Cas no 2683-49-0 (4-Aminopyridine-2,6-dicarboxylic acid)

4-Aminopyridine-2,6-dicarboxylic acid is a heterocyclic compound featuring both amino and dicarboxylic acid functional groups, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its rigid pyridine core and bifunctional structure enable its use in the development of coordination complexes, metal-organic frameworks (MOFs), and bioactive molecules. The compound's dual carboxyl groups facilitate chelation with metal ions, while the amino group offers additional reactivity for derivatization. This makes it valuable in catalysis, material science, and medicinal chemistry, particularly in designing ligands or inhibitors targeting ionotropic glutamate receptors. Its high purity and stability further enhance its utility in precision applications.
4-Aminopyridine-2,6-dicarboxylic acid structure
2683-49-0 structure
Product Name:4-Aminopyridine-2,6-dicarboxylic acid
CAS No:2683-49-0
MF:C7H6N2O4
MW:182.133541584015
MDL:MFCD08272117
CID:240039
PubChem ID:23422803
Update Time:2025-06-11

4-Aminopyridine-2,6-dicarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Aminopyridine-2,6-dicarboxylic acid
    • 2,6-Pyridinedicarboxylicacid, 4-amino-
    • 4-amino-2,6-Pyridinedicarboxylic acid
    • 4-Amino-dipicolinsaeure-(2,6)
    • 4-Aminopyridin-2,6-dicarbonsaeure
    • 4-amino-pyridine-2,6-dicarboxylic acid
    • RW3438
    • CS-0318227
    • 2,6-Pyridinedicarboxylic acid, 4-amino-
    • AKOS006286018
    • 4-Aminopyridine-2,6-dicarboxylicacid
    • 2683-49-0
    • DTXSID90633861
    • BS-16834
    • F12651
    • A877126
    • FT-0764353
    • SCHEMBL742374
    • MFCD08272117
    • DB-014426
    • pyridine, 4-amino-2,6-dicarboxy-
    • MDL: MFCD08272117
    • Inchi: 1S/C7H6N2O4/c8-3-1-4(6(10)11)9-5(2-3)7(12)13/h1-2H,(H2,8,9)(H,10,11)(H,12,13)
    • InChI Key: IHEBMGYEECNNJH-UHFFFAOYSA-N
    • SMILES: OC(C1C=C(C=C(C(=O)O)N=1)N)=O

Computed Properties

  • Exact Mass: 182.03300
  • Monoisotopic Mass: 182.033
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 209
  • 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
  • Topological Polar Surface Area: 114A^2
  • XLogP3: -0.1

Experimental Properties

  • Density: 1.656
  • Boiling Point: 618.917°C at 760 mmHg
  • Flash Point: 328.109°C
  • Refractive Index: 1.698
  • PSA: 113.51000
  • LogP: 0.64140

4-Aminopyridine-2,6-dicarboxylic acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 4-Aminopyridine-2,6-dicarboxylic acid

Professional Introduction to 4-Aminopyridine-2,6-dicarboxylic acid (CAS No: 2683-49-0)

4-Aminopyridine-2,6-dicarboxylic acid, with the chemical formula C?H?N?O?, is a significant compound in the field of pharmaceutical and biochemical research. This heterocyclic organic compound features a pyridine core with two carboxylic acid groups and an amino group, making it a versatile building block for various synthetic applications. Its unique structural properties have garnered attention in the development of novel therapeutic agents and catalysts.

The compound is primarily recognized for its role as an intermediate in the synthesis of more complex molecules. Its dual functionality allows for the formation of stable coordination complexes with metals, which has implications in catalysis and material science. Additionally, the presence of both amino and carboxylic acid groups enables its incorporation into polymers and functional materials, further expanding its utility.

In recent years, 4-Aminopyridine-2,6-dicarboxylic acid has been extensively studied for its potential applications in drug discovery. Researchers have leveraged its structural motif to design inhibitors targeting various biological pathways. For instance, derivatives of this compound have shown promise in inhibiting enzymes involved in cancer metabolism. The carboxylic acid groups facilitate hydrogen bonding interactions with biological targets, while the amino group allows for further modifications to enhance binding affinity.

One notable area of research involves the use of 4-Aminopyridine-2,6-dicarboxylic acid in the development of metal-organic frameworks (MOFs). These frameworks are highly porous materials that can be tailored for specific applications such as gas storage, separation technologies, and drug delivery systems. The compound’s ability to act as a ligand in MOF synthesis has led to the creation of novel materials with enhanced stability and selectivity.

Moreover, the pharmaceutical industry has explored 4-Aminopyridine-2,6-dicarboxylic acid as a precursor in the synthesis of antiviral and antibacterial agents. Its structural features allow for interactions with viral proteases and bacterial enzymes, making it a valuable scaffold for medicinal chemistry efforts. Recent studies have highlighted its role in developing protease inhibitors that target pathogens responsible for emerging infectious diseases.

The compound’s versatility also extends to its use in bioconjugation chemistry. Researchers have utilized 4-Aminopyridine-2,6-dicarboxylic acid to link biomolecules such as antibodies and peptides with imaging agents or therapeutic payloads. This approach has enabled the development of targeted therapies where precision delivery is critical. The carboxylic acid groups serve as attachment points for functional moieties, while the amino group ensures proper orientation and stability.

In material science, 4-Aminopyridine-2,6-dicarboxylic acid has been employed to create conductive polymers and organic semiconductors. Its ability to form stable coordination complexes with transition metals enhances electron transport properties, making it suitable for applications in electronic devices. These advancements underscore the compound’s broad applicability beyond traditional pharmaceuticals.

The synthesis of 4-Aminopyridine-2,6-dicarboxylic acid typically involves multi-step organic reactions starting from commercially available precursors. Advances in synthetic methodologies have improved yield and purity, making it more accessible for research purposes. Techniques such as catalytic hydrogenation and oxidation play crucial roles in constructing its core structure.

Regulatory considerations are an essential aspect when handling 4-Aminopyridine-2,6-dicarboxylic acid. While it is not classified as a hazardous substance under standard guidelines, proper handling procedures must be followed to ensure safety in laboratory settings. Storage conditions should be controlled to prevent degradation, and personal protective equipment (PPE) is recommended during handling.

The future prospects of 4-Aminopyridine-2,6-dicarboxylic acid are promising, with ongoing research exploring new synthetic pathways and applications. Collaborative efforts between academia and industry are expected to drive innovation in utilizing this compound for advanced materials and therapeutics. As our understanding of its properties evolves, so too will its role in addressing global challenges in medicine and technology.

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