Cas no 7473-12-3 (8-Nitroisoquinoline)

8-Nitroisoquinoline is a nitro-substituted derivative of isoquinoline, characterized by the presence of a nitro group at the 8-position of the heterocyclic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its nitro group enhances reactivity, making it useful for further functionalization through reduction, substitution, or cyclization reactions. The aromatic isoquinoline core contributes to its stability and compatibility with various reaction conditions. 8-Nitroisoquinoline is valued for its role in constructing complex molecular frameworks, particularly in medicinal chemistry, where it aids in the development of bioactive compounds. Proper handling is advised due to potential sensitivity to heat and shock.
8-Nitroisoquinoline structure
8-Nitroisoquinoline structure
Product Name:8-Nitroisoquinoline
CAS No:7473-12-3
MF:C9H6N2O2
MW:174.156141757965
CID:980101
PubChem ID:343749
Update Time:2025-06-15

8-Nitroisoquinoline Chemical and Physical Properties

Names and Identifiers

    • 8-Nitroisoquinoline
    • Isoquinoline, 8-nitro- (7CI,8CI,9CI)
    • 8-Nitro-isochinolin
    • 8-NITRO-ISOQUINOLINE
    • AKOS016008263
    • 7473-12-3
    • SY284347
    • MFCD19690132
    • NSC400233
    • DTXSID30322020
    • NSC-400233
    • SCHEMBL3292426
    • DB-342116
    • Isoquinoline, 8-nitro-
    • MDL: MFCD19690132
    • Inchi: 1S/C9H6N2O2/c12-11(13)9-3-1-2-7-4-5-10-6-8(7)9/h1-6H
    • InChI Key: SUXMGKFFQJTYEX-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=CC=CC2C=CN=CC=21)=O

Computed Properties

  • Exact Mass: 174.04300
  • Monoisotopic Mass: 174.043
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • 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: 1.9
  • Topological Polar Surface Area: 58.7?2

Experimental Properties

  • Density: 1.354
  • Boiling Point: 340.5°Cat760mmHg
  • Flash Point: 340.5°Cat760mmHg
  • Refractive Index: 1.682
  • PSA: 58.71000
  • LogP: 2.66620

8-Nitroisoquinoline 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%

8-Nitroisoquinoline Pricemore >>

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8-Nitroisoquinoline Production Method

Additional information on 8-Nitroisoquinoline

Recent Advances in the Study of 8-Nitroisoquinoline (CAS: 7473-12-3): A Comprehensive Research Brief

8-Nitroisoquinoline (CAS: 7473-12-3) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and potential as a drug candidate. The compound's nitro group and isoquinoline backbone make it a versatile scaffold for developing novel pharmacological agents, particularly in the areas of anticancer and antimicrobial therapies.

Recent studies have explored the synthetic pathways for 8-Nitroisoquinoline, with a focus on optimizing yield and purity. A 2023 publication in the Journal of Medicinal Chemistry detailed a novel catalytic method using palladium-based catalysts, which significantly improved the efficiency of the synthesis process. This advancement is critical for scaling up production for preclinical and clinical studies. Additionally, researchers have investigated the compound's stability under various conditions, providing valuable data for formulation development.

The biological activity of 8-Nitroisoquinoline has been a focal point of recent research. In vitro studies have demonstrated its potent inhibitory effects on specific cancer cell lines, including breast and lung cancer cells. Mechanistic studies suggest that the compound induces apoptosis through the activation of caspase pathways. Furthermore, 8-Nitroisoquinoline has shown promising antimicrobial activity against drug-resistant bacterial strains, highlighting its potential as a dual-action therapeutic agent. These findings were corroborated by a 2024 study published in Bioorganic & Medicinal Chemistry Letters.

Despite these promising results, challenges remain in the development of 8-Nitroisoquinoline as a viable drug candidate. Pharmacokinetic studies indicate that the compound has moderate bioavailability, necessitating further structural modifications or formulation strategies to enhance its therapeutic efficacy. Toxicology assessments are ongoing, with preliminary data suggesting a favorable safety profile at therapeutic doses. Future research directions include exploring combination therapies and targeted delivery systems to maximize the compound's clinical potential.

In conclusion, 8-Nitroisoquinoline (CAS: 7473-12-3) represents a promising avenue for drug discovery, with recent studies underscoring its synthetic feasibility and biological activity. Continued research efforts are essential to address existing challenges and unlock its full therapeutic potential. This brief highlights the importance of interdisciplinary collaboration in advancing the development of novel chemical entities like 8-Nitroisoquinoline.

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