Cas no 55482-22-9 (2-Amino-5-nitroso-4,6-pyrimidinediol)

2-Amino-5-nitroso-4,6-pyrimidinediol is a heterocyclic organic compound featuring a pyrimidine core substituted with amino, nitroso, and hydroxyl functional groups. This structure imparts unique reactivity, making it a valuable intermediate in synthetic organic chemistry, particularly for the preparation of nitrogen-containing heterocycles. The nitroso group enhances electrophilic character, facilitating nucleophilic substitution or cyclization reactions, while the hydroxyl and amino groups offer additional sites for derivatization. Its well-defined crystalline form ensures consistent purity, suitable for research applications in pharmaceuticals, agrochemicals, and coordination chemistry. The compound’s stability under controlled conditions and compatibility with diverse reaction conditions further underscore its utility in method development and complex molecule synthesis.
2-Amino-5-nitroso-4,6-pyrimidinediol structure
55482-22-9 structure
Product Name:2-Amino-5-nitroso-4,6-pyrimidinediol
CAS No:55482-22-9
MF:C4H4N4O3
MW:156.099559783936
CID:1593697
PubChem ID:263075
Update Time:2025-06-13

2-Amino-5-nitroso-4,6-pyrimidinediol Chemical and Physical Properties

Names and Identifiers

    • 4(1H)-Pyrimidinone, 2-amino-6-hydroxy-5-nitroso-
    • 2-Amino-5-nitroso-4,6-pyrimidinediol
    • AKOS006271766
    • SCHEMBL7766478
    • NSC 97327
    • 5-(Hydroxyimino)-2-imino-2,5-dihydropyrimidine-4,6-diol
    • 2-amino-6-hydroxy-5-nitroso-3,4-dihydropyrimidin-4-one
    • 5-hydroxyimino-2-imino-hexahydropyrimidine-4,6-dione
    • NSC-97327
    • 2-Iminodihydro-4,5,6(1H)-pyrimidinetrione 5-oxime
    • NSC97327
    • 2-AMINO-4,6-DIHYDROXY-5-NITROSOPYRIMIDINE
    • 52011-72-0
    • CHEMBL55165
    • SCHEMBL13833302
    • 2-Amino-6-hydroxy-5-nitrosopyrimidin-4(3H)-one
    • 2-Amino-6-hydroxy-5-nitroso-4(3H)-pyrimidinone; 2-Amino-6-hydroxy-5-nitroso-4(1H)-pyrimidinone
    • 4,6-Pyrimidinediol, 2-amino-5-nitroso-
    • 2-amino-4-hydroxy-5-nitroso-1H-pyrimidin-6-one
    • 55482-22-9
    • DTXSID30966347
    • Inchi： 1S/C4H4N4O3/c5-4-6-2(9)1(8-11)3(10)7-4/h(H4,5,6,7,9,10)
    • InChI Key： NXTPQVKFPBRMRH-UHFFFAOYSA-N
    • SMILES： OC1=C(C(NC(N)=N1)=O)N=O

Computed Properties

  • Exact Mass: 156.02842
  • Monoisotopic Mass: 156.02834000g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 279
  • 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: -1.3
  • Topological Polar Surface Area: 117?2

Experimental Properties

  • Melting Point: >300°C
  • Solubility: Aqueous Base (Slightly)
  • PSA: 117.14

2-Amino-5-nitroso-4,6-pyrimidinediol Security Information

  • Storage Condition：Amber Vial, -20°C Freezer, Under inert atmosphere

2-Amino-5-nitroso-4,6-pyrimidinediol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A618735-500mg
2-Amino-5-nitroso-4,6-pyrimidinediol
 55482-22-9
500mg
 $ 196.00 2023-04-19
TRC
A618735-5g
2-Amino-5-nitroso-4,6-pyrimidinediol
 55482-22-9
5g
 $ 1579.00 2023-04-19

2-Amino-5-nitroso-4,6-pyrimidinediol Related Literature

Additional information on 2-Amino-5-nitroso-4,6-pyrimidinediol

Comprehensive Overview of 2-Amino-5-nitroso-4,6-pyrimidinediol (CAS No. 55482-22-9): Properties, Applications, and Research Insights

2-Amino-5-nitroso-4,6-pyrimidinediol, identified by its CAS number 55482-22-9, is a specialized organic compound belonging to the pyrimidine family. This compound has garnered significant attention in biochemical and pharmaceutical research due to its unique structural features and potential applications. The presence of both amino and nitroso functional groups on the pyrimidine ring makes it a versatile intermediate in synthetic chemistry. Researchers are increasingly exploring its role in designing novel heterocyclic compounds, which are pivotal in drug discovery and material science.

In recent years, the demand for nitroso-containing compounds like 2-Amino-5-nitroso-4,6-pyrimidinediol has surged, driven by their utility in catalysis and as precursors for nitrogen-rich molecules. A trending topic in scientific forums revolves around its potential as a chelating agent, which could be leveraged in environmental remediation to bind heavy metals. Additionally, its pyrimidinediol backbone aligns with current interests in sustainable chemistry, as it can be derived from renewable resources, reducing reliance on petrochemicals.

From a synthetic perspective, CAS 55482-22-9 is often discussed in the context of green synthesis methodologies. Researchers are investigating solvent-free or aqueous-phase reactions to minimize waste, addressing the global push for eco-friendly chemical processes. This aligns with frequent search queries such as "non-toxic pyrimidine derivatives" or "biodegradable nitroso compounds," reflecting public interest in safer alternatives. The compound’s stability under physiological conditions also makes it a candidate for bioconjugation studies, a hot topic in targeted drug delivery systems.

Another area of exploration is the photophysical properties of 2-Amino-5-nitroso-4,6-pyrimidinediol. Its ability to absorb UV-visible light has prompted studies into its use as a molecular probe or sensor. This ties into broader trends in diagnostic imaging and biosensing, where users frequently search for "fluorescent pyrimidine analogs" or "nitroso-based sensors." Such applications highlight the compound’s interdisciplinary relevance, bridging chemistry, biology, and materials science.

Quality control and analytical characterization of 55482-22-9 are critical for industrial adoption. Advanced techniques like HPLC-MS and NMR spectroscopy are commonly employed to ensure purity, a topic often queried by quality assurance professionals. The compound’s solubility profile—particularly in polar solvents—is another frequently searched aspect, as it dictates formulation strategies in pharmaceutical development.

In summary, 2-Amino-5-nitroso-4,6-pyrimidinediol (CAS 55482-22-9) exemplifies the convergence of innovation and sustainability in modern chemistry. Its multifaceted applications, from drug design to environmental science, position it as a compound of enduring scientific and industrial value. As research progresses, its role in addressing contemporary challenges—such as green chemistry and precision medicine—will likely expand, further solidifying its importance in the chemical landscape.

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