Cas no 1554186-97-8 (6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine)

6-Bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine is a heterocyclic compound featuring a naphthyridine core with bromo, chloro, and methyl substituents. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of halogen groups (bromo and chloro) enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling further functionalization. The methyl groups contribute to steric and electronic modulation, influencing selectivity in subsequent transformations. Its well-defined molecular architecture ensures consistent performance in complex synthetic pathways. This compound is particularly suited for applications requiring precise control over molecular scaffolds in drug discovery and material science.
6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine structure
1554186-97-8 structure
Product Name:6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine
CAS No:1554186-97-8
MF:C11H10BrClN2
MW:285.567500591278
MDL:MFCD26381839
CID:4609582
Update Time:2025-10-25

6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-7-chloro-2,3,4-trimethyl-[1,8]naphthyridine
    • 6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine
    • MDL: MFCD26381839
    • Inchi: 1S/C11H10BrClN2/c1-5-6(2)8-4-9(12)10(13)15-11(8)14-7(5)3/h4H,1-3H3
    • InChI Key: UBMMEAXGUBHERZ-UHFFFAOYSA-N
    • SMILES: N1C2C(=CC(Br)=C(Cl)N=2)C(C)=C(C)C=1C

6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine Pricemore >>

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Additional information on 6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine

6-Bromo-7-Chloro-2,3,4-Trimethyl-1,8-Naphthyridine: A Comprehensive Overview

6-Bromo-7-Chloro-2,3,4-Trimethyl-1,8-Naphthyridine is a highly specialized organic compound with the CAS number 1554186-97-8. This compound belongs to the class of naphthyridines, which are heterocyclic aromatic compounds with a fused bicyclic structure. The presence of bromine and chlorine substituents at positions 6 and 7, respectively, along with three methyl groups at positions 2, 3, and 4, makes this compound unique in terms of its chemical properties and potential applications.

The synthesis of 6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine involves a series of carefully controlled reactions. Recent studies have highlighted the importance of optimizing reaction conditions to achieve high yields and purity. Researchers have explored various methodologies, including Friedel-Crafts alkylation and bromination techniques, to synthesize this compound efficiently. The use of advanced catalysts and solvents has been shown to significantly improve the reaction outcomes.

One of the most intriguing aspects of 6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine is its potential in pharmaceutical applications. Recent research has focused on its role as a precursor in the development of novel drug candidates. For instance, studies have demonstrated that this compound can serve as a building block for designing molecules with anti-inflammatory and anti-cancer properties. The presence of multiple substituents allows for extensive functionalization, making it a versatile starting material for medicinal chemistry.

The structural properties of 6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine have been extensively studied using computational chemistry tools. These studies have provided valuable insights into its electronic structure and reactivity. For example, density functional theory (DFT) calculations have revealed that the compound exhibits significant aromaticity due to its fused ring system. This aromaticity contributes to its stability and reactivity in various chemical transformations.

In addition to its pharmaceutical applications, 6-bromo-7-chloro-2,3,4-trimethyl-1,8-naphthyridine has shown promise in materials science. Researchers have investigated its potential as a component in organic semiconductors and optoelectronic devices. The compound's ability to form stable charge transfer complexes makes it an attractive candidate for applications in flexible electronics and photovoltaic devices.

The environmental impact of 6-bromo-7-chloro-2,3,4-trimethyl-1,naphthyridine has also been a topic of recent research. Studies have focused on its biodegradability and toxicity profiles. Preliminary findings suggest that the compound exhibits low toxicity towards aquatic organisms under controlled conditions. However, further research is needed to fully understand its environmental fate and potential risks.

In conclusion,6-bromo-,chloro-,trimethyl-,naphthyridine is a multifaceted compound with significant potential in various fields. Its unique chemical structure and versatile properties make it an invaluable tool for researchers in medicinal chemistry and materials science alike. As ongoing studies continue to uncover new applications and insights into this compound's behavior,the future looks promising for 6-bromo-,chloro-,trimethyl-,naphthyridine as a key player in modern chemical research.

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