Cas no 6270-14-0 (4-hydroxy-7-nitroquinoline)

4-Hydroxy-7-nitroquinoline is a nitro-substituted quinoline derivative with notable applications in organic synthesis and pharmaceutical research. Its structure, featuring both hydroxyl and nitro functional groups, makes it a versatile intermediate for the development of bioactive compounds, particularly in antimicrobial and anticancer studies. The electron-withdrawing nitro group enhances reactivity, facilitating further functionalization, while the hydroxyl group provides a site for derivatization. This compound exhibits stability under standard conditions, ensuring reliable handling in laboratory settings. Its well-characterized properties and synthetic utility make it a valuable reagent for researchers exploring heterocyclic chemistry and drug discovery.
4-hydroxy-7-nitroquinoline structure
4-hydroxy-7-nitroquinoline structure
Product Name:4-hydroxy-7-nitroquinoline
CAS No:6270-14-0
MF:C9H6N2O3
MW:190.15554189682
MDL:MFCD08688614
CID:525412
PubChem ID:234271
Update Time:2026-04-29

4-hydroxy-7-nitroquinoline Chemical and Physical Properties

Names and Identifiers

    • 7-Nitroquinolin-4-ol
    • 4-Hydroxy-7-Nitro quinoline
    • 7-nitro-1H-quinolin-4-one
    • 7-Nitrochinolin-4-ol
    • 7-nitroquinolin-4(1h)-one
    • 4-hydroxy-7-nitroquinoline
    • MDL: MFCD08688614
    • Inchi: InChI=1S/C9H6N2O3/c12-9-3-4-10-8-5-6(11(13)14)1-2-7(8)9/h1-5H,(H,10,12)
    • InChI Key: MLPKSYLYDHCVOI-UHFFFAOYSA-N
    • SMILES: C1=CC2=C(C=C1[N+](=O)[O-])NC=CC2=O

Computed Properties

  • Exact Mass: 190.03800
  • Monoisotopic Mass: 190.038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 295
  • 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: 0.4
  • Topological Polar Surface Area: 74.9A^2

Experimental Properties

  • Density: 1.419
  • Boiling Point: 358.3°C at 760 mmHg
  • Flash Point: 170.5°C
  • Refractive Index: 1.636
  • PSA: 78.94000
  • LogP: 2.37180

4-hydroxy-7-nitroquinoline Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. 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:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-hydroxy-7-nitroquinoline Pricemore >>

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Additional information on 4-hydroxy-7-nitroquinoline

Professional Introduction to 4-Hydroxy-7-Nitroquinoline (CAS No. 6270-14-0)

4-Hydroxy-7-nitroquinoline, with the chemical formula C?H?NO?, is a significant compound in the field of pharmaceutical and chemical research. This compound, identified by its CAS number 6270-14-0, has garnered considerable attention due to its versatile applications and structural properties. The presence of both hydroxyl and nitro functional groups makes it a valuable intermediate in the synthesis of various bioactive molecules.

The compound's structure, featuring a quinoline core modified with these functional groups, imparts unique reactivity and biological activity. Quinoline derivatives have long been studied for their potential in medicinal chemistry, particularly in the development of antimicrobial and anticancer agents. The nitro group, in particular, enhances electrophilicity, facilitating further functionalization and derivatization processes.

In recent years, researchers have been exploring the pharmacological properties of 4-hydroxy-7-nitroquinoline in depth. Studies have indicated that this compound exhibits promising antioxidant and anti-inflammatory effects. These properties make it a candidate for therapeutic applications in conditions characterized by oxidative stress and inflammation. For instance, preliminary in vitro studies have shown that 4-hydroxy-7-nitroquinoline can modulate key signaling pathways involved in inflammation, such as NF-κB and MAPK.

Moreover, the compound's ability to interact with biological targets has been investigated for its potential in oncology research. Quinoline derivatives are known to exhibit DNA intercalation capabilities, which can be exploited for their antitumor effects. The nitro group's presence further enhances its ability to undergo redox reactions, potentially leading to the development of prodrugs that release active species at sites of disease.

The synthesis of 4-hydroxy-7-nitroquinoline involves multi-step organic reactions that require precise control over reaction conditions. Typically, the process starts from commercially available quinoline derivatives, which are subjected to nitration followed by hydroxylation. Advanced synthetic techniques, such as catalytic hydrogenation and palladium-catalyzed cross-coupling reactions, have been employed to improve yield and purity.

Recent advancements in synthetic methodologies have enabled the production of 4-hydroxy-7-nitroquinoline on a larger scale with higher purity. These improvements are crucial for subsequent pharmacological studies and clinical trials. The compound's stability under various storage conditions has also been a focus of research, ensuring its suitability for long-term investigations.

In the realm of drug discovery, 4-hydroxy-7-nitroquinoline serves as a building block for more complex molecules. By incorporating this scaffold into larger structures, researchers can fine-tune biological activity and improve pharmacokinetic properties. This approach has led to the identification of novel compounds with enhanced therapeutic potential.

The compound's role in medicinal chemistry extends beyond its direct applications. It also serves as a model system for studying the effects of structural modifications on biological activity. Such studies provide valuable insights into drug design principles and can guide the development of future generations of pharmaceuticals.

As research continues to uncover new applications for 4-hydroxy-7-nitroquinoline, collaborations between academia and industry are becoming increasingly important. These partnerships facilitate the translation of laboratory findings into clinical practice, ensuring that promising compounds like this one reach patients who could benefit from them.

In conclusion, 4-hydroxy-7-nitroquinoline (CAS No. 6270-14-0) is a versatile compound with significant potential in pharmaceutical research. Its unique structural features and biological activities make it a valuable tool for developing new treatments for various diseases. With ongoing advancements in synthetic chemistry and pharmacological research, this compound is poised to play an important role in future medical breakthroughs.

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