Quinazolinone

4-Quinazolinone

Names
IUPAC name Quinazolin-4(3H)-one
Other names 4(3H)-Quinazolinone; 4(1H)-Quinazolinone; 3,4-Dihydroquinazolin-4-one; 4(3H)-Quinazolone; 4-Hydroxyquinazoline; 4-Oxo-3,4-dihydroquinazoline; 4-Oxoquinazoline; 4-Quinazolinol; 4-Quinazolinone; 4-Quinazolone
Identifiers
CAS Number	491-36-1
3D model (Jmol)	Interactive image
ChemSpider	56797
PubChem CID	63112
InChI InChI=1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11)
SMILES O=C2\N=C/Nc1ccccc12
Properties
Chemical formula	C8H6N2O
Molar mass	146.15 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Quinazolinone is a heterocyclic chemical compound. There are two structural isomers, 2-quinazolinone and 4-quinazolinone, with the 4-isomer being the more common.

2-Quinazolinone

4-Quinazolinone

Jafari et al. state that "One of the most important [groups of] heterocycles in medicinal chemistry are quinazolines[,] possessing [a] wide spectrum of biological properties like antibacterial, antifungal, anticonvulsant, anti-inflammatory, anti-HIV, anticancerous and analgesic activities. This skeleton is an important pharmacophore considered as a privileged structure." Their review discusses quinazolines and quinazolinone derivatives with antimicrobial and cytotoxic activities.

Quinazolinone drugs function as hypnotic/sedatives that contain a 4-quinazolinone core. Their use has also been proposed in the treatment of cancer.