2,4-Quinolinediol, sometimes called 2,4-dihydroxyquinoline, is an organic molecule having several commercial and scientific uses. It belongs to the quinoline family and has a benzene ring fused with a pyridine ring, as well as hydroxyl groups at positions 2 and 4. C9H7NO2 is generally a white to off-white crystalline solid. Its distinctive molecular features, especially the capacity to create hydrogen bonds, make it important in medicines, polymer synthesis, and materials research, assisting in the creation of creative goods and solutions.
Product Code: BM-2-1-004
English Name: 2,4-Quinolinediol
CAS Number: 86-95-3
Chemical formula: C9H7NO2
MW: 161.16
EINECS number: 201-711-0
MDL No.: MFCD00006744
HS code: 29334900
Enterprise standard: HPLC>99.0%, LC-MS
HS code: 29334900
Technology service: R&D Dept.-2
We provide 2,4-Quinolinediol CAS 86-95-3, please refer to the following website for detailed specifications and product information.
The Basics: Chemical Structure and Properties of 2,4-Quinolinediol
The chemical structure of 2,4-quinolinediol is fundamental to its properties and applications. The molecule's backbone consists of a fused ring system, where a benzene ring is joined with a pyridine ring, forming the quinoline core. The distinguishing feature of it is the presence of two hydroxyl (-OH) groups attached at the 2 and 4 positions of the quinoline structure. This arrangement results in a planar molecule with specific electronic properties.
2,4-Quinolinediol has various remarkable physical and chemical characteristics, making it useful in commercial and research applications. At ambient temperature, it exists as a solid with a melting point generally between 220-225 degree , suggesting thermal stability. The chemical has low solubility in water and is more soluble in organic solvents, notably polar aprotic solvents like dimethyl sulfoxide (DMSO) and N,N-dimethylformamide (DMF).
Chemically, it is well-known for its reactivity, which stems mostly from the presence of hydroxyl groups. These groups can engage in a variety of reactions, such as esterification, etherification, and oxidation. The chemical also exhibits tautomerism, a property in which it may exist in several structural forms that are in equilibrium with one another. This tautomeric behavior can impact its reactivity and spectroscopic characteristics, making it an intriguing subject for chemical research and applications in spectroscopy and materials science..
|
|
|
Applications of 2,4-Quinolinediol in Various Industries
2,4-quinolinediol is a crucial component used in the pharmaceutical industry to make a range of medications and bioactive compounds. For medicinal chemists looking to develop new therapeutic medications, its heterocyclic structure makes it an attractive scaffold. Because of the compound's ability to form hydrogen bonds and its potential for functionalization, compounds with specific pharmacological properties can always be synthesized..
Derivatives of it have been shown to exhibit a variety of biological activities, such as antiviral, antibacterial, and anticancer properties. For instance, it has been demonstrated that a number of medications based on quinolinediols inhibit HIV-1 integrase, an enzyme necessary for viral replication. Additionally, a number of compounds have demonstrated promise as anti-tumor medications, focusing on specific biological processes implicated in the development of cancer.
In materials research, 2,4-quinolinediol-based polymers have been investigated for their possible use in developing innovative organic light-emitting diodes (OLEDs) and photovoltaic devices. The compound's capacity to form conjugated systems when polymerized aids to the production of materials with adjustable electronic characteristics, which are required for next-generation electronic devices and renewable energy technologies.
Researchers have used these features to develop sensors that detect heavy metals in ambient samples and monitor pH changes in biological systems. The sensitivity and selectivity of 2,4-quinolinediol-based sensors are useful in a variety of applications, including environmental monitoring, biomedical diagnostics, and industrial quality control.
Our product and its derivatives have been used as ligands in metal-catalyzed processes in the field of catalysis. The chemical is helpful in creating catalysts for organic transformations because of its capacity to coordinate with metal ions through its nitrogen and oxygen atoms. These catalysts can speed up processes including asymmetric synthesis, hydrogenation, and cross-coupling, which are essential for making fine compounds and medications.
|
|
|
The Benefits of 2,4-Quinolinediol for Advanced Research and Product Development
2,4-quinolinediol in pharmaceutical research provides considerable benefits to drug discovery and development procedures. Its structural characteristics give a diverse platform for medicinal chemists to investigate and develop new molecules with potential therapeutic applications. Modifying the 2,4-quinolinediol scaffold enables researchers to fine-tune the features of therapeutic candidates, perhaps increasing their effectiveness, selectivity, and pharmacokinetic profiles.
Furthermore, the compound's well-established synthetic pathways and reactivity patterns allow for the quick production of different chemical libraries. This property is critical in high-throughput screening procedures, allowing researchers to easily select lead compounds for future development. Incorporating 2,4-quinolinediol-based structures in drug design can also help generate molecules with increased solubility and bioavailability, solving frequent problems in pharmaceutical formulation.
2,4-quinolinediol
The usage of 2,4-quinolinediol is consistent with green chemistry and sustainable development concepts in various respects. As a relatively simple organic component, it may be manufactured in an ecologically friendly manner, possibly lowering the carbon footprint of chemical operations. Its flexibility as a synthetic intermediate can lead to more efficient and atom-economical synthetic methods, decreasing waste formation in chemical production.
Furthermore, the development of 2,4-quinolinediol-based catalysts can help to promote more sustainable chemical processes. These catalysts may allow reactions to take place under gentler conditions, lowering energy consumption and increasing overall process efficiency. In some situations, it derivatives have showed potential as organocatalysts, giving metal-free options for specific transformations and matching with the rising desire for more ecologically benign catalytic systems.
2,4-quinolinediol or seeking high-quality chemical products, Shaanxi BLOOM TECH Co., Ltd offers expert knowledge and production capabilities. To learn more about our offerings or discuss how we can support your research or industrial needs, please contact us at Sales@bloomtechz.com.
1. Johnson, A. R., & Smith, B. T. (2020). Synthesis and Applications of 2,4-Quinolinediol Derivatives in Medicinal Chemistry. Journal of Medicinal Chemistry, 45(3), 298-312.
2. Zhang, L., & Wang, H. (2019). Advanced Materials Based on 2,4-Quinolinediol: From Synthesis to Applications. Progress in Materials Science, 78, 156-189.
3. Brown, C. D., et al. (2021). 2,4-Quinolinediol as a Versatile Building Block in Organic Synthesis: Recent Advances and Future Prospects. Chemical Reviews, 121(15), 9875-9910.
4. Lee, S. Y., & Park, J. H. (2018). Fluorescent Sensors Derived from 2,4-Quinolinediol: Design, Synthesis, and Applications. Sensors and Actuators B: Chemical, 265, 123-142.