement confers specific chemical properties such as moderate solubility in organic solvents, stability under standard laboratory conditions, and the potential for further functionalization through organic synthesis.

In the pharmaceutical field, 2,5-dibromo-3-nitropyrazine is a valuable scaffold for the development of bioactive compounds. Its structural features enable modifications to enhance bioactivity, improve pharmacokinetic properties, and optimize drug-receptor interactions. Researchers are exploring derivatives of this compound for use in drug discovery programs targeting a variety of diseases, including cancer, inflammation, and microbial infections.

In materials science, 2,5-dibromo-3-nitropyrazine is used as a building block for the synthesis of functional materials and polymers. Its reactive functional groups facilitate polymerization reactions and the creation of materials with tailored properties such as thermal stability, mechanical strength, and optical characteristics. Applications include the development of specialty coatings, adhesives, and electronic materials for advanced technologies.

Derivatives of 2,5-dibromo-3-nitropyrazine are studied in agrochemicals for use as herbicides, fungicides, and insecticides. These compounds have selective toxicity against pests and weeds, which can help develop effective crop protection strategies and reduce environmental impact. Their stability and efficacy make them valuable tools in modern agricultural practices.

Further research on 2,5-dibromo-3-nitropyrazine aims to expand its applications in nanotechnology, catalysis, and biomedical engineering. The focus is on optimizing synthetic routes, exploring novel derivatives, and studying its interaction mechanisms with biological systems. These advances are expected to discover new applications and enhance the impact of this compound in various scientific disciplines.

References

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