Production Method 1

723280-91-9

723283-89-4

82121-06-0

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  5 min, 225 °C

Reference

Synthesis and Evaluation of 7-Substituted 4-Aminoquinoline Analogues for Antimalarial Activity

Hwang, Jong Yeon; et al, Journal of Medicinal Chemistry, 2011, 54(20), 7084-7093

Production Method 2

2033-24-1

723283-89-4

82121-06-0

Reaction Conditions

1.1 1 h, reflux; reflux → rt
1.2 rt; 2 h, reflux
2.1 Solvents: Diphenyl ether ;  5 min, 225 °C

Reference

Synthesis and Evaluation of 7-Substituted 4-Aminoquinoline Analogues for Antimalarial Activity

Hwang, Jong Yeon; et al, Journal of Medicinal Chemistry, 2011, 54(20), 7084-7093

5-Bromoquinolin-4-ol Raw materials

• 2,2-dimethyl-1,3-dioxane-4,6-dione
• 1,3-Dioxane-4,6-dione, 5-[[(3-bromophenyl)amino]methylene]-2,2-dimethyl-

5-Bromoquinolin-4-ol Preparation Products

• 7-Bromoquinolin-4-ol (82121-06-0)
• 5-Bromoquinolin-4-ol (723283-89-4)

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Comprehensive Overview of 5-Bromoquinolin-4-ol (CAS No. 723283-89-4): Properties, Applications, and Research Insights

5-Bromoquinolin-4-ol (CAS No. 723283-89-4) is a halogenated quinoline derivative that has garnered significant attention in pharmaceutical and material science research. This compound, characterized by its bromine substitution at the 5-position of the quinoline ring, exhibits unique chemical properties that make it valuable for diverse applications. Researchers and industries are increasingly exploring its potential in drug discovery, organic synthesis, and fluorescence-based technologies, aligning with current trends in targeted therapeutics and sustainable chemistry.

The molecular structure of 5-Bromoquinolin-4-ol features a quinoline core modified with both hydroxyl and bromine functional groups, contributing to its distinct reactivity profile. This structural combination enables it to participate in cross-coupling reactions, a hot topic in modern organic chemistry, particularly for constructing complex heterocyclic systems. Recent publications highlight its utility in Palladium-catalyzed reactions, addressing the growing demand for efficient C-C bond formation strategies in API synthesis.

In pharmaceutical contexts, 5-Bromoquinolin-4-ol serves as a privileged scaffold for developing kinase inhibitors and antimicrobial agents, reflecting industry focus on oncology and anti-infective research. Its fluorescence properties have also been investigated for biomolecular imaging applications, coinciding with the rising interest in diagnostic probes for precision medicine. The compound's electronic characteristics make it suitable for OLED materials, connecting to renewable energy discussions in materials science.

From a synthetic perspective, 723283-89-4 demonstrates remarkable versatility as a building block for more complex architectures. Its bromine atom allows for further functionalization via Buchwald-Hartwig amination or Suzuki-Miyaura coupling, techniques frequently searched by synthetic chemists. Recent patents disclose its incorporation into photocatalysts, responding to the green chemistry movement's emphasis on energy-efficient transformations.

Analytical studies of 5-Bromoquinolin-4-ol reveal interesting solvatochromic behavior, making it relevant for solvent polarity studies - a subject gaining traction in physical chemistry forums. The compound's pH-dependent fluorescence has potential applications in environmental sensing, addressing contemporary concerns about water quality monitoring. These properties position it as a multifunctional tool in both academic and industrial settings.

Quality control protocols for CAS 723283-89-4 typically involve HPLC purity analysis and spectroscopic characterization, reflecting industry standards for research chemicals. Storage recommendations emphasize protection from light due to its photosensitive nature, a consideration increasingly important in chemical handling procedures. The compound's stability profile has been evaluated under various conditions to meet the pharmaceutical industry's stringent requirements.

Emerging research explores 5-Bromoquinolin-4-ol derivatives for neurological applications, tapping into the expanding field of CNS drug development. Computational chemistry studies predict favorable blood-brain barrier permeability for certain analogs, answering frequent queries about drug-likeness parameters. These findings align with the neuroscience community's search for novel neuroprotective agents and cognitive enhancers.

The commercial availability of 723283-89-4 from specialty chemical suppliers has facilitated its adoption across multiple disciplines. Current market trends show growing demand for halogenated quinolines in academic research, particularly for medicinal chemistry projects and material science innovations. Suppliers often provide technical data sheets addressing common researcher questions about solubility characteristics and handling precautions.

Environmental fate studies of 5-Bromoquinolin-4-ol contribute to discussions about green chemistry metrics, with particular focus on its biodegradation pathways. Recent publications examine its potential as a biocatalyst template in enzymatic transformations, connecting to sustainable synthesis trends. These investigations respond to growing regulatory requirements for benign by design chemical development.

Future research directions for CAS 723283-89-4 may explore its coordination chemistry with transition metals, an area gaining attention in catalysis research. Preliminary studies suggest interesting ligand properties that could be exploited in asymmetric synthesis, addressing the pharmaceutical industry's need for chiral building blocks. These potential applications position the compound as a valuable asset in cutting-edge chemical research.

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