Cas no 22934-23-2 (4,6-Dimethyl-3-nitropyridin-2-amine)

4,6-Dimethyl-3-nitropyridin-2-amine is a nitropyridine derivative with a molecular formula of C7H9N3O2. This compound features a pyridine core substituted with methyl groups at the 4 and 6 positions, a nitro group at the 3 position, and an amine group at the 2 position. It serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and heterocyclic compounds. The presence of both electron-donating (methyl) and electron-withdrawing (nitro) groups enhances its reactivity in nucleophilic and electrophilic substitution reactions. Its well-defined structure and stability make it suitable for controlled functionalization in complex synthetic pathways.
4,6-Dimethyl-3-nitropyridin-2-amine structure
22934-23-2 structure
Product Name:4,6-Dimethyl-3-nitropyridin-2-amine
CAS No:22934-23-2
MF:C7H9N3O2
MW:167.165261030197
MDL:MFCD04112458
CID:274524
PubChem ID:298472
Update Time:2025-05-20

4,6-Dimethyl-3-nitropyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 4,6-Dimethyl-3-nitropyridin-2-amine
    • 2-Pyridinamine,4,6-dimethyl-3-nitro-
    • 2-amino-3-nitro-4,6dimethylpyridine
    • 2-amino-3-nitro-4,6-dimethylpyridine
    • 2-Amino-4,6-dimethyl-3-nitropyridine
    • 4,6-dimethyl-3-nitro-2-pyridinamine
    • 4,6-dimethyl-3-nitro-pyridin-2-ylamine
    • CCG-52918
    • NSC170629
    • SureCN7385881
    • 22934-23-2
    • 4, 6-dimethyl-3-nitropyridin-2-amine
    • NSC 170629
    • AKOS000278270
    • A901079
    • SCHEMBL7385881
    • AB17536
    • BMDWNSISXBATQY-UHFFFAOYSA-N
    • NSC-170629
    • SR-01000642117-1
    • DTXSID40305389
    • D75047
    • CS-0091208
    • DB-357716
    • MDL: MFCD04112458
    • Inchi: 1S/C7H9N3O2/c1-4-3-5(2)9-7(8)6(4)10(11)12/h3H,1-2H3,(H2,8,9)
    • InChI Key: BMDWNSISXBATQY-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=C(N)N=C(C)C=C1C)=O

Computed Properties

  • Exact Mass: 167.06957
  • Monoisotopic Mass: 167.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 180
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 84.7?2

Experimental Properties

  • Density: 1.292±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 164 oC
  • Solubility: Slightly soluble (2.3 g/l) (25 o C),
  • PSA: 82.05

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Additional information on 4,6-Dimethyl-3-nitropyridin-2-amine

4,6-Dimethyl-3-nitropyridin-2-amine (CAS No. 22934-23-2): Properties, Applications, and Industry Insights

4,6-Dimethyl-3-nitropyridin-2-amine (CAS No. 22934-23-2) is a specialized nitropyridine derivative with significant relevance in pharmaceutical and agrochemical research. This compound, characterized by its methyl and nitro functional groups, serves as a versatile intermediate in organic synthesis. Its molecular formula, C7H9N3O2, and unique structural features make it valuable for developing heterocyclic compounds with potential biological activity.

The growing interest in nitrogen-containing heterocycles has positioned 4,6-dimethyl-3-nitropyridin-2-amine as a compound of interest in drug discovery. Researchers frequently search for "nitropyridine synthesis methods" or "applications of dimethyl nitropyridines," reflecting its importance in medicinal chemistry. The compound's electron-withdrawing nitro group and steric effects from methyl substituents influence its reactivity, making it particularly useful for constructing complex molecular architectures.

In pharmaceutical applications, 4,6-dimethyl-3-nitropyridin-2-amine serves as a precursor for various bioactive molecules. Recent studies highlight its potential in developing kinase inhibitors and antimicrobial agents, addressing current healthcare challenges like antibiotic resistance. The compound's structural motif appears in several drug candidates under investigation, particularly those targeting infectious diseases and inflammatory conditions.

The agrochemical industry utilizes 4,6-dimethyl-3-nitropyridin-2-amine in developing novel crop protection agents. With increasing global focus on sustainable agriculture, researchers are exploring its derivatives as potential pesticide intermediates. The compound's stability and reactivity profile make it suitable for creating selective herbicides and fungicides with reduced environmental impact.

From a synthetic chemistry perspective, 4,6-dimethyl-3-nitropyridin-2-amine offers multiple functionalization sites for further modification. Chemists frequently investigate "regioselective reactions of nitropyridines" or "amine protection strategies for pyridine derivatives," indicating the compound's utility in complex synthesis pathways. Its crystalline form and well-defined melting point (typically 150-155°C) facilitate purification and characterization in laboratory settings.

The global market for specialty pyridine derivatives like 4,6-dimethyl-3-nitropyridin-2-amine continues to expand, driven by pharmaceutical R&D and agricultural innovation. Industry reports suggest growing demand for high-purity nitropyridine intermediates, particularly in regions with strong pharmaceutical manufacturing bases. Suppliers emphasize custom synthesis services and scale-up capabilities to meet diverse research requirements.

Analytical characterization of 4,6-dimethyl-3-nitropyridin-2-amine typically involves HPLC analysis, mass spectrometry, and NMR spectroscopy. Recent advancements in analytical techniques have improved the detection and quantification of such compounds, supporting quality control in production processes. Researchers often search for "HPLC methods for nitropyridine analysis" or "spectroscopic data of dimethyl nitropyridines," reflecting the need for reliable characterization protocols.

Environmental and safety considerations for 4,6-dimethyl-3-nitropyridin-2-amine follow standard laboratory chemical handling protocols. While not classified as highly hazardous, proper personal protective equipment and ventilation systems are recommended during handling. The compound's stability under normal conditions and moderate solubility in common organic solvents contribute to its practical utility in research settings.

Future research directions for 4,6-dimethyl-3-nitropyridin-2-amine may explore its potential in material science applications, particularly in developing organic electronic materials. The compound's conjugated system and electron-deficient character make it interesting for designing novel molecular semiconductors. This aligns with current trends in "organic electronics research" and "functional material development," expanding the compound's potential beyond traditional chemical applications.

In conclusion, 4,6-dimethyl-3-nitropyridin-2-amine (CAS No. 22934-23-2) represents an important nitropyridine building block with diverse applications across multiple scientific disciplines. Its unique combination of structural features and chemical reactivity ensures continued relevance in pharmaceutical, agrochemical, and materials research. As synthetic methodologies advance and new applications emerge, this compound will likely maintain its position as a valuable tool for chemical innovation.

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