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Quinazoline

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Quinazoline
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This page is a soft redirect. Names

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IUPAC name
Quinazoline
Other names
Benzopyrimidine, phenmiazine, benzo-1,3-diazine
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This page is a soft redirect. Properties

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C8H6N2 Molar mass Lua error in Module:Math at line 495: attempt to index field 'ParserFunctions' (a nil value). g·mol−1 Acidity (pKa) 3.51[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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Quinazoline is a heterocyclic compound made up of two fused six-membered simple aromatic rings, a benzene ring and a pyrimidine ring. Its chemical formula is C8H6N2. Quinazoline is yellow solid. It is isomeric with other naphthyridines including quinoxaline, phthalazine and cinnoline. Derivatives of quinazoline are called quinazolines.

Medicinally it has been used in various areas especially as an anti-malarial agent and in cancer treatment. Quinazoline derivatives as quinazolinediones showed activity against murine P388 Leukemia, increased by dimerization.[2] One example of a compound containing the quinazoline structure is doxazosin mesylate.

The ring system is typically prepared by heating 2-acylanilides in the presence of ammonia or amines.[1]

See also

References

  1. 1.0 1.1 Armarego, W. L. F. (1963). "Quinazolines". Advances in Heterocyclic Chemistry 1: 253–309. ISBN 9780120206018. doi:10.1016/S0065-2725(08)60527-9. 
  2. Giorgi-Renault, S., Renault J., Baron M., Gebel-Servolles, P., Delic, J., Cros S., Paoletti C., Heterocyclic quinones XIII. Dimerization in the series of 5,8-quinazolinediones: Synthesis and anti tumor effects of bis(4-amino-5,8-quinazolinediones), Chem. Pharm. Bull., 36 (10), 3933-3947 (1988).