Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Quinazoline is an organic compound with the formula C8H6N2. It is an aromatic heterocycle with a bicyclic structure consisting of two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring. It is a light yellow crystalline solid that is soluble in water. Also known as 1,3-diazanaphthalene, quinazoline received its name from being an aza derivative of quinoline. Though the parent quinazoline molecule is rarely mentioned by itself in technical literature, substituted derivatives have been synthesized for medicinal purposes such as antimalarial and anticancer agents. Quinazoline is a planar molecule. It is isomeric with the other diazanaphthalenes of the benzodiazine subgroup: cinnoline, quinoxaline, and phthalazine. Over 200 biologically active quinazoline and quinoline alkaloids are identified.[4][5]
^International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 212. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^Armarego, W. L. F. (1963). Quinazolines. Advances in Heterocyclic Chemistry. Vol. 1. pp. 253–309. doi:10.1016/S0065-2725(08)60527-9. ISBN 9780120206018. PMID 14087221.
^Cite error: The named reference Houben-Weyl was invoked but never defined (see the help page).
^Shang, XF; Morris-Natschke, SL; Liu, YQ; Guo, X; Xu, XS; Goto, M; Li, JC; Yang, GZ; Lee, KH (May 2018). "Biologically active quinoline and quinazoline alkaloids part I." Medicinal Research Reviews. 38 (3): 775–828. doi:10.1002/med.21466. PMC 6421866. PMID 28902434.
^Shang, Xiao-Fei; Morris-Natschke, Susan L.; Yang, Guan-Zhou; Liu, Ying-Qian; Guo, Xiao; Xu, Xiao-Shan; Goto, Masuo; Li, Jun-Cai; Zhang, Ji-Yu; Lee, Kuo-Hsiung (September 2018). "Biologically active quinoline and quinazoline alkaloids part II". Medicinal Research Reviews. 38 (5): 1614–1660. doi:10.1002/med.21492. ISSN 0198-6325. PMC 6105521. PMID 29485730.
Quinazoline is an organic compound with the formula C8H6N2. It is an aromatic heterocycle with a bicyclic structure consisting of two fused six-membered...
Quinazolinone is a heterocyclic chemical compound, a quinazoline with a carbonyl group in the C4N2 ring. Two isomers are possible: 2-quinazolinone and...
alkaloid found in plants. Over 200 biologically active quinoline and quinazoline alkaloids are identified. 4-Hydroxy-2-alkylquinolines (HAQs) are involved...
Quinazoline alkaloids are natural products from the group of alkaloids, which are chemically derived from quinazoline. Some quinazoline alkaloids show...
The Niementowski quinazoline synthesis is the chemical reaction of anthranilic acids with amides to form 4-oxo-3,4-dihydroquinazolines (3H-quinazolin-4-ones)...
phenolics and flavonoids.[citation needed] The most important is vasicine, a quinazoline alkaloid. The vasicine yield of the herbage has been measured as 0.541...
heart beat, and priapism. It is a α1-selective adrenergic blocker in the quinazoline class of compounds. Doxazosin was patented in 1977 and came into medical...
given together with nitric oxide or statins. Recent studies have shown quinazoline type PDE7 inhibitor to be potent anti-inflammatory and neuroprotective...
isomeric with other naphthyridines including quinoxaline, phthalazine and quinazoline. The free base can be obtained as an oil by treatment of the hydrochloride...
isomeric with other naphthyridines including quinoxaline, cinnoline and quinazoline. Phthalazine can be obtained by the condensation of w-tetrabromorthoxylene...
February 2020. Retrieved 21 February 2020. Walser, A, Zenchoff G (1977). "Quinazolines and 1,4-benzodiazepines. 81. s-Triazolo[4,3-a][1,4]benzodiazepines by...
a pyrazine ring. It is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. It is a colorless oil that melts just above...
Alfuzosin, sold under the brand name Uroxatral among others, is a medication of the α1 blocker class. It is used to treat benign prostatic hyperplasia...
Sternbach LH (December 1965). "Quinazolines and 1,4-benzodiazepines. XXVII. Mechanism of ring enlargement of quinazoline 3-oxides with alkali to 1,4-benzodiazepin-2-one...
double bond to yield the diuretic agent metolazone (5). Metolazone is a quinazoline, a derivative of the similar diuretic quinethazone, as well as a sulfonamide...
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