Cas no 1255574-68-5 (8-Bromo-6-methylquinoline hydrochloride)

8-Bromo-6-methylquinoline hydrochloride is a halogenated quinoline derivative with a molecular formula of C??H?BrN·HCl. This compound is primarily utilized as a versatile intermediate in organic synthesis and pharmaceutical research, particularly in the development of heterocyclic compounds. Its bromine substituent enhances reactivity for cross-coupling reactions, while the methyl group contributes to steric and electronic modulation. The hydrochloride salt form improves solubility in polar solvents, facilitating handling in synthetic applications. This reagent is valued for its stability, high purity, and consistent performance in nucleophilic substitution and metal-catalyzed transformations. It serves as a key building block in the synthesis of bioactive molecules, including potential antimicrobial and anticancer agents.
8-Bromo-6-methylquinoline hydrochloride structure
1255574-68-5 structure
Product Name:8-Bromo-6-methylquinoline hydrochloride
CAS No:1255574-68-5
MF:C10H9BrClN
MW:258.542160749435
MDL:MFCD17214295
CID:1024509
PubChem ID:53217419
Update Time:2025-06-25

8-Bromo-6-methylquinoline hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 8-Bromo-6-methylquinoline hydrochloride
    • A890167
    • DTXSID40682460
    • EN300-255405
    • 8-bromo-6-methylquinoline;hydrochloride
    • 1255574-68-5
    • AKOS015897191
    • DB-359958
    • CS-0211706
    • 8-Bromo-6-methylquinolinehydrochloride
    • 8-Bromo-6-methylquinoline HCl
    • 8-Bromo-6-methylquinoline--hydrogen chloride (1/1)
    • SB69880
    • MFCD17214295
    • BS-19694
    • Quinoline, 8-bromo-6-methyl-, hydrochloride (1:1)
    • MDL: MFCD17214295
    • Inchi: 1S/C10H8BrN.ClH/c1-7-5-8-3-2-4-12-10(8)9(11)6-7;/h2-6H,1H3;1H
    • InChI Key: XIBMEDNZAUEGDZ-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C)=CC2=CC=CN=C21.Cl

Computed Properties

  • Exact Mass: 256.96100
  • Monoisotopic Mass: 256.96069g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 160
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89000
  • LogP: 4.10770

8-Bromo-6-methylquinoline hydrochloride Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. 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:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

8-Bromo-6-methylquinoline hydrochloride Pricemore >>

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Additional information on 8-Bromo-6-methylquinoline hydrochloride

8-Bromo-6-methylquinoline hydrochloride: A Comprehensive Overview

The compound with CAS No. 1255574-68-5, commonly referred to as 8-Bromo-6-methylquinoline hydrochloride, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the quinoline family, a class of heterocyclic aromatic compounds known for their diverse biological activities and applications in drug discovery. The 8-Bromo-6-methylquinoline hydrochloride structure is characterized by a quinoline ring system with bromine and methyl substituents at the 8th and 6th positions, respectively, along with a hydrochloride counterion.

Recent studies have highlighted the potential of 8-Bromo-6-methylquinoline hydrochloride as a promising candidate in the development of novel therapeutic agents. Researchers have explored its anti-inflammatory, antioxidant, and anticancer properties, making it a subject of interest in both academic and industrial research settings. The bromine substituent at the 8th position is particularly significant, as it contributes to the molecule's electronic properties and enhances its bioactivity.

The synthesis of 8-Bromo-6-methylquinoline hydrochloride involves a series of well-established organic reactions, including Friedlander synthesis and subsequent substitution reactions. The methyl group at the 6th position plays a crucial role in stabilizing the molecule's structure and influencing its pharmacokinetic properties. The hydrochloride form ensures optimal solubility and bioavailability, making it suitable for various biological assays.

In terms of biological activity, 8-Bromo-6-methylquinoline hydrochloride has demonstrated potent inhibitory effects on several key enzymes associated with inflammatory diseases and cancer progression. For instance, studies have shown that this compound can effectively inhibit cyclooxygenase (COX) enzymes, which are central to inflammation and pain signaling pathways. Additionally, its ability to modulate reactive oxygen species (ROS) levels suggests potential applications in antioxidant therapies.

Recent advancements in computational chemistry have further elucidated the molecular mechanisms underlying the bioactivity of 8-Bromo-6-methylquinoline hydrochloride. Molecular docking studies reveal that this compound interacts with critical binding sites on target proteins, such as COX-2 and other inflammatory mediators. These findings underscore its potential as a lead compound for drug development.

The pharmacokinetic profile of 8-Bromo-6-methylquinoline hydrochloride has also been extensively studied. Preclinical data indicate that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) properties, which are essential for its translation into clinical applications. Its ability to cross cellular membranes efficiently suggests that it could be effective in targeting intracellular pathogens or cancer cells.

In conclusion, 8-Bromo-6-methylquinoline hydrochloride represents a valuable addition to the arsenal of bioactive compounds being explored for therapeutic purposes. With its unique chemical structure and promising biological activities, this compound holds significant potential in addressing unmet medical needs in inflammation, cancer, and other chronic diseases. Ongoing research continues to unravel its full therapeutic potential, making it an exciting area of focus for future studies.

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