7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid, CAS No. 68077-26-9

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68077-26-9

Catalog No. EBD2210857

CAS 68077-26-9

Name 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid

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Basic Information

Synonyms: 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylicacid Amixtureof:7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylicacidand5-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylicacid 3-quinolinecarboxylicacid,7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo- 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylicacid 7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 1-Ethyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylicacid 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

Molecular Formula: C12H9ClFNO3

Molecular Weight: 269.66

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > APIs and Their Salts > Anti-infectives

Product Description:

7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid is a key synthetic intermediate in the production of fluoroquinolone antibiotics. Its structure features the core 4-oxo-1,4-dihydroquinoline scaffold substituted with chlorine, fluorine, and a carboxylic acid group, which are essential pharmacophores for antibacterial activity. This compound is a crucial precursor in the synthesis of second-generation fluoroquinolones, most notably **Norfloxacin**. The synthetic route involves the cyclization of this intermediate followed by piperazination at the 7-position. As a core building block, it directly contributes to the final antibiotic's ability to inhibit bacterial DNA gyrase (topoisomerase II) and topoisomerase IV, leading to bactericidal effects. Its primary and almost exclusive industrial application is within pharmaceutical manufacturing for antibiotics. It is not a commonly traded general-purpose synthetic building block outside this specific context, underscoring its role as a dedicated pharmaceutical intermediate.

Physical Properties

Melting Point: 245°C

Boiling Point: 437.9 °C at 760 mmHg

Flash Point: 218.7 °C

Density: 1.489 g/cm3

Analytical Data

Appearance: White powder