Cas no 7464-14-4 (2-Hydroxy-5-methyl-3-nitropyridine)

2-Hydroxy-5-methyl-3-nitropyridine is a nitropyridine derivative characterized by its hydroxyl and nitro functional groups at the 2- and 3-positions, respectively, along with a methyl substituent at the 5-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 nitro group enhances electrophilic properties, while the hydroxyl group offers potential for further derivatization. High purity grades ensure consistent performance in research and industrial applications. Proper handling is advised due to its potential sensitivity under specific conditions.
2-Hydroxy-5-methyl-3-nitropyridine structure
7464-14-4 structure
Product Name:2-Hydroxy-5-methyl-3-nitropyridine
CAS No:7464-14-4
MF:C6H6N2O3
MW:154.12344121933
MDL:MFCD02070021
CID:47491
PubChem ID:24879238
Update Time:2025-06-12

2-Hydroxy-5-methyl-3-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Hydroxy-5-methyl-3-nitropyridine
    • 2-Hydroxy-3-nitro-5-methylpyridine
    • 2-Hydroxy-3-nitro-5-picoline
    • 5-methyl-3-nitro-1H-pyridin-2-one
    • 5-Methyl-3-nitro-2(1H)-pyridinone
    • 5-Methyl-3-nitropyridin-2-ol
    • 6-Hydroxy-5-nitro-3-picoline
    • 5-Methyl-3-nitro-2-pyridinol
    • 5-Methyl-3-nitro-2(1H)-pyridone
    • 5-methyl-3-nitro-pyridin-2-ol
    • 3-(nitro)-5-methylpyridin-2-ol
    • 2(1H)-Pyridinone, 5-methyl-3-nitro-
    • MLS000673557
    • 5-methyl-3-nitro-1H-pyridone
    • 2-hydroxy3-nitro-5-methylpyridine
    • SMR000314798
    • 2-Hydroxy-3-nitro-5-picoline (2-Hydroxy-5-methyl-3-nitropyridine)
    • NSC403369
    • PubChem1204
    • PS-5450
    • AF-753/00294046
    • SR-01000581601-1
    • AKOS015841962
    • AC-5169
    • Z1203162405
    • H1483
    • MFCD02070021
    • 7464-14-4
    • HMS2772H09
    • FT-0655942
    • A9554
    • 5-methyl-3-nitro-2-pyridone
    • DTXSID90323215
    • 5-Methyl-3-nitropyridin-2-ol;2-Hydroxy-3-nitro-5-methylpyridine
    • CHEMBL1451314
    • CS-10714
    • QAINEQVHSHARMD-UHFFFAOYSA-N
    • AKOS002137240
    • 2-Hydroxy-5-methyl-3-nitropyridine, 97%
    • NSC-403369
    • cid_345643
    • EN300-97339
    • AB10657
    • EU-0096656
    • SCHEMBL131620
    • SY011629
    • SR-01000581601
    • AM62346
    • BDBM46498
    • CS-W016275
    • DB-017565
    • MDL: MFCD02070021
    • Inchi: 1S/C6H6N2O3/c1-4-2-5(8(10)11)6(9)7-3-4/h2-3H,1H3,(H,7,9)
    • InChI Key: QAINEQVHSHARMD-UHFFFAOYSA-N
    • SMILES: O=C1C(=CC(C)=CN1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 154.03800
  • Monoisotopic Mass: 154.038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 272
  • 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: 0.2
  • Topological Polar Surface Area: 74.9

Experimental Properties

  • Color/Form: Light yellow fine crystal
  • Density: 1.24 g/mL at 25 °C(lit.)
  • Melting Point: 179?°C (dec.) (lit.)
  • Boiling Point: 353.3 °C at 760 mmHg
  • Flash Point: 167.4 °C
  • Refractive Index: 1.567
  • PSA: 78.94000
  • LogP: 1.52700
  • Solubility: Not determined

2-Hydroxy-5-methyl-3-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-S36
  • Hazardous Material Identification: Xi
  • Storage Condition:Sealed in dry,2-8°C
  • Risk Phrases:R36/37/38

