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Quinazoline

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Quinazoline manufacturers

  • Quinazoline
  • Quinazoline pictures
  • $98.00
  • 2019-07-06
  • CAS:253-82-7
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: 100KG
Quinazoline Basic information
Product Name:Quinazoline
Synonyms:1,3-Diazanaphthalene;4.5-Benzopyrimidine;Benzo(e)pyrimidine;1,3-Benzodiazine, Benzopyrimidine;5,6-Benzopyrimidine;Quinazoline ,98%;Benzo[d]pyrimidine;Benzopyrimidine
CAS:253-82-7
MF:C8H6N2
MW:130.15
EINECS:205-965-3
Product Categories:PYRIMIDINE
Mol File:253-82-7.mol
Quinazoline Structure
Quinazoline Chemical Properties
Melting point 46-48 °C (lit.)
Boiling point 243 °C (lit.)
density 1.2002 (rough estimate)
refractive index 1.6231 (estimate)
Fp 224 °F
storage temp. Sealed in dry,Room Temperature
solubility H2O: freely soluble
pka3.43(at 20℃)
form Crystalline Powder, Crystals and/or Chunks
color Yellow to beige to brownish
Water Solubility H2O: freely soluble
organic solvents: soluble
Merck 14,8053
BRN 109370
InChI1S/C8H6N2/c1-2-4-8-7(3-1)5-9-6-10-8/h1-6H
InChIKeyJWVCLYRUEFBMGU-UHFFFAOYSA-N
SMILESc1ccc2ncncc2c1
CAS DataBase Reference253-82-7(CAS DataBase Reference)
NIST Chemistry ReferenceQuinazoline(253-82-7)
EPA Substance Registry SystemQuinazoline (253-82-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26-23
WGK Germany 3
HS Code 29339900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
Quinazoline English
SigmaAldrich English
ACROS English
ALFA English
Quinazoline Usage And Synthesis
Chemical PropertiesBeige to brownish crystalline powder
UsesQuinazoline was used to study the electrochemical behaviour of quinazoline using modern polarographic and voltammetric methods. It is the basic structural unit of pharmaceuticals and plays an important role in modern synthesis of antitumor drugs.
DefinitionChEBI: A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.
General DescriptionQuinazolines has applications in medicinal chemistry due to their antibacterial, antifungal, anticonvulsant, anti-inflammatory and antitumor activities. It is the basic structural unit of pharmaceuticals and plays an important role in modern synthesis of antitumor drugs.
Biochem/physiol ActionsGenotoxicity of quinazoline was established by bacterial SOS Chromotest (Escherichia Coli).
Synthesis
4-Chloroquinazoline

5190-68-1

Quinazoline

253-82-7

The general method for the synthesis of quinazoline from 4-chloroquinazoline was as follows: first, the halogenated heterocycle (0.66 mmol) was dissolved in anhydrous THF (13.2 mL) and degassed by drumming argon gas for several minutes. Subsequently, PdCl2 (dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv), and NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were added sequentially. The reaction mixture was stirred at room temperature for an appropriate time under argon protection, after which it was post-treated according to standard methods.

Purification MethodsPurify quinazoline by passage through an activated alumina column in *C6H6 or pet ether (b 40-60o). Distil it under reduced pressure, sublime it under vacuum and crystallise it from pet ether. The picrate has m 188-189o (from MeOH). [Armarego J Appl Chem 11 70 1961, Armarego Quinazolines, Fused Pyrimidines Part I Brown Ed, Wiley-Interscience 1967, Brown Quinazolines Supplement I Taylor Ed, Wiley-Interscience 1996, ISBN 0-471-14565-3; for covalent hydration see Albert & Armarego Adv Heterocycl Chem 4 1 1965, Beilstein 23 H 175, 23 II 177, 23 III/IV 1221.]
References[1] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209
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