Quinazoline

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Structural formula
Structural formula of quinazoline
General
Surname Quinazoline
other names
  • 1,3-benzodiazine
  • 1,3-diazanaphthalene
  • Benzo [ d ] pyrimidine
  • 4,5-benzopyrimidine
  • Phenmiazine
Molecular formula C 8 H 6 N 2
Brief description

light yellow solid

External identifiers / databases
CAS number 253-82-7
EC number 205-965-3
ECHA InfoCard 100.005.424
PubChem 9210
Wikidata Q426278
properties
Molar mass 130.15 g · mol -1
Physical state

firmly

Melting point

45-48 ° C

boiling point

243 ° C

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Quinazoline is an organic compound that belongs to the heterocycles (more precisely: heteroaromatics and diazanaphthalenes ). The connection consists of a benzene ring, to which a pyrimidine ring fused is. Quinazoline is isomeric to quinoxaline , cinnoline and phthalazine .

Derived Molecules

The naturally occurring quinazoline alkaloids , such as vasicine (peganine) and febrifugine , are derived from quinazoline .

Synthetic active ingredients such as the alpha blocker prazosin , the sleeping pill methaqualone and EGFR - tyrosine kinase inhibitors such as Gefitinib , Erlotinib , Lapatinib , AEE788 , EKB-569 and HKI-272 have a basic quinazoline structure.

Individual evidence

  1. a b c d Data sheet Quinazoline, 98% at AlfaAesar, accessed on December 7, 2019 ( PDF )(JavaScript required) .
  2. Data sheet for quinazoline from Acros, accessed December 19, 2019.
  3. MJ Eck and C.-H. Yun: Structural and mechanistic underpinnings of the differential drug sensitivity of EGFR mutations in non-small cell lung cancer. In: Biochimica et Biophysica Acta . 1804 (2010) pp. 559-566.