Cas no 1126424-63-2 (3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE)

3-(Bromomethyl)-2-chloro-1,8-naphthyridine is a halogenated naphthyridine derivative with significant utility in organic synthesis and pharmaceutical research. The bromomethyl and chloro functional groups enhance its reactivity, making it a versatile intermediate for nucleophilic substitutions and cross-coupling reactions. Its rigid naphthyridine core provides structural stability, facilitating the construction of complex heterocyclic frameworks. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, owing to its ability to act as a scaffold for further functionalization. High purity and well-defined reactivity ensure consistent performance in synthetic applications. Proper handling is advised due to its sensitivity to moisture and potential lachrymatory effects.
3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE structure
1126424-63-2 structure
Product Name:3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE
CAS No:1126424-63-2
MF:C9H6BrClN2
MW:257.514339923859
CID:1005921
PubChem ID:59490922
Update Time:2025-11-02

3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE Chemical and Physical Properties

Names and Identifiers

    • 3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE
    • AKOS025395236
    • 1126424-63-2
    • SCHEMBL833084
    • DTXSID001266716
    • Inchi: 1S/C9H6BrClN2/c10-5-7-4-6-2-1-3-12-9(6)13-8(7)11/h1-4H,5H2
    • InChI Key: UZFRMQVCYQOAPI-UHFFFAOYSA-N
    • SMILES: BrCC1=C(N=C2C(C=CC=N2)=C1)Cl

Computed Properties

  • Exact Mass: 255.94029g/mol
  • Monoisotopic Mass: 255.94029g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 179
  • 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: 3
  • Topological Polar Surface Area: 25.8?2

3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE Pricemore >>

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Additional information on 3-(BROMOMETHYL)-2-CHLORO-1,8-NAPHTHYRIDINE

3-(Bromomethyl)-2-chloro-1,8-naphthyridine (CAS 1126424-63-2): A Versatile Chemical Building Block

In the realm of organic synthesis and pharmaceutical research, 3-(Bromomethyl)-2-chloro-1,8-naphthyridine (CAS 1126424-63-2) has emerged as a valuable intermediate compound. This heterocyclic molecule, featuring both bromomethyl and chloro substituents on a 1,8-naphthyridine core, offers unique reactivity patterns that make it particularly useful in medicinal chemistry and materials science applications.

The growing interest in naphthyridine derivatives stems from their diverse biological activities and their utility in constructing more complex molecular architectures. Researchers and pharmaceutical companies are increasingly exploring compounds like 3-(Bromomethyl)-2-chloro-1,8-naphthyridine as potential building blocks for drug discovery programs, particularly in areas such as kinase inhibition and antimicrobial development.

From a structural perspective, the 1,8-naphthyridine scaffold provides an excellent platform for further functionalization. The presence of both bromomethyl and chloro groups at positions 3 and 2 respectively allows for sequential modification through various cross-coupling reactions, nucleophilic substitutions, or metal-catalyzed transformations. This versatility explains why searches for "1,8-naphthyridine synthesis" and "bromomethyl heterocycle intermediates" have seen significant increases in scientific databases.

Recent trends in chemical research highlight the importance of such multifunctional intermediates. The compound's molecular weight of 271.53 g/mol and its specific substitution pattern make it particularly valuable for creating targeted libraries of bioactive molecules. Many researchers searching for "CAS 1126424-63-2 applications" or "3-(Bromomethyl)-2-chloro-1,8-naphthyridine uses" are exploring its potential in developing new therapeutic agents or functional materials.

The synthetic utility of 3-(Bromomethyl)-2-chloro-1,8-naphthyridine extends beyond pharmaceutical applications. Materials scientists have shown interest in this compound for creating novel organic electronic materials, with the bromomethyl group serving as an excellent handle for further polymerization or conjugation. This aligns with current industry trends toward specialized organic semiconductors and luminescent materials.

Quality control and characterization of CAS 1126424-63-2 typically involve standard analytical techniques including NMR spectroscopy, mass spectrometry, and HPLC purity analysis. The compound's stability profile and handling requirements are frequently searched topics, reflecting the practical considerations researchers face when working with such intermediates.

From a commercial perspective, the demand for 3-(Bromomethyl)-2-chloro-1,8-naphthyridine has grown steadily, particularly from contract research organizations and academic laboratories engaged in heterocyclic chemistry. Suppliers often highlight its role as a key intermediate in the synthesis of more complex naphthyridine derivatives, which continues to drive market interest.

The future outlook for 3-(Bromomethyl)-2-chloro-1,8-naphthyridine appears promising, with potential applications emerging in areas such as fluorescent probes, metal-organic frameworks, and bioactive molecule development. As research into 1,8-naphthyridine chemistry expands, this compound is likely to maintain its position as an important synthetic building block in both academic and industrial settings.

For researchers considering working with CAS 1126424-63-2, it's worth noting that proper storage conditions (typically cool and dry environments) and handling procedures are essential to maintain the compound's stability and reactivity. These practical considerations often form part of the "3-(Bromomethyl)-2-chloro-1,8-naphthyridine handling" queries seen in scientific search engines.

In conclusion, 3-(Bromomethyl)-2-chloro-1,8-naphthyridine represents an important chemical tool in modern synthetic chemistry. Its unique combination of reactive groups on a privileged scaffold makes it valuable for diverse applications, from drug discovery to materials science. As the chemical community continues to explore new applications for naphthyridine-based compounds, intermediates like this will undoubtedly play crucial roles in innovation across multiple scientific disciplines.

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