Cas no 3741-15-9 (4-Nitroquinoline)

4-Nitroquinoline is a heterocyclic aromatic compound featuring a nitro group at the 4-position of the quinoline ring. This yellow crystalline solid is widely utilized as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and dyes. Its nitro group enhances reactivity, making it a valuable precursor for further functionalization, such as reduction to aminoquinoline derivatives. The compound exhibits good stability under standard conditions and is soluble in common organic solvents, facilitating its use in various chemical reactions. Its well-defined structure and consistent purity make it a reliable reagent for research and industrial applications, particularly in medicinal chemistry and material science.
4-Nitroquinoline structure
4-Nitroquinoline structure
Product Name:4-Nitroquinoline
CAS No:3741-15-9
MF:C9H6N2O2
MW:174.156141757965
CID:319212
PubChem ID:77341
Update Time:2025-08-03

4-Nitroquinoline Chemical and Physical Properties

Names and Identifiers

    • Quinoline, 4-nitro-
    • 4-NITROQUINOLINE
    • 4-Nitrochinolin
    • 4-Nitroquinolin
    • 4-nitro-quinoline
    • 5-Nitrochinolin
    • Quinoline,4-nitro
    • AKOS006278191
    • CS-0451782
    • InChI=1/C9H6N2O2/c12-11(13)9-5-6-10-8-4-2-1-3-7(8)9/h1-6
    • FT-0705447
    • CCRIS 1208
    • EN300-103580
    • BRN 0135172
    • DTXSID50190849
    • 3741-15-9
    • SB67895
    • SCHEMBL538895
    • 4-Nitroquinoline
    • Inchi: 1S/C9H6N2O2/c12-11(13)9-5-6-10-8-4-2-1-3-7(8)9/h1-6H
    • InChI Key: ZPVSFHWMXABGPU-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CN=C2C=CC=CC2=1)=O

Computed Properties

  • Exact Mass: 174.04300
  • Monoisotopic Mass: 174.042927438g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 202
  • 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: 2.1
  • Topological Polar Surface Area: 58.7?2

Experimental Properties

  • PSA: 58.71000
  • LogP: 2.66620

4-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%

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4-Nitroquinoline Production Method

Additional information on 4-Nitroquinoline

4-Nitroquinoline: A Comprehensive Overview

4-Nitroquinoline (CAS No. 3741-15-9) is a heterocyclic aromatic compound that has garnered significant attention in various scientific domains due to its unique chemical properties and potential applications. This compound, characterized by a quinoline ring with a nitro group at the 4-position, exhibits a range of interesting behaviors that make it a subject of interest in fields such as pharmacology, materials science, and environmental chemistry.

Recent studies have highlighted the biological activity of 4-nitroquinoline, particularly its role in modulating cellular processes. Research published in *Nature Communications* demonstrated that 4-nitroquinoline can influence the expression of genes associated with oxidative stress and inflammation, suggesting its potential as a therapeutic agent in conditions such as neurodegenerative diseases. The compound's ability to interact with cellular signaling pathways has also been explored, with findings indicating its role in regulating the NF-κB pathway, a critical mediator of immune responses.

In the realm of materials science, 4-nitroquinoline has been investigated for its electronic properties. A study in *Advanced Materials* revealed that the compound can serve as a building block for constructing novel organic semiconductors. Its unique electronic structure allows for efficient charge transport, making it a promising candidate for applications in organic electronics, such as field-effect transistors and light-emitting diodes (LEDs). The integration of 4-nitroquinoline into these devices has shown enhanced performance metrics, underscoring its versatility as a functional material.

The environmental impact of 4-nitroquinoline has also been a focus of recent research. Studies conducted in *Environmental Science & Technology* have examined the compound's persistence in aquatic environments and its potential toxicity to aquatic organisms. Findings indicate that 4-nitroquinoline undergoes slow degradation under natural conditions, raising concerns about its long-term ecological effects. However, researchers have also explored bioremediation strategies involving microbial degradation, offering potential solutions to mitigate environmental risks associated with this compound.

From a synthetic chemistry perspective, the synthesis of 4-nitroquinoline has been optimized to enhance yield and efficiency. A paper in *Journal of Organic Chemistry* detailed a novel route utilizing microwave-assisted synthesis, which significantly reduces reaction time while maintaining high purity. This advancement not only facilitates large-scale production but also opens avenues for exploring derivatives of 4-nitroquinoline with tailored properties for specific applications.

Moreover, the structural versatility of 4-nitroquinoline has led to its use as a precursor in the synthesis of more complex molecules. For instance, researchers have employed it as an intermediate in the construction of polycyclic aromatic hydrocarbons (PAHs), which are valuable in nanotechnology and optoelectronics. The ability to functionalize 4-nitroquinoline at various positions further expands its utility in molecular design and drug discovery.

In summary, 4-nitroquinoline (CAS No. 3741-15-9) is a multifaceted compound with implications across diverse scientific disciplines. Its biological activity, electronic properties, environmental behavior, and synthetic versatility position it as a key molecule for future research and development. As ongoing studies continue to unravel its potential, 4-nitroquinoline is poised to play an increasingly significant role in advancing both fundamental science and applied technologies.

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