Cas no 15128-90-2 (3-Hydroxy-6-methyl-2-nitropyridine)

3-Hydroxy-6-methyl-2-nitropyridine is a nitropyridine derivative characterized by its hydroxyl and nitro functional groups at the 3- and 2-positions, respectively, along with a methyl substituent at the 6-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its structural features enable selective reactivity, making it valuable for heterocyclic modifications and functional group transformations. The presence of both electron-withdrawing (nitro) and electron-donating (hydroxy) groups enhances its utility in regioselective reactions. High purity and consistent quality ensure reliable performance in research and industrial applications. Proper handling is advised due to potential sensitivity to light and moisture.
3-Hydroxy-6-methyl-2-nitropyridine structure
15128-90-2 structure
Product Name:3-Hydroxy-6-methyl-2-nitropyridine
CAS No:15128-90-2
MF:C6H6N2O3
MW:154.12344121933
MDL:MFCD00006259
CID:87493
PubChem ID:84801
Update Time:2025-05-22

3-Hydroxy-6-methyl-2-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Hydroxy-6-methyl-2-nitropyridine
    • 6-methyl-2-nitropyridin-3-ol
    • 6-Methyl-2-Nitro-3-Pyridinol
    • 5-hydroxy-6-nitro-2-picoline
    • 3-Hydroxy-2-nitro-6-picoline
    • 3-Pyridinol, 6-methyl-2-nitro-
    • 5-HYDROXY-2-METHYL-6-NITROPYRIDINE
    • 6-METHYL-2-NITRO-3-HYDROXYPYRIDINE
    • 3-HYDROXY-6-METHYL-2-NITROPYRIDINE 99%
    • 3-Hydroxy-6-methyl-2-nitropyridine,99%
    • WZMGQHIBXUAYGS-UHFFFAOYSA-N
    • 3-Hydroxy-2-nitro-6-picoline (3-Hydroxy-6-methyl-2-nitropyridine)
    • NSC102501
    • PubChem6630
    • 2-Nitro-6-methylpyridin-3-ol
    • 6-methyl-2-nitro-pyridin-3-ol
    • WZMGQHIBXUAYGS-UHFFFAOYSA-
    • 3-Pyridinol,6-methyl-2-nitro-
    • 15128-90-2
    • NSC-102501
    • SCHEMBL187124
    • DS-12285
    • SY078886
    • Z104484826
    • InChI=1/C6H6N2O3/c1-4-2-3-5(9)6(7-4)8(10)11/h2-3,9H,1H3
    • AMY39606
    • FT-0620466
    • F17048
    • SB52777
    • 3-Hydroxy-6-methyl-2-nitropyridine, 99%
    • MFCD00006259
    • AKOS001432944
    • 2-nitro-3-hydroxy-6-methylpyridine
    • H0762
    • DTXSID80164750
    • UNII-8GL62944A8
    • J-200058
    • NSC 102501
    • CS-W018055
    • EN300-20912
    • NS00024938
    • EINECS 239-192-8
    • 8GL62944A8
    • DB-043087
    • MDL: MFCD00006259
    • Inchi: 1S/C6H6N2O3/c1-4-2-3-5(9)6(7-4)8(10)11/h2-3,9H,1H3
    • InChI Key: WZMGQHIBXUAYGS-UHFFFAOYSA-N
    • SMILES: OC1C=CC(C)=NC=1[N+](=O)[O-]
    • BRN: 974751

Computed Properties

  • Exact Mass: 154.03800
  • Monoisotopic Mass: 154.038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 156
  • 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
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.6
  • Topological Polar Surface Area: 78.9

Experimental Properties

  • Color/Form: Yellow powder
  • Density: 1.4564 (rough estimate)
  • Melting Point: 106.0 to 109.0 deg-C
  • Boiling Point: 277.46°C (rough estimate)
  • Flash Point: 177.8°C
  • Refractive Index: 1.5100 (estimate)
  • PSA: 78.94000
  • LogP: 1.52700
  • Solubility: Not determined

3-Hydroxy-6-methyl-2-nitropyridine Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305 + P351 + P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S37/39
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38

3-Hydroxy-6-methyl-2-nitropyridine 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%

3-Hydroxy-6-methyl-2-nitropyridine Pricemore >>

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Additional information on 3-Hydroxy-6-methyl-2-nitropyridine

Recent Advances in the Study of 3-Hydroxy-6-methyl-2-nitropyridine (CAS: 15128-90-2)

The compound 3-Hydroxy-6-methyl-2-nitropyridine (CAS: 15128-90-2) has garnered significant attention in recent years due to its potential applications in the fields of chemical biology and pharmaceutical research. This heterocyclic compound, characterized by its nitro and hydroxy functional groups, has been explored for its unique chemical properties and biological activities. Recent studies have focused on its synthesis, structural modifications, and potential therapeutic applications, making it a subject of considerable scientific interest.

One of the key areas of research involving 3-Hydroxy-6-methyl-2-nitropyridine is its role as a building block in the synthesis of more complex molecules. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the development of novel kinase inhibitors. The study highlighted the compound's ability to act as a scaffold for the introduction of various pharmacophores, leading to the creation of molecules with enhanced binding affinity and selectivity for specific kinase targets. This research opens new avenues for the design of targeted therapies in oncology and other disease areas.

In addition to its synthetic applications, 3-Hydroxy-6-methyl-2-nitropyridine has been investigated for its intrinsic biological activities. A recent preprint on bioRxiv reported its moderate antimicrobial activity against several Gram-positive bacterial strains, including Staphylococcus aureus. The study suggested that the nitro group plays a crucial role in this activity, possibly through the generation of reactive oxygen species. While further optimization is needed to improve potency and reduce potential toxicity, these findings position the compound as a promising lead for the development of new antibacterial agents.

The metabolic fate and pharmacokinetic properties of 3-Hydroxy-6-methyl-2-nitropyridine have also been subjects of recent investigation. A 2024 paper in Drug Metabolism and Disposition employed advanced LC-MS techniques to characterize the compound's metabolic pathways in human liver microsomes. The study identified several phase I and phase II metabolites, providing valuable insights into its potential drug-drug interactions and guiding future structural modifications to improve metabolic stability. These findings are particularly relevant for researchers considering this scaffold for drug development programs.

From a chemical perspective, innovative synthetic approaches to 3-Hydroxy-6-methyl-2-nitropyridine have been developed to address previous limitations in yield and purity. A recent publication in Organic Process Research & Development described a continuous flow chemistry method that significantly improves the scalability of the synthesis while reducing environmental impact through decreased solvent usage. This technological advancement could facilitate broader access to the compound for research purposes and potential commercial applications.

Looking forward, the diverse research applications of 3-Hydroxy-6-methyl-2-nitropyridine suggest it will remain an important compound in chemical biology and medicinal chemistry. Current studies are exploring its potential in areas such as fluorescent probes for biological imaging and as a ligand in catalytic systems. As research continues to uncover new properties and applications for this versatile molecule, it is likely to play an increasingly significant role in the development of novel therapeutic agents and research tools in the coming years.

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