Cas no 1588440-90-7 (7-Bromoquinolin-5-amine)

7-Bromoquinolin-5-amine is a brominated quinoline derivative with a primary amine functional group at the 5-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The bromine substituent at the 7-position 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 complex heterocyclic frameworks. Its well-defined structure and high purity ensure consistent performance in research and industrial applications. Suitable for use under controlled conditions, it is commonly employed in medicinal chemistry and material science for targeted molecular design.
7-Bromoquinolin-5-amine structure
7-Bromoquinolin-5-amine structure
Product Name:7-Bromoquinolin-5-amine
CAS No:1588440-90-7
MF:C9H7BrN2
MW:223.069280862808
MDL:MFCD20258876
CID:2094549
PubChem ID:71607203
Update Time:2025-11-06

7-Bromoquinolin-5-amine Chemical and Physical Properties

Names and Identifiers

    • 7-Bromoquinolin-5-amine
    • 5-Quinolinamine, 7-bromo-
    • FCH1602076
    • AK128392
    • ST2419030
    • AX8250272
    • AB0051465
    • MFCD20258876
    • 1588440-90-7
    • DS-5855
    • DB-170390
    • CS-0155783
    • SB71828
    • AKOS016000670
    • MDL: MFCD20258876
    • Inchi: 1S/C9H7BrN2/c10-6-4-8(11)7-2-1-3-12-9(7)5-6/h1-5H,11H2
    • InChI Key: PQSQRUCHYXVDQO-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C2=CC=CN=C2C=1)N

Computed Properties

  • Exact Mass: 221.97926g/mol
  • 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: 1.9
  • Topological Polar Surface Area: 38.9

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 370.4±27.0 °C at 760 mmHg
  • Flash Point: 177.8±23.7 °C
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

7-Bromoquinolin-5-amine Security Information

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Additional information on 7-Bromoquinolin-5-amine

Comprehensive Overview of 7-Bromoquinolin-5-amine (CAS No. 1588440-90-7): Properties, Applications, and Research Insights

7-Bromoquinolin-5-amine (CAS No. 1588440-90-7) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and materials science research. This brominated quinoline derivative features a unique molecular structure, combining a quinoline backbone with a bromine substituent at the 7-position and an amine group at the 5-position. Its structural versatility makes it a valuable intermediate in the synthesis of bioactive molecules, particularly in the development of antimalarial agents, anticancer drugs, and fluorescence probes.

Recent studies highlight the growing demand for 7-Bromoquinolin-5-amine in medicinal chemistry, driven by its role as a building block for drug discovery. Researchers are actively exploring its potential in targeted therapies, especially in the context of kinase inhibitors and GPCR modulators. The compound's electron-rich aromatic system and hydrogen-bonding capacity enable precise molecular interactions, a feature highly sought after in structure-activity relationship (SAR) studies.

From a synthetic perspective, 7-Bromoquinolin-5-amine is often synthesized via Pd-catalyzed cross-coupling reactions or nucleophilic aromatic substitution. Its CAS No. 1588440-90-7 serves as a critical identifier in chemical databases like Reaxys and SciFinder, where users frequently search for quinoline derivatives, brominated amines, or small-molecule libraries. The compound's purity (>98% by HPLC) and stability under inert conditions make it suitable for high-throughput screening (HTS) applications.

In the field of organic electronics, 7-Bromoquinolin-5-amine has emerged as a precursor for light-emitting materials due to its tunable photophysical properties. Its incorporation into OLEDs and sensors is being investigated, aligning with the global push toward sustainable technologies. This dual applicability in life sciences and advanced materials underscores its interdisciplinary relevance.

Frequently asked questions about 7-Bromoquinolin-5-amine include inquiries about its solubility profile (notably in DMSO and dichloromethane), storage conditions (recommended at -20°C under argon), and scalability for industrial production. Analytical techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography are routinely employed to characterize this compound, ensuring compliance with Good Laboratory Practice (GLP) standards.

As the scientific community continues to explore quinoline-based therapeutics, 7-Bromoquinolin-5-amine remains a focal point for innovation. Its integration into combinatorial chemistry workflows and AI-driven drug design platforms exemplifies its adaptability to modern research paradigms. With ongoing advancements in green chemistry, efforts to optimize its synthesis via catalytic methods or flow chemistry are expected to gain traction.

In summary, 7-Bromoquinolin-5-amine (CAS No. 1588440-90-7) represents a critical tool for researchers navigating the intersections of drug development, material science, and chemical biology. Its robust applications and evolving methodologies position it as a compound of enduring scientific and industrial value.

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