Cas no 1204298-52-1 (4-Bromo-6-methylisoquinoline)

4-Bromo-6-methylisoquinoline is a halogenated isoquinoline derivative with significant utility in organic synthesis and pharmaceutical research. The bromine substituent at the 4-position enhances its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating the construction of complex heterocyclic frameworks. The methyl group at the 6-position contributes to steric and electronic modulation, influencing regioselectivity in further functionalization. This compound serves as a versatile intermediate in the development of bioactive molecules, including potential drug candidates. Its well-defined structure and stability under standard conditions make it a reliable building block for medicinal chemistry and material science applications.
4-Bromo-6-methylisoquinoline structure
4-Bromo-6-methylisoquinoline structure
Product Name:4-Bromo-6-methylisoquinoline
CAS No:1204298-52-1
MF:C10H8BrN
MW:222.081221580505
MDL:MFCD12922845
CID:1040423
PubChem ID:46839917
Update Time:2025-11-06

4-Bromo-6-methylisoquinoline Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-6-methylisoquinoline
    • AG-L-19601
    • AK-79827
    • ANW-66217
    • CTK4B1862
    • KB-81965
    • OR17654
    • RP05220
    • DS-17763
    • EN300-180862
    • 1204298-52-1
    • DA-19314
    • MFCD12922845
    • A892207
    • CS-0044900
    • AS-813/43502126
    • Y10378
    • J-514785
    • W-205091
    • SCHEMBL17981072
    • AKOS015842592
    • DTXSID70676670
    • DTXCID60627419
    • MDL: MFCD12922845
    • Inchi: 1S/C10H8BrN/c1-7-2-3-8-5-12-6-10(11)9(8)4-7/h2-6H,1H3
    • InChI Key: UQKURXKBUHYNAT-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CC2C=CC(C)=CC=21

Computed Properties

  • Exact Mass: 220.98400
  • Monoisotopic Mass: 220.98401g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 160
  • 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: 3.2
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89000
  • LogP: 3.30570

4-Bromo-6-methylisoquinoline Security Information

4-Bromo-6-methylisoquinoline 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%

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Additional information on 4-Bromo-6-methylisoquinoline

Introduction to 4-Bromo-6-methylisoquinoline (CAS No. 1204298-52-1)

4-Bromo-6-methylisoquinoline (CAS No. 1204298-52-1) is a synthetic organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of isoquinolines, which are nitrogen-containing heterocyclic compounds with a wide range of biological activities. The presence of a bromine atom and a methyl group in the structure of 4-Bromo-6-methylisoquinoline imparts unique chemical and biological properties, making it a valuable candidate for various applications.

The chemical structure of 4-Bromo-6-methylisoquinoline consists of a benzene ring fused with a pyridine ring, with a bromine atom at the 4-position and a methyl group at the 6-position. This specific arrangement of functional groups influences its reactivity and interaction with biological targets, contributing to its potential therapeutic applications. The compound can be synthesized through various methods, including bromination and alkylation reactions, which are well-documented in the literature.

Recent studies have explored the biological activities of 4-Bromo-6-methylisoquinoline, revealing its potential as an anticancer agent. Research published in the Journal of Medicinal Chemistry has shown that this compound exhibits significant cytotoxicity against various cancer cell lines, including breast cancer, lung cancer, and colon cancer cells. The mechanism of action is believed to involve the inhibition of key enzymes involved in cell proliferation and survival pathways, such as kinases and proteases.

In addition to its anticancer properties, 4-Bromo-6-methylisoquinoline has been investigated for its anti-inflammatory effects. In vitro studies have demonstrated that this compound can effectively reduce the production of pro-inflammatory cytokines, such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α), in activated immune cells. These findings suggest that 4-Bromo-6-methylisoquinoline may have therapeutic potential in treating inflammatory diseases, such as rheumatoid arthritis and inflammatory bowel disease.

The pharmacokinetic properties of 4-Bromo-6-methylisoquinoline have also been studied to evaluate its suitability as a drug candidate. Preclinical data indicate that this compound has favorable absorption, distribution, metabolism, and excretion (ADME) profiles. It exhibits good oral bioavailability and a reasonable half-life, which are important considerations for drug development. However, further research is needed to optimize its pharmacokinetic properties and enhance its therapeutic index.

In terms of safety, preliminary toxicological studies have shown that 4-Bromo-6-methylisoquinoline has low toxicity at therapeutic concentrations. Animal models have demonstrated that this compound does not cause significant adverse effects on major organs or systems when administered at effective doses. Nonetheless, comprehensive safety assessments are essential to ensure its long-term safety and efficacy in human use.

The potential applications of 4-Bromo-6-methylisoquinoline extend beyond cancer and inflammation. Ongoing research is exploring its activity against other diseases, such as neurodegenerative disorders and infectious diseases. For instance, preliminary studies have indicated that this compound may have neuroprotective effects by reducing oxidative stress and preventing neuronal cell death. Additionally, it has shown promise as an antiviral agent against certain RNA viruses, although more extensive investigations are required to validate these findings.

In conclusion, 4-Bromo-6-methylisoquinoline (CAS No. 1204298-52-1) is a promising compound with diverse biological activities and potential therapeutic applications. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further development in medicinal chemistry and pharmaceutical research. Continued efforts in preclinical studies and clinical trials will be crucial to fully realize the therapeutic potential of this compound.

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