Cas no 77377-27-6 ((2E)-3-quinolin-8-ylacrylic Acid)

(2E)-3-Quinolin-8-ylacrylic acid is a quinoline-based acrylic acid derivative characterized by its conjugated double bond system, which confers unique electronic and structural properties. This compound is of interest in medicinal chemistry and materials science due to its potential as a building block for bioactive molecules or functional materials. The presence of both the quinoline moiety and the acrylic acid group allows for versatile reactivity, including participation in Michael additions, cyclizations, and polymerization reactions. Its rigid aromatic structure may enhance binding interactions in biological systems, making it a candidate for drug discovery applications. The compound is typically supplied in high purity, ensuring reproducibility in research and industrial processes.
(2E)-3-quinolin-8-ylacrylic Acid structure
77377-27-6 structure
Product Name:(2E)-3-quinolin-8-ylacrylic Acid
CAS No:77377-27-6
MF:C12H9NO2
MW:199.205363035202
MDL:MFCD06205333
CID:549843
PubChem ID:16227703
Update Time:2025-08-05

(2E)-3-quinolin-8-ylacrylic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid,3-(8-quinolinyl)-
    • (2E)-3-quinolin-8-ylacrylic acid
    • (2E)-3-(8-Quinolinyl)acrylic acid
    • 3-QUINOLIN-8-YLACRYLIC ACID
    • 3-(quinolin-8-yl)prop-2-enoic acid
    • (2E)-3-(8-Quinolinyl)-2-propenoic acid
    • (E)-3-quinolin-8-ylprop-2-enoic acid
    • (2E)-3-(QUINOLIN-8-YL)PROP-2-ENOIC ACID
    • EN300-26727
    • DTXSID201281988
    • J-510976
    • SCHEMBL3537147
    • (e)-3-(quinolin-8-yl)acrylic acid
    • 3-(QUINOLIN-8-YL)ACRYLIC ACID
    • 2-Propenoic acid, 3-(8-quinolinyl)-, (2E)-
    • AKOS009113958
    • EN300-833016
    • SCHEMBL3537145
    • CS-0343456
    • 754190-58-4
    • Z2670716103
    • 77377-27-6
    • G36210
    • (2E)-3-quinolin-8-ylacrylic Acid
    • MDL: MFCD06205333
    • Inchi: 1S/C12H9NO2/c14-11(15)7-6-10-4-1-3-9-5-2-8-13-12(9)10/h1-8H,(H,14,15)/b7-6+
    • InChI Key: JIEIJAGBFCDWPA-VOTSOKGWSA-N
    • SMILES: OC(/C=C/C1=CC=CC2=CC=CN=C21)=O

Computed Properties

  • Exact Mass: 199.063328530g/mol
  • Monoisotopic Mass: 199.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 262
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.2
  • Topological Polar Surface Area: 50.2?2

Experimental Properties

  • Density: 1.307
  • Melting Point: NA
  • Boiling Point: Not available
  • Flash Point: Not available
  • Refractive Index: 1.712
  • PSA: 50.19000
  • LogP: 2.33260
  • Vapor Pressure: Not available

(2E)-3-quinolin-8-ylacrylic Acid Pricemore >>

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Additional information on (2E)-3-quinolin-8-ylacrylic Acid

Introduction to (2E)-3-quinolin-8-ylacrylic Acid (CAS No. 77377-27-6)

(2E-3-quinolin-8-ylacrylic Acid) is a significant compound in the realm of chemical and pharmaceutical research, characterized by its unique structural and functional properties. This compound, identified by the CAS number 77377-27-6, has garnered considerable attention due to its potential applications in various scientific domains.

The molecular structure of (2E-3-quinolin-8-ylacrylic Acid) consists of a quinoline moiety linked to an acrylic acid backbone. This configuration endows the compound with distinctive reactivity and binding capabilities, making it a valuable scaffold for drug design and synthesis. The quinoline ring, a well-known pharmacophore, is extensively studied for its antimicrobial, antimalarial, and anticancer properties. When combined with the acrylic acid moiety, the compound exhibits enhanced solubility and bioavailability, which are critical factors in pharmaceutical development.

In recent years, (2E-3-quinolin-8-ylacrylic Acid) has been explored in the context of innovative therapeutic strategies. Researchers have been particularly interested in its potential as a precursor for the development of novel anticancer agents. The quinoline moiety interacts with biological targets such as topoisomerases and kinases, which are essential for cancer cell proliferation. Additionally, the acrylic acid group facilitates further chemical modifications, allowing for the creation of derivatives with tailored pharmacological profiles.

One of the most compelling aspects of (2E-3-quinolin-8-ylacrylic Acid) is its role in the synthesis of small-molecule inhibitors. These inhibitors have shown promise in preclinical studies for targeting specific pathways involved in tumor growth and metastasis. For instance, studies have demonstrated that derivatives of this compound can disrupt microtubule formation, thereby inhibiting cancer cell division. The ability to modulate these pathways highlights the therapeutic potential of (2E-3-quinolin-8-ylacrylic Acid) as a lead compound in oncology research.

Beyond oncology, (2E-3-quinolin-8-ylacrylic Acid) has been investigated for its antimicrobial properties. The quinoline scaffold is known to exhibit activity against a range of pathogens, including bacteria and fungi. This has led to explorations into using this compound as a component in antimicrobial coatings and formulations. The acrylic acid group further enhances its antimicrobial efficacy by facilitating interactions with microbial cell membranes, leading to cell lysis and death.

The synthesis of (2E-3-quinolin-8-ylacrylic Acid) involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies, such as palladium-catalyzed cross-coupling reactions and asymmetric hydrogenation, have been employed to achieve high yields and enantioselectivity. These techniques are crucial for producing enantiomerically pure forms of the compound, which are often necessary for optimal biological activity.

In conclusion, (2E-3-quinolin-8-ylacrylic Acid) represents a fascinating compound with diverse applications in pharmaceutical research. Its unique structural features and biological activities make it a promising candidate for developing new therapeutic agents. As research continues to uncover new insights into its mechanisms of action, the potential applications of this compound are expected to expand further, contributing to advancements in medicine and biotechnology.

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