Cas no 956100-63-3 (8-Bromo-2-chloroquinazoline)

8-Bromo-2-chloroquinazoline is a versatile heterocyclic compound widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its quinazoline core, functionalized with bromo and chloro substituents, offers distinct reactivity for selective cross-coupling and nucleophilic substitution reactions, making it valuable in the development of biologically active molecules. The compound's high purity and stability ensure consistent performance in complex organic transformations. Researchers favor it for its ability to facilitate the introduction of additional functional groups, enabling the synthesis of targeted derivatives for drug discovery and material science applications. Its well-characterized properties support efficient scale-up in industrial settings.
8-Bromo-2-chloroquinazoline structure
8-Bromo-2-chloroquinazoline structure
Product Name:8-Bromo-2-chloroquinazoline
CAS No:956100-63-3
MF:C8H4BrClN2
MW:243.487759590149
MDL:MFCD11043845
CID:802668
PubChem ID:45790061
Update Time:2025-05-21

8-Bromo-2-chloroquinazoline Chemical and Physical Properties

Names and Identifiers

    • 8-Bromo-2-chloroquinazoline
    • Quinazoline,8-bromo-2-chloro-
    • PubChem14678
    • Quinazoline, 8-bromo-2-chloro-
    • BFDGSOGSXIFDNF-UHFFFAOYSA-N
    • BCP07122
    • SC3661
    • PB34557
    • 8-bromo-2-chloroquinazoline, AldrichCPR
    • SY039394
    • BC003907
    • AB0027865
    • W9759
    • BB 0261731
    • AM20050394
    • ST24030002
    • 8-Bromo-2-chloroquinazoline (ACI)
    • MDL: MFCD11043845
    • Inchi: 1S/C8H4BrClN2/c9-6-3-1-2-5-4-11-8(10)12-7(5)6/h1-4H
    • InChI Key: BFDGSOGSXIFDNF-UHFFFAOYSA-N
    • SMILES: ClC1N=C2C(C=CC=C2Br)=CN=1

Computed Properties

  • Exact Mass: 241.92500
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 167
  • 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
  • Topological Polar Surface Area: 25.8
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.2

Experimental Properties

  • Color/Form: Pale-yellow to Yellow-brown Solid
  • Density: 1.762
  • Boiling Point: 232.7℃ at 760 mmHg
  • PSA: 25.78000
  • LogP: 3.04570

8-Bromo-2-chloroquinazoline Security Information

8-Bromo-2-chloroquinazoline Pricemore >>

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8-Bromo-2-chloroquinazoline Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Isoamyl nitrite Solvents: Tetrahydrofuran ;  220 min, 60 °C; 5 h, 60 °C; 60 °C → rt
Reference
Substituted 2-amino-fused heterocyclic compounds as JNK modulators and their preparation, pharmaceutical compositions and use in the treatment of diabetes and related diseases
, World Intellectual Property Organization, , ,

8-Bromo-2-chloroquinazoline Raw materials

8-Bromo-2-chloroquinazoline Preparation Products

8-Bromo-2-chloroquinazoline Related Literature

Additional information on 8-Bromo-2-chloroquinazoline

Comprehensive Overview of 8-Bromo-2-chloroquinazoline (CAS No. 956100-63-3): Properties, Applications, and Research Insights

8-Bromo-2-chloroquinazoline (CAS No. 956100-63-3) is a highly specialized heterocyclic compound belonging to the quinazoline family, which has garnered significant attention in pharmaceutical and agrochemical research. This compound features a bromine substitution at the 8-position and a chlorine atom at the 2-position, making it a versatile intermediate for synthesizing biologically active molecules. Its molecular formula, C8H4BrClN2, and unique structural properties enable diverse applications in drug discovery and material science.

In recent years, the demand for 8-Bromo-2-chloroquinazoline has surged due to its role in developing kinase inhibitors and anticancer agents. Researchers frequently search for "quinazoline derivatives in drug design" or "CAS 956100-63-3 synthesis methods," reflecting its relevance in modern medicinal chemistry. The compound's electron-withdrawing groups (Br and Cl) enhance its reactivity in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are critical for constructing complex molecular architectures.

From an industrial perspective, 8-Bromo-2-chloroquinazoline is valued for its scalability and purity (>98%), meeting the stringent requirements of Good Manufacturing Practice (GMP). Laboratories often inquire about "buy 8-Bromo-2-chloroquinazoline high purity" or "956100-63-3 supplier," highlighting its commercial importance. Advanced analytical techniques like HPLC, NMR, and mass spectrometry are employed to validate its structural integrity, ensuring consistency across batches.

Environmental and regulatory considerations also play a pivotal role in the compound's usage. With growing interest in "green chemistry alternatives," researchers explore solvent-free or catalytic methods to synthesize 8-Bromo-2-chloroquinazoline sustainably. Its stability under ambient conditions and low ecotoxicity profile further bolster its adoption in eco-conscious applications.

Future prospects for CAS 956100-63-3 include its potential in photodynamic therapy and organic electronics, aligning with trends in "precision medicine" and "functional materials." As synthetic methodologies evolve, this compound is poised to remain a cornerstone in interdisciplinary research, bridging gaps between chemistry, biology, and engineering.

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