Quinazolinone

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

  • 2-Quinazolinone
  • 4-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
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
Properties
Chemical formula
 C8H6N2O
Molar mass 146.149 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

Derivatives

Jafari et al.[1] 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."[1] Their review discusses quinazolines and quinazolinone derivatives with antimicrobial and cytotoxic activities.[1]

Quinazolinone drugs that function as hypnotic/sedatives usually contain a 4-quinazolinone core with a 2-substituted phenyl group at nitrogen atom 3.

See also

References
  1. Jafari, E; et al. (2016), "Quinazolinone and quinazoline derivatives: recent structures with potent antimicrobial and cytotoxic activities", Res Pharm Sci, 11 (1): 1–14, PMC 4794932, PMID 27051427.
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