Flumequine is a synthetic quinolone antibacterial compound belonging to the first-generation quinolone class. It is a fluorinated quinolone containing a fluorine substituent and is chemically related to nalidixic acid. Flumequine has the molecular formula C₁₄H₁₂FNO₃, molecular weight 261.25 g/mol, and CAS Registry Number 42835-25-6.
Flumequine acts by interfering with bacterial DNA replication through inhibition of bacterial DNA gyrase and topoisomerase IV, enzymes required for DNA replication and transcription.
Flumequine has antibacterial activity against susceptible Gram-negative and some Gram-positive bacteria. It has historically been used in veterinary and, in some countries, human medicinal products. Its regulatory status and approved uses vary by country.
Flumequine inhibits bacterial DNA gyrase and topoisomerase IV. These enzymes regulate DNA supercoiling and are essential for bacterial DNA replication. Inhibition interferes with bacterial DNA synthesis and results in antibacterial activity.
Flumequine is a fluorinated quinolone carboxylic acid. Its chemical structure contains a quinolone core, carboxylic acid functionality and a fluorine substituent.
| Parameter | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification | IR & HPLC compliant |
| Assay (HPLC) | 98.0%–102.0% |
| Loss on Drying | NMT 1.0% |
| Residue on Ignition | NMT 0.5% |
| Heavy Metals | NMT 20 ppm |
| pH (1% Solution) | 2.0 – 4.0 |
| Individual Impurity | NMT 1.0% |
| Total Impurities | NMT 2.0% |
| Water Content | NMT 1.0% |
| Melting Point | approximately 258–260°C |