Cas no 45893-20-7 (8-Aminohypoxanthine)

8-Aminohypoxanthine is a purine derivative that serves as a key intermediate in nucleotide metabolism and biochemical research. Its structural similarity to hypoxanthine, with an additional amino group at the 8-position, makes it valuable for studying enzyme mechanisms, nucleic acid modifications, and purine salvage pathways. This compound is particularly useful in investigations involving purine nucleoside phosphorylase (PNP) and other enzymes involved in purine degradation. Its stability and well-defined reactivity profile facilitate its use in synthetic applications and as a reference standard in analytical chemistry. Researchers also employ 8-aminohypoxanthine to explore potential therapeutic targets related to purine metabolism disorders.
8-Aminohypoxanthine structure
8-Aminohypoxanthine structure
Product Name:8-Aminohypoxanthine
CAS No:45893-20-7
MF:C5H5N5O
MW:151.126099348068
CID:1058838
PubChem ID:135421879
Update Time:2025-05-28

8-Aminohypoxanthine Chemical and Physical Properties

Names and Identifiers

    • 8-Aminohypoxanthine
    • DTXSID50964300
    • SCHEMBL10518128
    • EN300-1726167
    • DB-229683
    • BDBM50039554
    • AKOS030240634
    • CHEMBL83601
    • GLXC-25800
    • 8-Amino-7H-purin-6-ol
    • 8-AMINO-1,7-DIHYDROPURIN-6-ONE
    • 8-Imino-8,9-dihydro-7H-purin-6-ol
    • 8-amino-3,7-dihydropurin-6-one
    • AKOS030261600
    • SCHEMBL5667616
    • 8-Amino-1,7-dihydro-purin-6-one
    • 45893-20-7
    • 8-amino-6,7-dihydro-1H-purin-6-one
    • 4961-81-3
    • Inchi: 1S/C5H5N5O/c6-5-9-2-3(10-5)7-1-8-4(2)11/h1H,(H4,6,7,8,9,10,11)
    • InChI Key: NVDXOOZGKFFGDJ-UHFFFAOYSA-N
    • SMILES: O=C1C2=C(N=CN1)N=C(N)N2

Computed Properties

  • Exact Mass: 151.04940980g/mol
  • Monoisotopic Mass: 151.04940980g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 215
  • 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: -0.8
  • Topological Polar Surface Area: 96.2?2

Experimental Properties

  • Melting Point: >300°C
  • Solubility: Aqueous Base (Slightly)

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Additional information on 8-Aminohypoxanthine

Comprehensive Overview of 8-Aminohypoxanthine (CAS No. 45893-20-7): Properties, Applications, and Research Insights

8-Aminohypoxanthine (CAS No. 45893-20-7) is a purine derivative that has garnered significant attention in biochemical and pharmaceutical research due to its unique structural properties and potential applications. This compound, chemically known as 8-amino-1H-purin-6(9H)-one, serves as a key intermediate in nucleotide metabolism and synthetic pathways. Its molecular formula, C5H5N5O, and molecular weight of 151.13 g/mol make it a versatile building block for advanced studies in enzymology, drug development, and molecular biology.

In recent years, the demand for 8-Aminohypoxanthine has surged, driven by its role in cancer research, antiviral drug design, and metabolic disorder studies. Researchers frequently search for terms like "8-Aminohypoxanthine synthesis," "CAS 45893-20-7 applications," and "purine analogs in medicine," reflecting its relevance in cutting-edge science. The compound's ability to modulate enzyme activity, particularly in pathways involving xanthine oxidase and hypoxanthine-guanine phosphoribosyltransferase (HGPRT), positions it as a critical tool for investigating gout, Lesch-Nyhan syndrome, and other purine-related disorders.

From a structural perspective, 8-Aminohypoxanthine features an amino group at the 8-position of the hypoxanthine scaffold, which enhances its reactivity and binding affinity compared to unmodified hypoxanthine. This modification is pivotal for designing nucleoside analogs, a class of compounds widely explored for their antitumor and antiviral properties. Notably, its derivatives have been investigated in the context of COVID-19 therapeutics, aligning with the global focus on pandemic preparedness and broad-spectrum antiviral agents.

The synthesis of 8-Aminohypoxanthine typically involves multi-step organic reactions, including amination and cyclization processes, with yields optimized for industrial-scale production. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are employed to verify its purity, which is crucial for high-throughput screening in drug discovery. Suppliers often highlight its availability as a research-grade chemical with ≥95% purity, catering to academic and industrial laboratories.

Beyond pharmaceuticals, 8-Aminohypoxanthine is utilized in agricultural biotechnology to study plant purine salvage pathways and stress responses. Its role in RNA metabolism also makes it valuable for gene expression studies and epigenetic research, areas gaining traction due to advancements in CRISPR technology and precision medicine. Environmental scientists have explored its degradation products to assess ecotoxicological impacts, addressing growing concerns about sustainable chemistry.

In conclusion, 8-Aminohypoxanthine (CAS No. 45893-20-7) exemplifies the intersection of basic science and applied research. Its multifaceted applications—from drug development to agricultural science—underscore its importance in contemporary research landscapes. As interest in personalized medicine and green chemistry grows, this compound will likely remain a focal point for innovation, answering critical questions in human health and environmental sustainability.

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