Description

8-Chloro-6-fluoroquinazoline-2,4-diol (CAS No. 2090295-70-6) is a high-purity fluorinated quinazoline derivative with the molecular formula C₈H₄ClFN₂O₂. This compound, also known by its IUPAC name 8-chloro-6-fluoro-1H-quinazoline-2,4-dione, is a versatile heterocyclic building block for pharmaceutical and agrochemical research. The presence of both chloro and fluoro substituents on the quinazoline scaffold enhances its reactivity and potential as a precursor in medicinal chemistry applications. Our product is synthesized under strict quality control to ensure ≥95% purity (HPLC), with full characterization by ¹H NMR, ¹³C NMR, and mass spectrometry. Supplied as an off-white to pale yellow crystalline powder, stable at room temperature when stored in airtight containers protected from light. Ideal for researchers developing kinase inhibitors, antimicrobial agents, or studying structure-activity relationships in quinazoline-based compounds.

Properties

• CAS Number: 2090295-70-6
• Complexity: 287
• IUPAC Name: 8-chloro-6-fluoro-1H-quinazoline-2,4-dione
• InChI: InChI=1S/C8H4ClFN2O2/c9-5-2-3(10)1-4-6(5)11-8(14)12-7(4)13/h1-2H,(H2,11,12,13,14)
• InChI Key: ARKSONGAGFTWCE-UHFFFAOYSA-N
• Exact Mass: 213.9945332
• Molecular Formula: C8H4ClFN2O2
• Molecular Weight: 214.58
• SMILES: C1=C(C=C(C2=C1C(=O)NC(=O)N2)Cl)F
• Topological: 58.2
• Monoisotopic Mass: 213.9945332
• Synonyms: 8-Chloro-6-fluoroquinazoline-2,4-diol, 2090295-70-6, SCHEMBL18032483, SCHEMBL24813511, DB-400340, E79826, 8-Chloro-6-fluoro-2,4(1H,3H)-quinazolinedione

Application

8-Chloro-6-fluoroquinazoline-2,4-diol serves as a key intermediate in the synthesis of biologically active quinazoline derivatives, particularly in anticancer drug discovery targeting tyrosine kinase pathways. The compound’s unique halogenation pattern facilitates selective functionalization at multiple positions for structure-activity optimization. Researchers utilize this scaffold in developing novel EGFR (epidermal growth factor receptor) inhibitors and antimicrobial agents due to its ability to mimic purine bases. The fluorinated quinazoline core also finds applications in PET tracer development for oncology imaging.

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