Cas no 15851-62-4 (5-Quinolinesulfonicacid, 7-amino-8-hydroxy-)

5-Quinolinesulfonic acid, 7-amino-8-hydroxy-, is a sulfonated quinoline derivative with notable applications in coordination chemistry and analytical reagent formulations. Its structure, featuring both amino and hydroxyl functional groups, enhances its chelating properties, making it useful for metal ion detection and complexation. The sulfonic acid moiety improves solubility in aqueous solutions, facilitating its use in wet chemical analysis. This compound is particularly valued for its selectivity in binding transition metals, aiding in spectrophotometric determinations. Its stability under acidic conditions further supports its utility in specialized analytical workflows. Researchers and industrial laboratories employ it for precise metal quantification and as an intermediate in synthetic chemistry.
5-Quinolinesulfonicacid, 7-amino-8-hydroxy- structure
15851-62-4 structure
Product Name:5-Quinolinesulfonicacid, 7-amino-8-hydroxy-
CAS No:15851-62-4
MF:C9H8N2O4S
MW:240.235820770264
MDL:MFCD02208579
CID:232773
PubChem ID:289721
Update Time:2025-06-14

5-Quinolinesulfonicacid, 7-amino-8-hydroxy- Chemical and Physical Properties

Names and Identifiers

    • 5-Quinolinesulfonicacid, 7-amino-8-hydroxy-
    • 7-Amino-8-chinolinol-5-sulfonsaeure
    • 7-Amino-8-hydroxychinolin-5-sulfonsaeure
    • 7-Amino-8-hydroxy-chinolin-5-sulfonsaeure
    • 7-Amino-8-hydroxy-chinolin-sulfonsaeure-(5)
    • 7-amino-8-hydroxy-quinoline-5-sulfonic acid
    • AC1L6CBV
    • AC1Q6WHQ
    • AG-K-97623
    • AR-1H3147
    • CTK0I3461
    • NSC151925
    • DTXSID00302571
    • 15851-62-4
    • SCHEMBL9818532
    • NSC-151925
    • AKOS001607862
    • 7-amino-8-hydroxyquinoline-5-sulfonic acid
    • CHEMBL4594844
    • MDL: MFCD02208579
    • Inchi: 1S/C9H8N2O4S/c10-6-4-7(16(13,14)15)5-2-1-3-11-8(5)9(6)12/h1-4,12H,10H2,(H,13,14,15)
    • InChI Key: BFKBRAIMPAGZRZ-UHFFFAOYSA-N
    • SMILES: S(C1=CC(=C(C2C1=CC=CN=2)O)N)(=O)(=O)O

Computed Properties

  • Exact Mass: 240.02054
  • Monoisotopic Mass: 240.02047791g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 353
  • 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: -0.1
  • Topological Polar Surface Area: 122?2

Experimental Properties

  • PSA: 113.51

5-Quinolinesulfonicacid, 7-amino-8-hydroxy- Pricemore >>

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Additional information on 5-Quinolinesulfonicacid, 7-amino-8-hydroxy-

Comprehensive Analysis of 5-Quinolinesulfonic acid, 7-amino-8-hydroxy- (CAS No. 15851-62-4): Properties, Applications, and Research Trends

5-Quinolinesulfonic acid, 7-amino-8-hydroxy- (CAS No. 15851-62-4) is a specialized quinoline derivative with significant relevance in pharmaceutical and chemical research. This compound, characterized by its sulfonic acid and amino-hydroxy functional groups, has garnered attention for its potential applications in drug development, fluorescence probes, and chelation chemistry. Researchers and industry professionals frequently search for its synthesis methods, spectral properties, and biological activity, making it a subject of ongoing scientific exploration.

The molecular structure of 7-amino-8-hydroxyquinoline-5-sulfonic acid (a common synonym) features a quinoline backbone substituted with a sulfonic acid group at the 5-position, an amino group at the 7-position, and a hydroxyl group at the 8-position. This unique arrangement contributes to its metal-binding capabilities, a property widely studied in analytical chemistry and bioimaging. Recent trends in Google Scholar and PubMed indicate growing interest in its role as a fluorescent sensor for detecting transition metals like zinc and copper in biological systems.

In pharmaceutical contexts, derivatives of 5-Quinolinesulfonic acid have been investigated for their antimicrobial properties and potential as enzyme inhibitors. The compound's ability to interact with proteins and nucleic acids makes it a candidate for structure-activity relationship (SAR) studies. Notably, its water solubility (enhanced by the sulfonic acid group) addresses a key challenge in drug formulation, a topic frequently queried in drug discovery forums and pharmacology discussions.

From a synthetic chemistry perspective, CAS 15851-62-4 serves as a versatile intermediate. Patent databases reveal its use in preparing heterocyclic compounds with applications ranging from organic electronics to agrochemicals. Environmental scientists have also explored its biodegradation pathways, responding to increasing public interest in green chemistry and environmental persistence of specialty chemicals.

Analytical characterization of this compound typically involves HPLC purification, mass spectrometry, and NMR spectroscopy—techniques commonly searched by quality control specialists. The UV-Vis absorption spectrum of 7-amino-8-hydroxyquinoline-5-sulfonic acid shows distinct peaks between 250-400 nm, making it useful for photophysical studies. Safety data sheets emphasize standard laboratory precautions, though it doesn't fall under restricted substance classifications.

Emerging applications in material science have expanded the utility of this quinoline derivative. Its coordination chemistry with lanthanides is being investigated for luminescent materials, aligning with industry demand for energy-efficient displays and optical sensors. These developments address frequently searched topics like advanced functional materials and smart coatings in technical databases.

The commercial availability of 5-Quinolinesulfonic acid, 7-amino-8-hydroxy- through specialty chemical suppliers has facilitated broader research access. Product listings often highlight its high purity grade (≥98%) and suitability for small-scale organic synthesis. Recent publications (2020-2023) demonstrate its use in developing molecular probes for neurodegenerative disease research—a hot topic in biomedical innovation circles.

Future research directions may explore its structure-property relationships through computational chemistry methods, particularly density functional theory (DFT) calculations. Such approaches could optimize its performance in catalysis or molecular recognition systems. These prospects align with growing searches for computational drug design tools and AI-assisted chemistry platforms in scientific communities.

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