Cas no 898391-72-5 (1,6-Naphthyridine-4-carboxaldehyde)

1,6-Naphthyridine-4-carboxaldehyde is a heterocyclic organic compound featuring a naphthyridine core with a formyl functional group at the 4-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. Its rigid aromatic framework and reactive aldehyde group enable efficient derivatization, facilitating the construction of complex heterocyclic systems. The compound is also utilized in materials science for designing fluorescent probes and coordination ligands due to its electron-deficient nature and chelating potential. High purity grades are available to ensure reproducibility in research and industrial applications. Proper handling under inert conditions is recommended due to its sensitivity to air and moisture.
1,6-Naphthyridine-4-carboxaldehyde structure
898391-72-5 structure
Product Name:1,6-Naphthyridine-4-carboxaldehyde
CAS No:898391-72-5
MF:C9H6N2O
MW:158.15674161911
MDL:MFCD06824349
CID:1120788
PubChem ID:36688026
Update Time:2025-05-21

1,6-Naphthyridine-4-carboxaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1,6-Naphthyridine-4-carboxaldehyde
    • AB90015
    • AKOS006240817
    • 1,6-naphthyridine-4-carbaldehyde
    • 898391-72-5
    • SCHEMBL2008619
    • CS-0459354
    • MDL: MFCD06824349
    • Inchi: 1S/C9H6N2O/c12-6-7-1-4-11-9-2-3-10-5-8(7)9/h1-6H
    • InChI Key: RZHSZVYWVMOTIF-UHFFFAOYSA-N
    • SMILES: O=CC1C=CN=C2C=CN=CC2=1

Computed Properties

  • Exact Mass: 158.048012819g/mol
  • Monoisotopic Mass: 158.048012819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 172
  • 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: 0.6
  • Topological Polar Surface Area: 42.8?2

1,6-Naphthyridine-4-carboxaldehyde Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Advanced ChemBlocks
P43182-1G
1,6-naphthyridine-4-carbaldehyde
898391-72-5 95%
1G
$1,825 2023-09-15
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1530021-1g
1,6-Naphthyridine-4-carbaldehyde
898391-72-5 98%
1g
¥26995.00 2024-04-26

Additional information on 1,6-Naphthyridine-4-carboxaldehyde

1,6-Naphthyridine-4-carboxaldehyde: A Comprehensive Overview

1,6-Naphthyridine-4-carboxaldehyde, with the CAS number 898391-72-5, is a heterocyclic compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound belongs to the naphthyridine family, which is a fused bicyclic system comprising a benzene ring and a pyridine ring. The presence of the aldehyde group at the 4-position of the naphthyridine ring introduces unique electronic and structural properties, making it a valuable molecule for various applications.

The synthesis of 1,6-naphthyridine-4-carboxaldehyde typically involves multi-step organic reactions, including Friedlander-type cyclization or other heterocyclic synthesis methods. Recent advancements in catalytic systems and green chemistry have enabled more efficient and environmentally friendly routes to this compound. Researchers have explored the use of transition metal catalysts, such as palladium or copper complexes, to facilitate key steps in its synthesis. These methods not only improve yield but also reduce reaction times, making large-scale production more feasible.

The physical properties of 1,6-naphthyridine-4-carboxaldehyde are highly dependent on its molecular structure. The compound is characterized by its strong electron-withdrawing aldehyde group, which significantly influences its electronic behavior. Studies have shown that this group enhances the molecule's ability to participate in various chemical reactions, such as nucleophilic addition and condensation reactions. Moreover, the naphthyridine core provides rigidity to the molecule, which is advantageous in applications requiring stable structures.

In terms of applications, 1,6-naphthyridine-4-carboxaldehyde has found utility in several areas. In drug discovery, it serves as a valuable building block for constructing bioactive molecules. Its ability to form hydrogen bonds and interact with biological targets makes it a promising candidate for designing novel pharmaceutical agents. Recent studies have highlighted its potential in targeting specific enzymes involved in cancer pathways, showcasing its role in anticancer drug development.

Beyond pharmacology, this compound has also been explored in materials science. Its conjugated system and electron-withdrawing groups make it suitable for use in organic electronics. Researchers have investigated its application as a component in light-emitting diodes (LEDs) and photovoltaic devices. The compound's ability to absorb and emit light at specific wavelengths has been leveraged to enhance device performance.

The latest research on 1,6-naphthyridine-4-carboxaldehyde has focused on its role in supramolecular chemistry. Scientists have demonstrated that this compound can self-assemble into ordered nanostructures under certain conditions. These structures exhibit unique optical and electronic properties, opening new avenues for nanotechnology applications.

In conclusion, 1,6-naphthyridine-4-carboxaldehyde is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and functional groups make it an attractive candidate for both fundamental research and industrial applications. As advancements in synthetic methods and material characterization continue to evolve, the potential of this compound is expected to expand further.

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