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4-Chloro-7-methoxyquinoline-6-carboxamide is a synthetic quinoline derivative with a chlorine at position 4, a methoxy group at 7, and a carboxamide at 6. Its molecular formula is C₁₁H₉ClN₂O₂. Primarily used as a pharmaceutical intermediate, it serves as a key scaffold in drug discovery. Researchers employ it to develop anticancer, antimalarial, or antimicrobial agents, leveraging the quinoline core’s ability to interact with biological targets like enzymes or DNA. The chloro and methoxy groups enhance potency and metabolic stability, while the carboxamide allows further chemical modification. It’s also used in chemical biology to create enzyme inhibitors or fluorescent probes. Though not a drug itself, it’s valuable in synthesizing bioactive compounds. Limited use exists in agrochemicals, but its main role remains in laboratory research for designing new therapeutics. Handle with care due to potential toxicity.
A chlorine atom at position 4,
A methoxy group (–OCH₃) at position 7,
A carboxamide group (–CONH₂) at position 6.
Anticancer agents: Quinoline carboxamides can inhibit kinases or disrupt DNA replication.
Antimalarial drugs: Structural analogs of chloroquine (a 4-aminoquinoline) sometimes incorporate similar motifs.
Antimicrobial or antifungal compounds: The chloro and methoxy groups enhance membrane penetration and target binding.
Fluorescent probes (quinolines can exhibit intrinsic fluorescence),
Ligands for metal-ion sensing,
Inhibitors for enzyme assays (e.g., targeting phosphodiesterases or topoisomerases).
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