Quinazolinone
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| Names | |
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| IUPAC name
Quinazolin-4(3H)-one
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| 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
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| Identifiers | |
| 491-36-1 | |
| 3D model (Jmol) | Interactive image |
| ChEMBL | ChEMBL266540 |
| ChemSpider | 56797 |
| PubChem | 63112 |
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| Properties | |
| C8H6N2O | |
| Molar mass | 146.15 g·mol−1 |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| 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.
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2-Quinazolinone
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4-Quinazolinone
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 function as hypnotic/sedatives that contain a 4-quinazolinone core. Their use has also been proposed in the treatment of cancer.[2]
See also[edit]
- Idelalisib (Zydelig)
- Methaqualone (Quaalude)
References[edit]
- ^ 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 4794932
, PMID 27051427. - ^ 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. doi:10.1158/1535-7163.MCT-06-0465. PMID 17172404.
