5,7-dichloro-4-hydroxyquinoline-3-carboxylic acid
5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid is a chemical compound belonging to the class of quinoline derivatives. It is characterized by the presence of two chlorine atoms at the 5 and 7 positions, a hydroxyl group at the 4 position, and a carboxylic acid group at the 3 position of the quinoline ring.
Chemical Structure and Properties[edit | edit source]
The molecular formula of 5,7-dichloro-4-hydroxyquinoline-3-carboxylic acid is C10H5Cl2NO3. The compound has a molecular weight of approximately 274.06 g/mol. The presence of chlorine atoms and the hydroxyl group contribute to its unique chemical properties, including its reactivity and solubility.
Synthesis[edit | edit source]
The synthesis of 5,7-dichloro-4-hydroxyquinoline-3-carboxylic acid typically involves the chlorination of 4-hydroxyquinoline-3-carboxylic acid using appropriate chlorinating agents. The reaction conditions must be carefully controlled to ensure selective chlorination at the 5 and 7 positions.
Physical Properties[edit | edit source]
This compound is typically a solid at room temperature. It may exhibit limited solubility in water but is more soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol.
Applications[edit | edit source]
5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid is of interest in the field of medicinal chemistry due to its potential biological activities. Compounds with similar structures have been investigated for their antimicrobial, antiviral, and anticancer properties.
Pharmacological Research[edit | edit source]
Research into quinoline derivatives often focuses on their ability to inhibit specific enzymes or pathways in pathogenic organisms. The dichloro substitution pattern may enhance the compound's ability to interact with biological targets.
Safety and Handling[edit | edit source]
As with many chemical compounds, appropriate safety measures should be taken when handling 5,7-dichloro-4-hydroxyquinoline-3-carboxylic acid. This includes the use of personal protective equipment such as gloves and goggles, and working in a well-ventilated area or fume hood.
Also see[edit | edit source]
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