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2-Quinolone
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| Quinolin-2(1H)-one | |
| Other names | |
| Carbostyril1,2-Dihydro-2-oxoquinoline1H-Quinolin-2-one | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}59-31-4 |
| 3D model (JSmol) | Interactive image |
| ChEBI | CHEBI:16365 |
| ChEMBL | ChEMBLCHEMBL186422 |
| ChemSpider | 5816 |
| ECHA InfoCard | 100.000.382 |
| EC Number | 200-420-6 |
| KEGG | C06338 |
| PubChem CID | 6038 |
| UNII | 803BHY7QWU |
| CompTox Dashboard (EPA) | DTXSID1058769 |
| InChI | |
| InChI=1S/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11)Key: LISFMEBWQUVKPJ-UHFFFAOYSA-N | |
| SMILES | |
| C1=CC=C2C(=C1)C=CC(=O)N2 | |
| Chemical formula | 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). |
Infobox references | |
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. The 4-methyl-2-quinolone can be prepared by dehydration of acetoacetanilide.
2-Quinolone (right) and its tautomer 2-hydroxyquinoline (left)
The isomer 4-quinolone is the parent of a large class of antibiotics called quinolone antibiotics. A 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, and skin infections.
- @media screen{html.skin-theme-clientpref-night .mw-parser-output .sister-inline-image img[src*="Wiktionary-logo-en-v2.svg"]{filter:invert(1)brightness(55%)contrast(250%)hue-rotate(180deg)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .sister-inline-image img[src*="Wiktionary-logo-en-v2.svg"]{filter:invert(1)brightness(55%)contrast(250%)hue-rotate(180deg)}} Media related to 2-Quinolone at Wikimedia Commons
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