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2,3-Dimethyl-4-Nitropyridine N-Oxide

CAS No.: 37699-43-7
Molecular Formula: C7H8N2O3
Molecular Weight: 168.15
EINECS No.: 609-469-1

1. Organic Synthesis Intermediate

  • Reactivity of Nitro and N-Oxide Groups: This compound contains both nitro and N-oxide functional groups, enabling its use as a versatile intermediate in nucleophilic substitution, reduction, or cyclization reactions for synthesizing more complex heterocyclic compounds.

  • Modification of Pyridine Derivatives: The nitro group can be reduced or the N-oxide moiety modified to prepare aminopyridines, pyridones, and other derivatives.

2. Pharmaceutical Research

  • Lead Compound for Drug Development: The pyridine-N-oxide structure is commonly found in molecules with antibacterial, anti-inflammatory, or antitumor activity. For example, structurally similar compounds may be used to develop novel antibiotics or kinase inhibitors.

  • Biological Activity Studies: Nitropyridine derivatives may serve as probe molecules for studying enzyme activity or cellular signaling pathways.

3. Ligand or Catalyst

  • Metal Coordination Chemistry: The N-oxide group can act as a ligand for transition metals (e.g., copper, palladium) in catalytic coupling or oxidation reactions.

4. Materials Science

  • Energetic Materials Research: The nitropyridine structure may serve as a component in high-energy materials (requires careful evaluation of stability and safety).

5. Explosives and Propellants

  • Commonly used as a raw material for explosives, particularly as a stabilizer to enhance safety and storage stability. It is also employed in propellants, signal flares, and pyrotechnics. Additionally, DMNP (if applicable) finds applications in organic synthesis as a key intermediate.

Safety Considerations

  • Nitro compounds are generally explosive, and N-oxides may irritate the skin or mucous membranes. Strict laboratory safety protocols must be followed.

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