Cas no 20028-72-2 (6-fluoroquinazolin-2-amine)

6-Fluoroquinazolin-2-amine is a fluorinated quinazoline derivative with significant potential in medicinal chemistry and pharmaceutical research. The incorporation of a fluorine atom at the 6-position enhances its electronic properties and metabolic stability, making it a valuable scaffold for drug development. This compound is particularly useful as an intermediate in synthesizing kinase inhibitors and other bioactive molecules targeting cancer and inflammatory diseases. Its structural features allow for selective interactions with biological targets, improving binding affinity and selectivity. The amine group at the 2-position provides a versatile handle for further functionalization, enabling the development of diverse analogs for structure-activity relationship studies.
6-fluoroquinazolin-2-amine structure
6-fluoroquinazolin-2-amine structure
Product Name:6-fluoroquinazolin-2-amine
CAS No:20028-72-2
MF:C8H6FN3
MW:163.151744365692
MDL:MFCD12024575
CID:1394031
PubChem ID:60145998
Update Time:2025-10-28

6-fluoroquinazolin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 6-fluoroquinazolin-2-amine
    • 2-Amino-6-fluoroquinazoline
    • SY224211
    • AC5166
    • AKOS027441575
    • A925995
    • MFCD12024575
    • CS-0084750
    • EN300-319526
    • DTXSID80733743
    • 20028-72-2
    • DB-066037
    • MDL: MFCD12024575
    • Inchi: 1S/C8H6FN3/c9-6-1-2-7-5(3-6)4-11-8(10)12-7/h1-4H,(H2,10,11,12)
    • InChI Key: GYWBVSDGGRQXNQ-UHFFFAOYSA-N
    • SMILES: FC1C=CC2C(=CN=C(N)N=2)C=1

Computed Properties

  • Exact Mass: 163.05457537g/mol
  • Monoisotopic Mass: 163.05457537g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 164
  • 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: 1.3
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • Boiling Point: 373.7±34.0℃/760mmHg

6-fluoroquinazolin-2-amine Pricemore >>

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Additional information on 6-fluoroquinazolin-2-amine

Comprehensive Overview of 6-Fluoroquinazolin-2-amine (CAS No. 20028-72-2): Properties, Applications, and Research Insights

6-Fluoroquinazolin-2-amine (CAS No. 20028-72-2) is a fluorinated quinazoline derivative that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. The compound belongs to the quinazoline family, a class of heterocyclic compounds known for their diverse biological activities. With the increasing demand for fluorinated bioactive compounds, this molecule has become a focal point in drug discovery and material science.

The presence of a fluoro substituent at the 6-position of the quinazoline ring enhances the compound's metabolic stability and bioavailability, making it a valuable scaffold for designing kinase inhibitors and anticancer agents. Researchers have explored its potential in targeting EGFR (Epidermal Growth Factor Receptor), a hot topic in oncology due to its role in cell proliferation and survival. Recent studies also highlight its utility in developing antimicrobial agents, addressing the global challenge of antibiotic resistance.

From a synthetic perspective, 6-fluoroquinazolin-2-amine serves as a versatile intermediate for constructing more complex molecules. Its amine functional group allows for facile derivatization, enabling the creation of libraries for high-throughput screening. This aligns with the growing trend of fragment-based drug design (FBDD), a strategy widely discussed in AI-driven drug discovery platforms.

Environmental and regulatory considerations are also critical when discussing fluorinated compounds. While 6-fluoroquinazolin-2-amine is not classified as hazardous, its synthesis and handling require adherence to green chemistry principles—a topic frequently searched by sustainability-focused researchers. Innovations in catalytic fluorination methods have reduced waste generation, reflecting the industry's shift toward eco-friendly practices.

In material science, this compound's electron-deficient quinazoline core contributes to applications in organic electronics, such as OLEDs and sensors. The integration of AI-powered molecular modeling has accelerated the exploration of its optoelectronic properties, a trend dominating scientific literature and patent filings.

For researchers seeking CAS 20028-72-2 suppliers or 6-fluoroquinazolin-2-amine synthesis protocols, it is essential to note that commercial availability varies by region. Analytical data (e.g., NMR spectra and HPLC purity) are often prioritized in procurement queries, emphasizing the need for rigorous quality control in production.

Future directions for 6-fluoroquinazolin-2-amine research may include its role in PROTACs (Proteolysis-Targeting Chimeras)—an emerging therapeutic modality—or as a ligand in metal-organic frameworks (MOFs). These intersections with cutting-edge technologies ensure its relevance in both academic and industrial settings.

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