Cas no 927801-50-1 (4,6-dibromo-3-chloroquinoline)

4,6-Dibromo-3-chloroquinoline is a halogenated quinoline derivative with significant utility in organic synthesis and pharmaceutical research. Its distinct bromo- and chloro-substitutions enhance reactivity, making it a versatile intermediate for constructing complex heterocyclic frameworks. The compound's electron-deficient aromatic system facilitates nucleophilic substitution and cross-coupling reactions, enabling precise functionalization. Its stability under standard conditions ensures reliable handling and storage. Researchers value this compound for its role in developing bioactive molecules, particularly in medicinal chemistry for potential antimicrobial and anticancer applications. The high purity and well-defined structure of 4,6-dibromo-3-chloroquinoline support reproducible results in advanced synthetic workflows.
4,6-dibromo-3-chloroquinoline structure
4,6-dibromo-3-chloroquinoline structure
Product Name:4,6-dibromo-3-chloroquinoline
CAS No:927801-50-1
MF:C9H4Br2ClN
MW:321.39575958252
MDL:MFCD08437028
CID:1977557
PubChem ID:17750607
Update Time:2025-11-02

4,6-dibromo-3-chloroquinoline Chemical and Physical Properties

Names and Identifiers

    • 4,6-dibromo-3-chloroquinoline
    • quinoline, 4,6-dibromo-3-chloro-
    • LogP
    • 3-CHLORO-4,6-DIBROMOQUINOLINE
    • G10535
    • SCHEMBL21143332
    • DTXSID30590601
    • MFCD08437028
    • CMB80150
    • AKOS025394927
    • 927801-50-1
    • DB-166705
    • MDL: MFCD08437028
    • Inchi: 1S/C9H4Br2ClN/c10-5-1-2-8-6(3-5)9(11)7(12)4-13-8/h1-4H
    • InChI Key: WGDQUDAYMZRLGP-UHFFFAOYSA-N
    • SMILES: BrC1C(=CN=C2C=CC(=CC2=1)Br)Cl

Computed Properties

  • Exact Mass: 318.84000
  • Monoisotopic Mass: 318.83990g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 191
  • 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: 4.2
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89000
  • LogP: 4.41320

4,6-dibromo-3-chloroquinoline Pricemore >>

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Additional information on 4,6-dibromo-3-chloroquinoline

4,6-Dibromo-3-chloroquinoline (CAS No. 927801-50-1): A Versatile Heterocyclic Compound for Advanced Applications

4,6-Dibromo-3-chloroquinoline (CAS No. 927801-50-1) is a halogenated quinoline derivative that has garnered significant attention in pharmaceutical and materials science research. This heterocyclic compound features a quinoline core substituted with two bromine atoms at positions 4 and 6, and a chlorine atom at position 3, creating a unique molecular architecture that enables diverse applications. The strategic placement of these halogens makes 4,6-dibromo-3-chloro quinoline particularly valuable as a building block in organic synthesis and drug discovery.

The growing interest in halogenated quinolines stems from their remarkable biological activities and material properties. Recent studies highlight the importance of such compounds in developing antimicrobial agents, with researchers particularly focused on addressing antibiotic resistance - a major global health concern. The 4,6-dibromo-3-chloroquinoline structure offers excellent potential for creating novel therapeutic molecules, especially as the pharmaceutical industry seeks new chemical entities to combat resistant pathogens.

From a chemical perspective, 4,6-dibromo-3-chloroquinoline exhibits several noteworthy characteristics. The compound typically appears as a white to off-white crystalline powder with moderate solubility in common organic solvents. Its molecular weight of 311.41 g/mol and precise halogen substitution pattern make it an ideal intermediate for cross-coupling reactions, which are fundamental to modern medicinal chemistry. The presence of multiple halogen atoms allows for selective functionalization, enabling researchers to create diverse molecular libraries for biological screening.

In materials science, 4,6-dibromo-3-chloroquinoline derivatives have shown promise in the development of organic electronic materials. The quinoline scaffold, when properly functionalized, can contribute to the creation of novel organic semiconductors, fluorescent probes, and photovoltaic materials. This aligns with current industry trends toward sustainable and energy-efficient technologies, where researchers are actively exploring new molecular architectures for next-generation organic light-emitting diodes (OLEDs) and organic photovoltaics.

The synthesis of 4,6-dibromo-3-chloroquinoline typically involves halogenation reactions of appropriate quinoline precursors. Modern synthetic approaches emphasize atom economy and green chemistry principles, reflecting the chemical industry's growing commitment to sustainable practices. Advanced purification techniques ensure high purity levels (>98%), which is critical for pharmaceutical applications where impurity profiles must be strictly controlled.

Analytical characterization of 4,6-dibromo-3-chloro quinoline compounds employs standard techniques including nuclear magnetic resonance (NMR) spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry. These methods confirm both the identity and purity of the material, providing researchers with the confidence needed for downstream applications. The compound's stability under standard storage conditions (room temperature, protected from light and moisture) makes it convenient for laboratory use and industrial-scale applications.

Market trends indicate growing demand for specialized quinoline derivatives like 4,6-dibromo-3-chloroquinoline, particularly in the Asia-Pacific region where pharmaceutical and electronics manufacturing are expanding rapidly. Suppliers are responding by improving production scalability while maintaining stringent quality standards. Current research publications and patent filings suggest that interest in this compound will continue to rise as new applications emerge in medicinal chemistry and advanced materials.

From a regulatory standpoint, 4,6-dibromo-3-chloroquinoline is not currently classified as hazardous under major chemical regulations when handled properly. However, as with all laboratory chemicals, appropriate safety measures including personal protective equipment (PPE) and proper ventilation should be employed during handling. The compound's safety profile makes it accessible for research purposes while still requiring standard laboratory precautions.

Future research directions for 4,6-dibromo-3-chloro quinoline derivatives may explore their potential in targeted drug delivery systems and as components in metal-organic frameworks (MOFs) for catalytic applications. The compound's versatility ensures it will remain relevant as chemical research evolves to address contemporary challenges in healthcare, energy, and environmental sustainability. As synthetic methodologies advance and computational chemistry enables better prediction of molecular properties, the applications of this interesting quinoline derivative are likely to expand further.

For researchers and manufacturers seeking high-quality 4,6-dibromo-3-chloroquinoline, it's essential to partner with reputable suppliers who can provide comprehensive analytical data and consistent batch-to-batch quality. The compound's growing importance in multiple research fields underscores the need for reliable sources of this valuable chemical building block. With proper handling and application, 4,6-dibromo-3-chloroquinoline (CAS No. 927801-50-1) will continue to contribute to scientific advancements across multiple disciplines.

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