Cas no 1260862-26-7 (6-Bromo-4-chloroquinazolin-2-amine)

6-Bromo-4-chloroquinazolin-2-amine is a halogenated quinazoline derivative with significant utility in medicinal chemistry and pharmaceutical research. Its structure features both bromo and chloro substituents, enhancing its reactivity for further functionalization, making it a valuable intermediate in the synthesis of biologically active compounds. The presence of the amine group at the 2-position allows for diverse derivatization, facilitating the development of potential kinase inhibitors and other therapeutic agents. This compound exhibits high purity and stability, ensuring reliable performance in synthetic applications. Its well-defined molecular framework makes it particularly useful for structure-activity relationship (SAR) studies in drug discovery.
6-Bromo-4-chloroquinazolin-2-amine structure
1260862-26-7 structure
Product Name:6-Bromo-4-chloroquinazolin-2-amine
CAS No:1260862-26-7
MF:C8H5BrClN3
MW:258.502399206162
CID:1031900
PubChem ID:53408389
Update Time:2025-11-02

6-Bromo-4-chloroquinazolin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-4-chloroquinazolin-2-amine
    • 6-BROMO-4-CHLORO-QUINAZOLIN-2-YLAMINE
    • AK-28229
    • KB-247917
    • MolPort-020-014-327
    • QC-5366
    • DTXSID30696258
    • SB32402
    • AT28172
    • AKOS015969075
    • DB-341723
    • A889748
    • 1260862-26-7
    • MDL: MFCD12406148
    • Inchi: 1S/C8H5BrClN3/c9-4-1-2-6-5(3-4)7(10)13-8(11)12-6/h1-3H,(H2,11,12,13)
    • InChI Key: UMVSCRJHRCUILZ-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C(=C(N=C(N)N=2)Cl)C=1

Computed Properties

  • Exact Mass: 256.93554g/mol
  • Monoisotopic Mass: 256.93554g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 192
  • 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: 2.8
  • Topological Polar Surface Area: 51.8?2

6-Bromo-4-chloroquinazolin-2-amine Pricemore >>

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Additional information on 6-Bromo-4-chloroquinazolin-2-amine

6-Bromo-4-chloroquinazolin-2-amine (CAS No. 1260862-26-7): A Versatile Building Block in Medicinal Chemistry

The 6-Bromo-4-chloroquinazolin-2-amine (CAS 1260862-26-7) represents an important quinazoline derivative that has gained significant attention in pharmaceutical research and drug discovery. This heterocyclic compound, with its unique bromine and chlorine substitutions, serves as a valuable scaffold for the development of various biologically active molecules. The molecular formula C8H5BrClN3 and molecular weight of 258.50 g/mol make it an ideal intermediate for structure-activity relationship studies.

Recent trends in medicinal chemistry highlight the growing importance of halogenated quinazoline compounds in targeted drug design. The 6-bromo-4-chloro substitution pattern in particular has shown remarkable potential in kinase inhibition, making 6-Bromo-4-chloroquinazolin-2-amine a sought-after building block for cancer research applications. Its structural features allow for diverse modifications at multiple positions, enabling medicinal chemists to explore various pharmacophore configurations.

The synthesis of 6-Bromo-4-chloroquinazolin-2-amine typically involves multi-step organic transformations starting from commercially available precursors. Modern synthetic approaches emphasize green chemistry principles, with researchers developing more efficient and environmentally friendly routes to this valuable intermediate. Analytical characterization by HPLC, NMR, and mass spectrometry confirms the high purity (>98%) typically required for pharmaceutical applications.

In drug discovery pipelines, quinazoline-based compounds have demonstrated remarkable therapeutic potential across multiple disease areas. The 6-Bromo-4-chloroquinazolin-2-amine scaffold serves as a foundation for developing selective kinase inhibitors, particularly those targeting EGFR (Epidermal Growth Factor Receptor) family members. This aligns with current research priorities in precision medicine and personalized cancer therapies.

Beyond oncology applications, derivatives of 6-Bromo-4-chloroquinazolin-2-amine have shown promise in neurological disorders and inflammatory conditions. The compound's ability to serve as a precursor for various small molecule modulators makes it valuable for high-throughput screening programs and fragment-based drug design. Recent publications highlight its utility in developing novel antimicrobial agents as well.

The physicochemical properties of 6-Bromo-4-chloroquinazolin-2-amine contribute to its pharmaceutical relevance. With moderate lipophilicity (calculated LogP ~2.5) and good stability under physiological conditions, this compound offers favorable characteristics for lead optimization. Researchers frequently modify the 2-amino group or the halogen substituents to fine-tune drug-like properties during medicinal chemistry campaigns.

Market analysis indicates growing demand for high-quality 6-Bromo-4-chloroquinazolin-2-amine among contract research organizations and academic laboratories. Suppliers now offer this compound in various quantities, from milligram-scale for initial screening to kilogram quantities for preclinical development. The compound's CAS registry number (1260862-26-7) serves as a unique identifier in global chemical databases and procurement systems.

Recent advances in synthetic methodology have improved access to 6-Bromo-4-chloroquinazolin-2-amine and its derivatives. Catalytic approaches and flow chemistry techniques have reduced production costs while maintaining excellent purity standards. These developments support the compound's expanding role in fragment-based drug discovery and combinatorial chemistry applications.

Quality control protocols for 6-Bromo-4-chloroquinazolin-2-amine typically include rigorous analytical verification. Modern laboratories employ advanced techniques such as LC-MS and chiral HPLC to ensure batch-to-batch consistency, particularly important for structure-activity relationship studies. The compound's stability profile allows for long-term storage under appropriate conditions, making it practical for research programs.

The future outlook for 6-Bromo-4-chloroquinazolin-2-amine applications appears promising, with emerging research exploring its potential in targeted protein degradation (PROTACs) and covalent inhibitor design. Its versatile chemical structure continues to inspire innovative therapeutic approaches in both academic and industrial settings, solidifying its position as a valuable tool in modern drug discovery.

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