Cas no 2305-70-6 (4-Hydroxyquinoline-3-carbonitrile)

4-Hydroxyquinoline-3-carbonitrile is a versatile heterocyclic compound featuring both hydroxy and cyano functional groups on a quinoline scaffold. Its unique structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of reactive sites allows for further derivatization, enabling the synthesis of complex molecules with tailored properties. This compound exhibits good stability under standard conditions, facilitating handling and storage. Its utility in medicinal chemistry is notable, serving as a precursor for bioactive molecules with potential therapeutic applications. The combination of its synthetic accessibility and functional group compatibility underscores its importance in research and industrial applications.
4-Hydroxyquinoline-3-carbonitrile structure
2305-70-6 structure
Product Name:4-Hydroxyquinoline-3-carbonitrile
CAS No:2305-70-6
MF:C10H6N2O
MW:170.16744184494
MDL:MFCD07787027
CID:250595
PubChem ID:3539349
Update Time:2025-05-25

4-Hydroxyquinoline-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Hydroxyquinoline-3-carbonitrile
    • 3-Quinolinecarbonitrile,4-hydroxy-
    • 3-Cyan-4-chinolinol
    • 3-Cyan-4-hydroxy-chinolin
    • 3-Quinolinecarbonitrile,4-hydroxy
    • 4-Hydroxy-3-cyan-chinolin
    • 4-Oxo-1,4-Dihydro-3-Quinolinecarbonitrile
    • 4-oxo-1,4-dihydroquinoline-3-carbonitrile
    • 4-oxo-1H-quinoline-3-carbonitrile
    • 3-Quinolinecarbonitrile, 4-hydroxy-
    • 3-Quinolinecarbonitrile, 1,4-dihydro-4-oxo-
    • 1,4-Dihydro-4-oxo-3-quinolinecarbonitrile
    • 3-Cyano-4-hydroxyquinoline
    • 4-(1H)-quinolone-3-nitrile
    • RBNLMAXLHADNEU-UHFFFAOYSA-N
    • 1491AB
    • NoName_701
    • 2305-70-6
    • MFCD07787027
    • AS-37323
    • SB67735
    • 1,4-Dihydro-4-oxo-quinoline-3-carbonitrile
    • CS-0001277
    • 71083-59-5
    • AKOS005175366
    • CS-0001235
    • AKOS000185146
    • 1,4-Dihydro-4oxo-3-quinolinecarbonitrile
    • SCHEMBL1344423
    • SY011021
    • 4-oxo-1,4-dihydro-quinoline-3-carbonitrile
    • WCA08359
    • SB67701
    • CAA30570
    • EN300-66000
    • A816535
    • Z300089180
    • DTXSID60901569
    • DB-349501
    • DB-349380
    • MDL: MFCD07787027
    • Inchi: 1S/C10H6N2O/c11-5-7-6-12-9-4-2-1-3-8(9)10(7)13/h1-4,6H,(H,12,13)
    • InChI Key: RBNLMAXLHADNEU-UHFFFAOYSA-N
    • SMILES: O=C1C(C#N)=CNC2C=CC=CC=21

Computed Properties

  • Exact Mass: 170.04800
  • Monoisotopic Mass: 170.048
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 310
  • 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
  • Topological Polar Surface Area: 52.9
  • XLogP3: 1.5

Experimental Properties

  • Density: 1.36±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 301 oC
  • Flash Point: 135.1℃
  • Solubility: Very slightly soluble (0.88 g/l) (25 o C),
  • PSA: 56.91000
  • LogP: 1.81208

4-Hydroxyquinoline-3-carbonitrile 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-Hydroxyquinoline-3-carbonitrile Pricemore >>

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4-Hydroxyquinoline-3-carbonitrile Production Method

4-Hydroxyquinoline-3-carbonitrile Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:2305-70-6)4-Hydroxyquinoline-3-carbonitrile
Order Number:A816535
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:08
Price ($):197.0

