Cas no 864292-32-0 (8-bromo-2,4-dichloro-6-fluoro-quinazoline)

8-Bromo-2,4-dichloro-6-fluoro-quinazoline is a halogenated quinazoline derivative with a versatile reactivity profile, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of multiple halogen substituents (bromo, chloro, and fluoro) at distinct positions enhances its utility in selective functionalization reactions, such as nucleophilic aromatic substitution or metal-catalyzed cross-coupling. Its electron-deficient quinazoline core facilitates further derivatization, enabling the development of biologically active compounds. This compound is particularly useful in medicinal chemistry for constructing kinase inhibitors or other heterocyclic scaffolds. High purity and stability under standard storage conditions ensure consistent performance in synthetic applications.
8-bromo-2,4-dichloro-6-fluoro-quinazoline structure
864292-32-0 structure
Product Name:8-bromo-2,4-dichloro-6-fluoro-quinazoline
CAS No:864292-32-0
MF:C8H2BrCl2FN2
MW:295.923282146454
MDL:MFCD29761146
CID:3166697
PubChem ID:86069436
Update Time:2025-05-24

8-bromo-2,4-dichloro-6-fluoro-quinazoline Chemical and Physical Properties

Names and Identifiers

    • 8-bromo-2,4-dichloro-6-fluoro-quinazoline
    • PS-17006
    • 864292-32-0
    • CS-0456590
    • SY322212
    • 8-Bromo-2,4-dichloro-6-fluoroquinazoline
    • MFCD29761146
    • SCHEMBL17884020
    • DB-400284
    • MDL: MFCD29761146
    • Inchi: 1S/C8H2BrCl2FN2/c9-5-2-3(12)1-4-6(5)13-8(11)14-7(4)10/h1-2H
    • InChI Key: UOTCZWJWYOPOMP-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC2=C(N=C(N=C21)Cl)Cl)F

Computed Properties

  • Exact Mass: 293.87624g/mol
  • Monoisotopic Mass: 293.87624g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 222
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.3
  • Topological Polar Surface Area: 25.8?2

8-bromo-2,4-dichloro-6-fluoro-quinazoline Pricemore >>

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Additional information on 8-bromo-2,4-dichloro-6-fluoro-quinazoline

8-Bromo-2,4-Dichloro-6-Fluoro-Quinazoline: A Comprehensive Overview

The compound with CAS No. 864292-32-0, known as 8-bromo-2,4-dichloro-6-fluoro-quinazoline, is a highly specialized organic compound belonging to the quinazoline family. Quinazolines are heterocyclic aromatic compounds with a bicyclic structure consisting of a benzene ring fused to a pyrimidine ring. The quinazoline core is a versatile scaffold that has been extensively studied for its potential in drug discovery and material science. The presence of multiple halogen substituents—specifically bromine, chlorine, and fluorine—at specific positions on the quinazoline ring imparts unique electronic and steric properties to this compound.

Recent advancements in synthetic chemistry have enabled the precise synthesis of 8-bromo-2,4-dichloro-6-fluoro-quinazoline through various methodologies. One notable approach involves the use of multi-component reactions, which allow for the simultaneous formation of multiple bonds in a single step. This method not only enhances the efficiency of synthesis but also minimizes the generation of by-products, aligning with the principles of green chemistry. Researchers have also explored the use of microwave-assisted synthesis to accelerate reaction rates and improve yields, further underscoring the compound's potential for large-scale production.

The electronic properties of 8-bromo-2,4-dichloro-6-fluoro-quinazoline make it an attractive candidate for applications in optoelectronics. The introduction of halogen atoms at specific positions on the quinazoline ring alters its absorption and emission characteristics, rendering it suitable for use in organic light-emitting diodes (OLEDs) and photovoltaic devices. Recent studies have demonstrated that this compound exhibits strong fluorescence under UV light, which could be leveraged for sensing applications or as a component in bioimaging agents.

In the field of medicinal chemistry, 8-bromo-2,4-dichloro-6-fluoro-quinazoline has shown promise as a lead compound for drug development. Its ability to modulate kinase activity has been explored in preclinical studies, with particular attention given to its potential as an anticancer agent. The bromine substituent at position 8 has been identified as a key factor in enhancing the compound's bioavailability and selectivity for specific molecular targets. Additionally, computational studies have revealed that this compound exhibits favorable pharmacokinetic properties, making it a strong candidate for further preclinical testing.

The synthesis and characterization of 8-bromo-2,4-dichloro-6-fluoro-quinazoline have been documented in several peer-reviewed journals, highlighting its importance in both academic and industrial research. Its unique combination of structural features and functional groups positions it as a valuable tool in various scientific disciplines. As research continues to uncover new applications for this compound, it is anticipated that 8-bromo-2,4-dichloro-6-fluoro-quinazoline will play an increasingly significant role in advancing materials science and therapeutic development.

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