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
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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 | |
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Properties | |
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). | |
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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
- Idelalisib (Zydelig)
- Methaqualone (Quaalude)
- Cloroqualone
- Diproqualone
- Etaqualone
- Mebroqualone
- Mecloqualone
- Methylmethaqualone
- Nitromethaqualone