2-Hydroxy-5-methyl-3-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%

2-Hydroxy-5-methyl-3-nitropyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
551910-5G
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4 97%
5G
370.35 2021-05-17
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
H811509-100g
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4 97%
100g
1,253.00 2021-05-17
Matrix Scientific
085108-25g
5-Methyl-3-nitropyridin-2-ol, 97%
7464-14-4 97%
25g
$47.00 2023-09-08
Matrix Scientific
085108-100g
5-Methyl-3-nitropyridin-2-ol, 97%
7464-14-4 97%
100g
$135.00 2023-09-08
TRC
H973040-50mg
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4
50mg
$ 50.00 2022-06-04
TRC
H973040-100mg
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4
100mg
$ 65.00 2022-06-04
TRC
H973040-500mg
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4
500mg
$ 80.00 2022-06-04
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
H62640-5g
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4 97%
5g
¥88.0 2023-09-07
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
H62640-50g
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4 97%
50g
¥528.0 2023-09-07
SHANG HAI YI EN HUA XUE JI SHU Co., Ltd.
R012004-5g
2-Hydroxy-5-methyl-3-nitropyridine
7464-14-4 97%
5g
¥51 2024-05-21

2-Hydroxy-5-methyl-3-nitropyridine Production Method

2-Hydroxy-5-methyl-3-nitropyridine Related Literature

Additional information on 2-Hydroxy-5-methyl-3-nitropyridine

Recent Advances in the Study of 2-Hydroxy-5-methyl-3-nitropyridine (CAS: 7464-14-4) and Its Applications in Chemical Biology and Pharmaceutical Research

The compound 2-Hydroxy-5-methyl-3-nitropyridine (CAS: 7464-14-4) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This heterocyclic compound, characterized by its nitro and hydroxy functional groups, serves as a key intermediate in the synthesis of various bioactive molecules. Recent studies have explored its potential as a building block for drug development, particularly in the design of antimicrobial and anticancer agents. The unique electronic properties of this compound, attributed to the nitro group, make it a valuable scaffold for further chemical modifications.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the antimicrobial properties of derivatives synthesized from 2-Hydroxy-5-methyl-3-nitropyridine. The study demonstrated that certain derivatives exhibited potent activity against multidrug-resistant bacterial strains, including Staphylococcus aureus and Escherichia coli. The mechanism of action was linked to the inhibition of bacterial DNA gyrase, a critical enzyme for bacterial replication. These findings highlight the potential of this compound as a lead structure for developing novel antibiotics to address the growing issue of antimicrobial resistance.

Another significant application of 2-Hydroxy-5-methyl-3-nitropyridine lies in its role as a precursor for fluorescent probes. A 2022 study in Chemical Communications reported the synthesis of a nitro-pyridine-based fluorescent probe for detecting reactive oxygen species (ROS) in live cells. The probe exhibited high selectivity and sensitivity, enabling real-time monitoring of oxidative stress in cellular environments. This advancement has important implications for understanding the role of ROS in diseases such as cancer and neurodegenerative disorders, paving the way for new diagnostic tools.

Recent advancements in synthetic methodologies have also improved the accessibility of 2-Hydroxy-5-methyl-3-nitropyridine. A 2023 paper in Organic Letters described a novel, one-pot synthesis route using eco-friendly catalysts, significantly reducing the environmental impact of its production. This development aligns with the growing emphasis on sustainable chemistry in pharmaceutical manufacturing. The study reported a high yield (85%) and excellent purity, making the process suitable for industrial-scale applications.

In the context of drug discovery, computational studies have played a pivotal role in elucidating the structure-activity relationships (SAR) of 2-Hydroxy-5-methyl-3-nitropyridine derivatives. Molecular docking simulations, as reported in a 2023 Bioorganic & Medicinal Chemistry article, revealed that the nitro group enhances binding affinity to target proteins, while the hydroxy group contributes to solubility and bioavailability. These insights are instrumental in guiding the rational design of next-generation therapeutics with improved efficacy and safety profiles.

Looking ahead, ongoing research aims to explore the broader applications of 2-Hydroxy-5-methyl-3-nitropyridine in areas such as agrochemicals and materials science. Preliminary studies suggest its potential as a corrosion inhibitor and a component in organic electronic devices. As the scientific community continues to uncover the multifaceted roles of this compound, it is poised to remain a focal point of innovation in chemical biology and pharmaceutical research.

Recommended suppliers
Zhengzhou Baoyu Pharmaceutical Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhengzhou Baoyu Pharmaceutical Co., Ltd.
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
Beyond Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent