Description
1-Cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (CAS No. 143158-55-8) is a high-purity quinoline derivative with the molecular formula C15H13F2NO4. This compound features a cyclopropyl group at the 1-position, an ethoxy substituent at the 8-position, and difluoro substitution at the 6,7-positions, making it a valuable intermediate for pharmaceutical and biochemical research. Its IUPAC name is 1-cyclopropyl-8-ethoxy-6,7-difluoro-4-oxoquinoline-3-carboxylic acid, and it is characterized by its oxo and carboxylic acid functional groups, which enhance its reactivity and utility in synthetic applications. This product is supplied as a fine powder with ≥95% purity (HPLC), ensuring consistency for research and development purposes. Ideal for medicinal chemistry, antibacterial studies, and fluorinated compound synthesis.
Properties
- CAS Number: 143158-55-8
- Complexity: 520
- IUPAC Name: 1-cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-quinoline-3-carboxylic acid
- InChI: InChI=1S/C15H13F2NO4/c1-2-22-14-11(17)10(16)5-8-12(14)18(7-3-4-7)6-9(13(8)19)15(20)21/h5-7H,2-4H2,1H3,(H,20,21)
- InChI Key: OPQCGNDAHQOQPC-UHFFFAOYSA-N
- Exact Mass: 309.08126422
- Molecular Formula: C15H13F2NO4
- Molecular Weight: 309.26
- SMILES: CCOC1=C2C(=CC(=C1F)F)C(=O)C(=CN2C3CC3)C(=O)O
- Topological: 66.8
- Monoisotopic Mass: 309.08126422
- Synonyms: 143158-55-8, 1-Cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 1-Cyclopropyl-8-ethoxy-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid, 1-cyclopropyl-8-ethoxy-6,7-difluoro-4-oxoquinoline-3-carboxylic acid, SCHEMBL8328397, SB72188, s11852, DB-085494, 1-Cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylicacid
Application
1-Cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid is primarily used as a key intermediate in the synthesis of fluoroquinolone antibiotics, leveraging its difluoro and carboxylic acid moieties for enhanced biological activity. Researchers employ this compound in structure-activity relationship (SAR) studies to develop novel antimicrobial agents targeting DNA gyrase and topoisomerase IV. Its cyclopropyl and ethoxy groups further contribute to optimizing pharmacokinetic properties in drug discovery pipelines.
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