Cas no 371764-64-6 (quinolin-4-ylboronic acid)

quinolin-4-ylboronic acid structure
quinolin-4-ylboronic acid structure
Product Name:quinolin-4-ylboronic acid
CAS No:371764-64-6
MF:C9H8BNO2
MW:172.976322174072
MDL:MFCD03095174
CID:67880
PubChem ID:2762748
Update Time:2025-07-21

quinolin-4-ylboronic acid Chemical and Physical Properties

Names and Identifiers

    • Quinolin-4-ylboronic acid
    • RARECHEM AK VD 0024
    • QUINOLINE-4-BORONIC ACID
    • QUINOLIN-4-BORANIC ACID
    • QUINOLIN-4-BORONIC ACID
    • 4-QUINOLINYL-BORONIC ACID
    • Boronic acid, 4-quinolinyl- (9CI)
    • 4-Quinolineboronic acid
    • 4-Quinolinylboronic acid
    • 4-Quinolinyl-boronic acid hydrochloride
    • quinolin-4-yl-4-boronic acid
    • 4-Quinolineboronicacid
    • (quinolin-4-yl)boronic acid
    • BORONIC ACID, 4-QUINOLINYL-
    • Quinaline-4-boronic acid
    • 4-quinolyl boronic acid
    • 4-quinoline boronic acid
    • Boronic acid,B-4-quinolinyl-
    • KATIRQRAVXTBNY-UHFFFAOYSA-N
    • quinoline-4-boronic acid, AldrichCPR
    • SY003948
    • DTXSID80376417
    • AKOS005258928
    • 371764-64-6
    • CS-W000919
    • Z1198161562
    • Quinolin-4-ylboronicAcid
    • AC-6958
    • AB13541
    • FT-0603703
    • SCHEMBL482068
    • A6385
    • MFCD03095174
    • AM20051122
    • EN300-212552
    • DS-12706
    • 4-Quinolineboronic acid (contains varying amounts of Anhydride)
    • quinolin-4-ylboronic acid
    • MDL: MFCD03095174
    • Inchi: 1S/C9H8BNO2/c12-10(13)8-5-6-11-9-4-2-1-3-7(8)9/h1-6,12-13H
    • InChI Key: KATIRQRAVXTBNY-UHFFFAOYSA-N
    • SMILES: OB(C1C=CN=C2C=CC=CC2=1)O

Computed Properties

  • Exact Mass: 173.06500
  • Monoisotopic Mass: 173.065
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 177
  • 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: 53.4

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.28
  • Boiling Point: 400.3°C at 760 mmHg
  • Flash Point: 195.9℃
  • Refractive Index: 1.644
  • PSA: 53.35000
  • LogP: -0.08540

quinolin-4-ylboronic acid Security Information

quinolin-4-ylboronic acid 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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Additional information on quinolin-4-ylboronic acid

Professional Introduction to Quinolin-4-ylboronic Acid (CAS No. 371764-64-6)

Quinolin-4-ylboronic acid, a compound with the chemical identifier CAS No. 371764-64-6, represents a significant advancement in the field of organic synthesis and pharmaceutical development. This boronic acid derivative, featuring a quinolin-4-yl moiety, has garnered considerable attention due to its versatile applications in cross-coupling reactions and as a key intermediate in the synthesis of biologically active molecules.

The utility of quinolin-4-ylboronic acid stems from its ability to participate in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. This reaction allows for the formation of carbon-carbon bonds under mild conditions, making it an invaluable tool for constructing complex molecular architectures. The boronic acid group in this compound facilitates these transformations by acting as a nucleophile, enabling the coupling with aryl halides or triflates to yield biaryl compounds.

In recent years, the pharmaceutical industry has increasingly leveraged boronic acids for the development of novel therapeutic agents. The quinolin-4-ylboronic acid scaffold has been explored in various drug discovery programs due to its structural versatility and potential to modulate biological pathways. For instance, derivatives of this compound have shown promise in inhibiting enzymes involved in cancer progression, highlighting its significance as a pharmacophore.

The incorporation of the quinolin-4-yl group into boronic acids offers additional advantages, including improved solubility and metabolic stability. These properties are critical for drug candidates that must navigate biological systems while maintaining efficacy. Recent studies have demonstrated that compounds incorporating this moiety exhibit enhanced binding affinity to target proteins, making them attractive for further development.

The synthesis of quinolin-4-ylboronic acid typically involves multi-step processes that require precise control over reaction conditions. Advanced synthetic methodologies have been developed to optimize yields and purity, ensuring that researchers can access high-quality starting materials for their investigations. These methods often involve palladium-catalyzed transformations and careful selection of ligands to facilitate efficient boronic acid formation.

One of the most compelling aspects of quinolin-4-ylboronic acid is its role in the development of targeted therapies. By serving as a precursor for more complex molecules, this compound enables the creation of drugs that can selectively interact with disease-causing pathways. For example, researchers have utilized derivatives of this boronic acid in the design of kinase inhibitors, which are crucial for treating cancers and inflammatory diseases.

The growing interest in green chemistry has also influenced the synthesis of quinolin-4-ylboronic acid. Efforts are underway to develop more sustainable methodologies that minimize waste and reduce energy consumption. These innovations align with broader trends in pharmaceutical research, where environmental considerations are increasingly integrated into drug development processes.

The applications of quinolin-4-ylboronic acid extend beyond pharmaceuticals into materials science and catalysis. Its ability to participate in cross-coupling reactions makes it a valuable component in the synthesis of advanced materials, such as conductive polymers and luminescent compounds. Additionally, its role as a ligand in catalytic systems has been explored, demonstrating its versatility in chemical transformations.

In conclusion, quinolin-4-ylboronic acid (CAS No. 371764-64-6) represents a cornerstone compound in modern synthetic chemistry and drug development. Its unique properties and broad applicability make it an indispensable tool for researchers working on cutting-edge therapeutics and materials science applications. As our understanding of its potential continues to grow, so too will its significance in advancing scientific innovation.

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