Cas no 1192815-02-3 (7-Bromoisoquinolin-3-amine)

7-Bromoisoquinolin-3-amine is a brominated isoquinoline derivative featuring an amine functional group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The bromine substituent enhances reactivity for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling efficient derivatization. The amine group offers further functionalization potential, making it valuable for constructing heterocyclic scaffolds. Its well-defined structure and high purity ensure consistent performance in research and industrial applications. Suitable for use in medicinal chemistry, it contributes to the synthesis of bioactive molecules with potential therapeutic applications. Proper handling and storage under inert conditions are recommended to maintain stability.
7-Bromoisoquinolin-3-amine structure
7-Bromoisoquinolin-3-amine structure
Product Name:7-Bromoisoquinolin-3-amine
CAS No:1192815-02-3
MF:C9H7BrN2
MW:223.069280862808
MDL:MFCD11040207
CID:1011122
PubChem ID:52987757
Update Time:2025-06-14

7-Bromoisoquinolin-3-amine Chemical and Physical Properties

Names and Identifiers

    • 7-Bromoisoquinolin-3-amine
    • 7-bromo-3-Isoquinolinamine
    • 3-AMINO-7-BROMOISOQUINOLINE
    • 7-bromo-isoquinolin-3-amine
    • DTXSID70680959
    • SCHEMBL558012
    • FBTKUAFGTDENLW-UHFFFAOYSA-N
    • A892604
    • PB25313
    • DB-061549
    • O11642
    • AKOS015835874
    • CS-W008861
    • FS-1011
    • 7-Bromoisoquinolin-3(2H)-imine
    • MFCD11040207
    • 3-Isoquinolinamine, 7-bromo-
    • SY031942
    • J-519167
    • 1192815-02-3
    • 7-Bromoisoquinolin-3-amine, 3-Amino-7-bromo-2-azanaphthalene
    • AM20050705
    • MDL: MFCD11040207
    • Inchi: 1S/C9H7BrN2/c10-8-2-1-6-4-9(11)12-5-7(6)3-8/h1-5H,(H2,11,12)
    • InChI Key: FBTKUAFGTDENLW-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C=C(N)N=CC=2C=1

Computed Properties

  • Exact Mass: 221.97900
  • Monoisotopic Mass: 221.97926g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 163
  • 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: 2.4
  • Topological Polar Surface Area: 38.9?2

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 387.6±22.0 °C at 760 mmHg
  • Flash Point: 188.2±22.3 °C
  • PSA: 38.91000
  • LogP: 3.16070
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

7-Bromoisoquinolin-3-amine Security Information

7-Bromoisoquinolin-3-amine 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%

7-Bromoisoquinolin-3-amine Pricemore >>

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Additional information on 7-Bromoisoquinolin-3-amine

Research Brief on 7-Bromoisoquinolin-3-amine (CAS: 1192815-02-3): Recent Advances and Applications in Chemical Biology and Drug Discovery

7-Bromoisoquinolin-3-amine (CAS: 1192815-02-3) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in chemical biology and drug discovery. This research brief aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activity, and therapeutic potential. The compound's unique structural features, including the bromine substituent and the amine functional group, make it a versatile scaffold for the development of novel bioactive molecules.

Recent studies have explored the synthetic routes to 7-Bromoisoquinolin-3-amine, with particular emphasis on optimizing yield and purity. A 2023 publication in the Journal of Medicinal Chemistry reported a novel palladium-catalyzed cross-coupling approach that significantly improved the efficiency of the synthesis. This method not only reduced the number of steps but also minimized the formation of by-products, making it more suitable for large-scale production. The study also highlighted the compound's stability under various conditions, which is crucial for its handling and storage in laboratory and industrial settings.

In terms of biological activity, 7-Bromoisoquinolin-3-amine has shown promising results as a kinase inhibitor. A recent study published in Bioorganic & Medicinal Chemistry Letters demonstrated its potent inhibitory effects against a panel of kinases, including those implicated in cancer and inflammatory diseases. The compound's ability to selectively target specific kinases while sparing others suggests its potential as a lead compound for the development of targeted therapies. Molecular docking studies revealed that the bromine atom plays a critical role in binding to the kinase active site, providing insights for further structure-activity relationship (SAR) studies.

Beyond its kinase inhibitory properties, 7-Bromoisoquinolin-3-amine has also been investigated for its antimicrobial activity. A 2022 study in Antimicrobial Agents and Chemotherapy reported that derivatives of this compound exhibited broad-spectrum activity against both Gram-positive and Gram-negative bacteria. The researchers attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, a mechanism distinct from that of existing antibiotics. This finding opens new avenues for the development of antibiotics to combat multidrug-resistant bacterial strains.

In conclusion, 7-Bromoisoquinolin-3-amine (CAS: 1192815-02-3) represents a promising scaffold for drug discovery, with demonstrated activity in kinase inhibition and antimicrobial applications. Recent advances in its synthesis and mechanistic understanding have laid the groundwork for further exploration of its therapeutic potential. Future research should focus on optimizing its pharmacokinetic properties and evaluating its efficacy in preclinical models of disease.

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