2-Quinolone

2-Quinolone
Names
	Preferred IUPAC name Quinolin-2(1H)-one
	Other names Carbostyril; 1,2-Dihydro-2-oxoquinoline; 1H-Quinolin-2-one;
Identifiers
CAS Number	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;
Properties
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.

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, and skin infections.

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