Cas no 908248-27-1 (2-Amino-5-nitropyridin-3-ol)

2-Amino-5-nitropyridin-3-ol is a heterocyclic organic compound featuring both amino and nitro functional groups on a pyridine backbone. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of electron-donating (amino) and electron-withdrawing (nitro) groups enhances its utility in nucleophilic substitution and coupling reactions. Its phenolic hydroxyl group further expands its versatility, enabling derivatization for tailored applications. The compound’s well-defined crystalline form ensures consistent purity, critical for precision in research and industrial processes. Its stability under standard conditions and compatibility with common solvents facilitate handling in synthetic workflows.
2-Amino-5-nitropyridin-3-ol structure
2-Amino-5-nitropyridin-3-ol structure
Product Name:2-Amino-5-nitropyridin-3-ol
CAS No:908248-27-1
MF:C5H5N3O3
MW:155.111500501633
MDL:MFCD13193356
CID:995138
Update Time:2025-05-22

2-Amino-5-nitropyridin-3-ol Chemical and Physical Properties

Names and Identifiers

    • 2-amino-5-nitro-3-Pyridinol
    • 2-Amino-5-nitropyridin-3-ol
    • 3-Pyridinol, 2-amino-5-nitro-
    • 2-amino-3-hydroxy-5-nitropyridine
    • 3-pyridinol,2-amino-5-nitro
    • 3-Pyridinol, 2-amino-5-nitro-
    • UXLVADZLQKGFIG-UHFFFAOYSA-N
    • 2-Amino-5-nitro-3-pyridinol #
    • Z5323
    • ST24021977
    • 2-Amino-5-nitro-3-pyridinol (ACI)
    • MDL: MFCD13193356
    • Inchi: 1S/C5H5N3O3/c6-5-4(9)1-3(2-7-5)8(10)11/h1-2,9H,(H2,6,7)
    • InChI Key: UXLVADZLQKGFIG-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=C(O)C(N)=NC=1)=O

Computed Properties

  • Exact Mass: 155.03300
  • Monoisotopic Mass: 155.03309103 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 158
  • 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
  • Topological Polar Surface Area: 105
  • Molecular Weight: 155.11
  • XLogP3: 0

Experimental Properties

  • PSA: 104.96000
  • LogP: 1.38200

2-Amino-5-nitropyridin-3-ol Security Information

2-Amino-5-nitropyridin-3-ol Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2-Amino-5-nitropyridin-3-ol

Comprehensive Analysis of 2-Amino-5-nitropyridin-3-ol (CAS No. 908248-27-1): Properties, Applications, and Industry Trends

2-Amino-5-nitropyridin-3-ol (CAS No. 908248-27-1) is a specialized nitropyridine derivative gaining attention in pharmaceutical and agrochemical research due to its unique molecular structure. This compound, characterized by an amino group at the 2-position and a nitro group at the 5-position of the pyridine ring, serves as a versatile intermediate in organic synthesis. Recent studies highlight its potential in designing kinase inhibitors and antimicrobial agents, aligning with the growing demand for novel heterocyclic compounds in drug discovery.

The physicochemical properties of 2-Amino-5-nitropyridin-3-ol contribute to its reactivity. With a molecular formula of C5H5N3O3 and a molar mass of 155.11 g/mol, this yellow crystalline powder exhibits moderate solubility in polar solvents like DMSO and methanol. Researchers particularly value its hydrogen-bonding capacity, which facilitates interactions with biological targets—a property frequently explored in computational chemistry studies and QSAR modeling.

In the context of green chemistry trends, synthetic routes for 908248-27-1 have evolved to minimize environmental impact. Modern protocols emphasize catalytic nitration and microwave-assisted synthesis, reducing byproduct formation compared to traditional methods. These advancements address frequent search queries such as "eco-friendly synthesis of nitropyridines" and "scalable heterocyclic compound production," reflecting industry priorities.

Analytical characterization of 2-Amino-5-nitropyridin-3-ol typically involves HPLC purity analysis (often >98%), FT-IR spectroscopy (showing distinctive N-H and N=O stretches), and mass spectrometry for structural confirmation. Such rigorous quality control meets the standards required for high-throughput screening applications, where compound integrity directly impacts biological assay results.

The compound's structure-activity relationship (SAR) has been investigated for crop protection formulations, with patent literature suggesting utility in plant growth regulators. This aligns with increasing searches for "sustainable agrochemical intermediates" and "nitrogen-containing bioactive molecules." However, researchers must consider the pH-dependent stability of this molecule when developing formulations.

From a regulatory perspective, 908248-27-1 requires proper handling under standard laboratory protocols, though it doesn't appear on major restricted substances lists. Safety data sheets recommend PPE including nitrile gloves and safety goggles during manipulation, addressing common workplace safety concerns in chemical industries.

Emerging applications include its use as a fluorescence probe precursor, leveraging the electron-withdrawing nitro group to tune photophysical properties. This connects to trending topics like "small molecule sensors" and "bioimaging agents," areas experiencing 27% annual growth in scientific publications according to recent bibliometric analyses.

Supply chain dynamics for 2-Amino-5-nitropyridin-3-ol reflect broader fine chemicals market trends, with increasing demand from Asia-Pacific research hubs. Current pricing models consider factors like batch purity (ranging from technical to HPLC grade) and custom synthesis options—frequent considerations in procurement searches for this CAS number.

Future research directions may explore its coordination chemistry with transition metals for catalytic applications, or its potential in bioconjugation strategies. These possibilities position 908248-27-1 as a compound of continuing interest across multiple life science disciplines, warranting ongoing investigation into its synthetic and functional potentials.

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