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Names | |
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Preferred IUPAC name
Quinolin-2(1H)-one | |
Other names
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Identifiers | |
3D model (
JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.382 |
EC Number |
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KEGG | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C9H7NO | |
Molar mass | 145.161 g·mol−1 |
Appearance | solid |
Melting point | 199.5 °C (391.1 °F; 472.6 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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2-Quinolone is an organic compound related structurally to quinoline. It is the majority tautomer in equilibrium with 2-quinolinol. The compound can be classified as a cyclic amide, and as such is used as an isostere for peptides and other pharmaceutically inspired targets. [1] [2] The 4-methyl-2-quinolone can be prepared by dehydration of acetoacetanilide. [3]
The isomer 4-quinolone is the parent of a large class of antibiotics called quinolone antibiotics. An prominent example is ciprofloxacin, a broad spectrum antibiotic commonly used for treatment of various infections such as urinary tract infections (UTIs), typhoid, meningitis, gonorrhoea, syphilis, [4] and skin infections. [5]