4-Hydroxyquinoline-3-carbonitrile Related Literature

  • 1. Fused quinoline heterocycles I. First example of the 2,4-diazidoquinoline-3-carbonitrile and 1-aryl-1,5-dihydro-1,2,3,4,5,6-hexaazaacephenanthrylenes ring systems
  • 2. Synthesis of 4-azido-3-diazo-3H-pyrazolo[3,4-b]quinoline from 3-amino-4-hydrazino-1H-pyrazolo[3,4-b]quinoline1
    Wolfgang Stadlbauer,Gerhard Hojas J. Chem. Soc. Perkin Trans. 1 2000 3085

Additional information on 4-Hydroxyquinoline-3-carbonitrile

Recent Advances in the Study of 4-Hydroxyquinoline-3-carbonitrile (CAS: 2305-70-6) and Its Applications in Chemical Biology and Medicine

4-Hydroxyquinoline-3-carbonitrile (CAS: 2305-70-6) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and medicinal chemistry. This compound, characterized by its quinoline scaffold and nitrile functional group, has been explored for its potential as a building block in the synthesis of biologically active molecules. Recent studies have highlighted its role in the development of novel therapeutic agents, particularly in the areas of antimicrobial, anticancer, and anti-inflammatory drug discovery.

One of the most notable advancements in the study of 4-Hydroxyquinoline-3-carbonitrile is its application in the design of kinase inhibitors. Kinases are critical enzymes involved in various cellular signaling pathways, and their dysregulation is often associated with diseases such as cancer and inflammatory disorders. Researchers have synthesized a series of derivatives based on the 4-Hydroxyquinoline-3-carbonitrile scaffold, demonstrating potent inhibitory activity against specific kinase targets. For instance, a recent study published in the Journal of Medicinal Chemistry reported the development of a derivative that selectively inhibits the JAK2 kinase, a key player in myeloproliferative neoplasms.

In addition to its role in kinase inhibition, 4-Hydroxyquinoline-3-carbonitrile has also been investigated for its antimicrobial properties. A 2023 study in the European Journal of Medicinal Chemistry described the synthesis of novel quinoline-carbonitrile hybrids with broad-spectrum activity against drug-resistant bacterial strains. These compounds exhibited low cytotoxicity to mammalian cells, making them promising candidates for further development as antibacterial agents. The study also provided insights into the structure-activity relationship (SAR) of these derivatives, which could guide future optimization efforts.

Another area of interest is the use of 4-Hydroxyquinoline-3-carbonitrile in the development of fluorescent probes for biological imaging. The quinoline core is known for its photophysical properties, and recent work has leveraged this feature to create probes for detecting reactive oxygen species (ROS) in live cells. A study published in Analytical Chemistry demonstrated the utility of a 4-Hydroxyquinoline-3-carbonitrile-based probe in monitoring oxidative stress in real-time, offering a valuable tool for studying redox biology and related pathologies.

Despite these promising developments, challenges remain in the optimization of 4-Hydroxyquinoline-3-carbonitrile derivatives for clinical use. Issues such as solubility, bioavailability, and off-target effects need to be addressed through further structural modifications and preclinical evaluations. Nevertheless, the compound's versatility and the growing body of research supporting its applications underscore its potential as a key player in the future of drug discovery and chemical biology.

In conclusion, 4-Hydroxyquinoline-3-carbonitrile (CAS: 2305-70-6) represents a valuable scaffold in the design of novel therapeutic agents and biological tools. Recent studies have expanded our understanding of its pharmacological potential and provided a foundation for future research. As the field continues to evolve, this compound is likely to play an increasingly important role in addressing unmet medical needs and advancing our knowledge of biological systems.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:2305-70-6)4-Hydroxyquinoline-3-carbonitrile
A816535
Purity:99%
Quantity:1g
Price ($):197.0
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