4-Quinolone

4-Quinolone
Names
Preferred IUPAC name
Quinolin-4(1H)-one
Other names
1H-Quinolin-4-one
Identifiers
3D model (JSmol)
ChEBI
ECHA InfoCard 100.009.336 Edit this at Wikidata
EC Number
  • 210-268-2
UNII
  • InChI=1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11)
    Key: PMZDQRJGMBOQBF-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C(=O)C=CN2
Properties
C9H7NO
Molar mass 145.161 g·mol−1
Melting point 208–210 °C (406–410 °F; 481–483 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

4-Quinolone is an organic compound derived from quinoline. It and 2-quinolone are the two most important parent (meaning simplified) quinolones. 4-Quinolone exists in equilibrium with a minor tautomer, 4-hydroxyquinoline (CAS#611-36-9). Aside from pedagogical interest, 4-quinolone is of little intrinsic value but its derivatives, the 4-quinolone antibiotics, represent a large class of important drugs.[1]

The tautomeric equilibrium relating 4-quinolone (right) and 4-hydroxyquinoline (left)
  1. ^ Andriole, VT The Quinolones. Academic Press, 1989.