6-bromo-8-fluoroquinoline-4-carboxylic acid | CAS 1595640-63-3

PRODUCT NAME
6-Bromo-8-Fluoroquinoline-4-Carboxylic Acid | CAS 1595640-63-3

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CHEMICAL IDENTIFICATION

• CAS No.: 1595640-63-3

• IUPAC Name: 6-Bromo-8-fluoroquinoline-4-carboxylic acid

• Synonyms: 6-Bromo-8-fluoro-4-quinolinecarboxylic acid (structural class name)

• Molecular Formula: C10H5BrFNO2 (expected based on analogous quinoline carboxylic acids)

• Molecular Weight: ~270.06 g/mol (specific to the carboxylic acid with bromine and fluorine substituents)

• Structure: Quinoline core with bromine at the 6-position, fluorine at the 8-position, and a carboxylic acid at the 4-position

This compound is a halogenated quinoline carboxylic acid derivative — part of the broader family of quinoline-4-carboxylic acids, which are important scaffolds in medicinal chemistry and heterocyclic chemistry.

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CHEMICAL STRUCTURE & FEATURES

The defining structural features of 6-Bromo-8-Fluoroquinoline-4-Carboxylic Acid include:

• A quinoline heterocycle (benzene fused to pyridine) which is aromatic and chemically versatile.

• A carboxylic acid functional group at the 4-position, conferring acidity and providing a handle for derivatization (e.g., amidation, esterification).

• Halogen substituents (Br and F) which modulate electronic properties, influence reactivity, and can significantly affect biological interactions.

These features make this compound valuable as a building block for further synthesis or as a reference standard in research. Halogenated quinoline carboxylic acids are often used as key intermediates when constructing more complex heterocyclic libraries or drug-like molecules.

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PHYSICOCHEMICAL PROPERTIES

While specific published data for CAS 1595640-63-3 is limited in public sources, analogous quinoline carboxylic acids and halogenated quinolines provide indicative properties:

• Physical Form: Likely solid (crystalline powder).

• Solubility: Carboxylic acids with halogen substituents typically show moderate solubility in polar aprotic solvents such as DMSO or DMF.

• Stability: Reasonably stable under standard laboratory conditions, but exposure to strong bases or prolonged moisture may affect decomposition.

• Acid-Base: The carboxylic acid group confers pH-dependent solubility and reactivity, with deprotonation occurring at higher pH to form carboxylate anions.

Analogous compounds with quinoline-4-carboxylic acid frameworks have been noted to undergo typical carboxylic acid reactions (e.g., activation to acid chlorides or anhydrides for further transformations), enabling diverse chemical manipulations.

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APPLICATIONS IN RESEARCH & SYNTHESIS

6-bromo-8-fluoroquinoline-4-carboxylic acid | CAS 1595640-63-3 is principally intended for RESEARCH USE ONLY, including:

Medicinal Chemistry & Drug Discovery

This scaffold is highly relevant in medicinal chemistry programs exploring quinolone and fluoroquinolone frameworks, which are well known for antibiotic and antiparasitic activity (although the target product here is not itself a drug). The quinoline-4-carboxylic acid core is a motif found in many bioactive molecules and can be elaborated into diverse analogs for structure-activity relationship (SAR) studies.

Heterocyclic Synthesis

As a functionalized heterocycle, it serves as a synthetic intermediate toward more complex ring systems or substituted quinoline derivatives. The presence of bromine enables cross-coupling chemistries (e.g., Suzuki, Buchwald–Hartwig reactions), while the acid group allows further derivatization via classical organic transformations.

Chemical Biology & Screening Libraries

Compounds with halogenated quinoline motifs are often included in compound libraries for in vitro screening assays, particularly when exploring interactions with protein targets influenced by aromatic and heterocyclic binding pockets.

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HANDLING & STORAGE

• Storage Conditions: Store in a dry, cool environment; typically refrigerated (2–8 °C) or as recommended on the certificate of analysis.

• Handling: Use appropriate PPE (gloves, eye protection, lab coat). Avoid inhalation of dust and contact with skin or eyes.

• Purity & Documentation: Lot-specific Certificate of Analysis (COA) and Safety Data Sheet (SDS) available upon request.

This compound, like most halogenated heterocyclic acids, should be handled with caution in a well-ventilated laboratory setting, following institutional safety protocols.

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REGULATORY & SAFETY NOTES

This product is supplied for laboratory research and development purposes only. It is not intended for human or veterinary use. Users should perform risk assessments and refer to the latest SDS for safety, hazard classification, and disposal guidance.

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SUMMARY

6-Bromo-8-Fluoroquinoline-4-Carboxylic Acid (CAS 1595640-63-3) is a specialized, halogenated quinoline derivative tailored for advanced research applications. Its structural features — including halogen substituents and a carboxylic acid moiety on a quinoline ring — make it a valuable intermediate and tool in synthetic and medicinal chemistry workflows, particularly for chemical libraries and SAR exploration. With proper handling and documentation, it supports diverse laboratories in discovery and development pipelines.