Quinazolinone

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4-Quinazolinone
4-Quinazolinone.png
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
3D model (JSmol)
ChemSpider
Properties
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.

Derivatives[edit]

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. The 4-Q isomer type, has also been proposed in the treatment of cancer.[2]

See also[edit]

References[edit]

  1. ^ a b c 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 4794932Freely accessible, PMID 27051427. 
  2. ^ Chen K, Wang K, Kirichian AM, et al. (December 2006). "In silico design, synthesis, and biological evaluation of radioiodinated quinazolinone derivatives for alkaline phosphatase-mediated cancer diagnosis and therapy". Mol. Cancer Ther. 5 (12): 3001–13. PMID 17172404. doi:10.1158/1535-7163.MCT-06-0465.