Cas no 7613-19-6 (5-NITROQUINOLINE 1-OXIDE)

5-Nitroquinoline 1-Oxide is a heterocyclic organic compound characterized by a nitro group at the 5-position and an oxide moiety at the 1-position of the quinoline backbone. This compound is primarily utilized in biochemical and pharmacological research due to its role as a precursor in synthesizing more complex derivatives. Its nitro and oxide functional groups contribute to its reactivity, making it valuable in studies involving oxidative processes and nucleophilic substitution reactions. The compound’s stability under controlled conditions ensures consistent performance in experimental applications. Researchers appreciate its well-defined chemical properties, which facilitate reproducibility in studies related to mutagenicity, carcinogenicity, and other biological interactions.
5-NITROQUINOLINE 1-OXIDE structure
5-NITROQUINOLINE 1-OXIDE structure
Product Name:5-NITROQUINOLINE 1-OXIDE
CAS No:7613-19-6
MF:C9H6N2O3
MW:190.15554189682
MDL:MFCD00234499
CID:890394
PubChem ID:82085
Update Time:2025-06-08

5-NITROQUINOLINE 1-OXIDE Chemical and Physical Properties

Names and Identifiers

    • 5-NITROQUINOLINE 1-OXIDE
    • 5-nitro-1-oxidoquinolin-1-ium
    • 5-Nitro-chinolin-1-oxid
    • 5-Nitro-chinolin-1-oxyd
    • 5-nitroquinolin-1-ol
    • 5-nitroquinoline-N-oxide
    • Quinoline,5-nitro-,1-oxide
    • 5-Nitroquinoline-1-oxide
    • SCHEMBL2796338
    • MFCD00234499
    • CMZRGZILWKLDMH-UHFFFAOYSA-N
    • InChI=1/C9H6N2O3/c12-10-6-2-3-7-8(10)4-1-5-9(7)11(13)14/h1-6
    • E88074
    • 5-nitroquinoline-1 -oxide
    • Quinoline, 5-nitro-, 1-oxide
    • AKOS006272212
    • 7613-19-6
    • DTXSID70226992
    • SY273512
    • AC-907/25004880
    • 4-20-00-03397 (Beilstein Handbook Reference)
    • DTXCID00149483
    • BRN 0165755
    • MDL: MFCD00234499
    • Inchi: 1S/C9H6N2O3/c12-10-6-2-3-7-8(10)4-1-5-9(7)11(13)14/h1-6H
    • InChI Key: CMZRGZILWKLDMH-UHFFFAOYSA-N
    • SMILES: [O-][N+]1C=CC=C2C(=CC=CC=12)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 190.03800
  • Monoisotopic Mass: 190.03784206g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 229
  • 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: 0.5
  • Topological Polar Surface Area: 71.3?2

Experimental Properties

  • PSA: 71.28000
  • LogP: 2.69970

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Additional information on 5-NITROQUINOLINE 1-OXIDE

Recent Advances in the Study of 5-Nitroquinoline 1-Oxide (CAS: 7613-19-6): Implications for Chemical Biology and Pharmaceutical Research

5-Nitroquinoline 1-oxide (5-NQO, CAS: 7613-19-6) is a well-known mutagen and carcinogen that has been extensively studied for its role in inducing DNA damage and its potential applications in cancer research. Recent studies have shed new light on the molecular mechanisms underlying its biological activities, as well as its potential utility in drug development and chemical biology. This research brief aims to summarize the latest findings related to 5-NQO, with a focus on its chemical properties, biological effects, and emerging applications in the pharmaceutical industry.

One of the most significant recent discoveries is the role of 5-NQO in generating reactive oxygen species (ROS) and oxidative DNA damage. A 2023 study published in Chemical Research in Toxicology demonstrated that 5-NQO induces strand breaks and base modifications in DNA through a ROS-dependent mechanism. This finding has important implications for understanding the compound's carcinogenic potential and its use as a model agent for studying oxidative stress-related pathologies.

In the field of cancer research, 5-NQO has been utilized as a tool compound to investigate tumorigenesis mechanisms. A recent Nature Communications paper (2024) revealed that 5-NQO can selectively target certain DNA repair pathways, making it a valuable probe for studying genomic instability in cancer cells. Furthermore, researchers have identified specific genetic signatures associated with 5-NQO exposure, which could serve as biomarkers for early cancer detection.

From a pharmaceutical perspective, there has been growing interest in developing 5-NQO derivatives with reduced toxicity while maintaining biological activity. A 2024 study in the Journal of Medicinal Chemistry reported the synthesis of novel 5-NQO analogs that exhibit potent anticancer activity with significantly lower mutagenic potential. These compounds show promise as potential chemotherapeutic agents, particularly for tumors resistant to conventional treatments.

The chemical properties of 5-NQO (CAS: 7613-19-6) continue to be an area of active investigation. Recent computational studies have provided new insights into its electronic structure and reactivity patterns. Quantum chemical calculations published in Physical Chemistry Chemical Physics (2023) have elucidated the compound's redox behavior and its interactions with biological macromolecules, offering a foundation for rational drug design approaches.

In conclusion, recent research on 5-Nitroquinoline 1-oxide (7613-19-6) has expanded our understanding of its molecular mechanisms and potential applications. While its carcinogenic properties remain a concern, the development of modified derivatives and the elucidation of its biological targets open new avenues for therapeutic development. Future studies should focus on optimizing the balance between biological activity and safety profiles of 5-NQO-based compounds, as well as exploring their potential in combination therapies.

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