Cas no 1261768-30-2 (8-Bromoquinolin-3-ol)

8-Bromoquinolin-3-ol is a brominated quinoline derivative with significant utility in organic synthesis and pharmaceutical research. Its structure, featuring a hydroxyl group at the 3-position and a bromine substituent at the 8-position, makes it a versatile intermediate for constructing complex heterocyclic compounds. The bromine atom facilitates further functionalization via cross-coupling reactions, while the hydroxyl group offers opportunities for derivatization or coordination chemistry. This compound is particularly valuable in medicinal chemistry for developing bioactive molecules, including potential antimicrobial or anticancer agents. Its high purity and stability ensure reliable performance in synthetic applications, making it a preferred choice for researchers requiring precise and reactive building blocks.
8-Bromoquinolin-3-ol structure
8-Bromoquinolin-3-ol structure
Product Name:8-Bromoquinolin-3-ol
CAS No:1261768-30-2
MF:C9H6BrNO
MW:224.054041385651
MDL:MFCD18413588
CID:1088976
PubChem ID:65710994
Update Time:2025-11-05

8-Bromoquinolin-3-ol Chemical and Physical Properties

Names and Identifiers

    • 8-Bromoquinolin-3-ol
    • MDL: MFCD18413588
    • Inchi: 1S/C9H6BrNO/c10-8-3-1-2-6-4-7(12)5-11-9(6)8/h1-5,12H
    • InChI Key: XNYASQFAVCWKQC-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC2=CC(=CN=C21)O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0

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Additional information on 8-Bromoquinolin-3-ol

8-Bromoquinolin-3-ol (CAS No. 1261768-30-2): A Comprehensive Overview

8-Bromoquinolin-3-ol (CAS No. 1261768-30-2) is a compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research due to its unique structural and functional properties. This compound, also known as 8-bromo-3-hydroxyquinoline, is a derivative of quinoline, a heterocyclic aromatic organic compound with a wide range of applications in various scientific and industrial domains.

The chemical structure of 8-Bromoquinolin-3-ol features a quinoline ring with a bromine atom at the 8-position and a hydroxyl group at the 3-position. This specific arrangement imparts distinct chemical reactivity and biological activity to the molecule, making it an interesting subject for both academic research and practical applications.

In recent years, the study of 8-Bromoquinolin-3-ol has been enriched by several groundbreaking findings. One notable area of research is its potential as an antimicrobial agent. Studies have shown that 8-Bromoquinolin-3-ol exhibits potent antibacterial activity against a variety of pathogenic bacteria, including both Gram-positive and Gram-negative strains. This property is attributed to its ability to disrupt bacterial cell membranes and inhibit essential metabolic pathways.

Beyond its antimicrobial properties, 8-Bromoquinolin-3-ol has also been investigated for its potential as an antifungal agent. Research indicates that it can effectively inhibit the growth of several fungal species, making it a promising candidate for the development of new antifungal drugs. The mechanism of action is believed to involve the disruption of fungal cell wall synthesis and the inhibition of key enzymes involved in fungal metabolism.

In the realm of cancer research, 8-Bromoquinolin-3-ol has shown promise as a potential anticancer agent. Preclinical studies have demonstrated its ability to induce apoptosis in various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism by which 8-Bromoquinolin-3-ol exerts its anticancer effects is not yet fully understood, but it is thought to involve the modulation of signaling pathways that regulate cell proliferation and survival.

The pharmacological properties of 8-Bromoquinolin-3-ol have also been explored in the context of neurodegenerative diseases. Preliminary studies suggest that it may have neuroprotective effects by reducing oxidative stress and inflammation in neuronal cells. These findings open up new avenues for the development of therapeutic strategies to combat conditions such as Alzheimer's disease and Parkinson's disease.

In addition to its biological activities, 8-Bromoquinolin-3-ol has been studied for its potential use in materials science. Its unique electronic properties make it a suitable candidate for applications in organic electronics, such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs). The ability to fine-tune its electronic properties through chemical modifications further enhances its versatility in these applications.

The synthesis of 8-Bromoquinolin-3-ol has been optimized using various methodologies, including traditional synthetic routes and more modern techniques such as microwave-assisted synthesis. These advancements have improved the efficiency and yield of the compound's production, making it more accessible for both research and industrial purposes.

In conclusion, 8-Bromoquinolin-3-ol (CAS No. 1261768-30-2) is a multifaceted compound with a wide range of potential applications in medicine, materials science, and other fields. Ongoing research continues to uncover new properties and uses for this intriguing molecule, solidifying its position as an important player in modern scientific inquiry.

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