Cas no 147149-89-1 (4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl-)

2-Amino-5-bromo-6-methyl-4(1H)-quinazolinone is a brominated and methyl-substituted quinazolinone derivative with potential applications in pharmaceutical and organic synthesis. The compound features a quinazolinone core, a versatile scaffold known for its biological activity, particularly in medicinal chemistry. The presence of the 2-amino group enhances its reactivity, making it a valuable intermediate for further functionalization. The 5-bromo and 6-methyl substituents contribute to its distinct electronic and steric properties, which can influence binding affinity or reactivity in target systems. This compound is suitable for research in drug discovery, particularly for developing kinase inhibitors or antimicrobial agents, owing to the pharmacophoric significance of the quinazolinone framework.
4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl- structure
147149-89-1 structure
Product Name:4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl-
CAS No:147149-89-1
MF:C9H8BrN3O
MW:254.083320617676
CID:100856
PubChem ID:135449067
Update Time:2025-05-21

4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl- Chemical and Physical Properties

Names and Identifiers

    • 4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl-
    • 2-amino-5-bromo-6-methyl-1H-quinazolin-4-one
    • 2-amino-5-bromo-6-methylquinazolin-4(3H)-one
    • 2-AMINO-5-BROMO-6-METHYLQUINAZOLIN-4(1H)-ONE
    • DTXSID80438625
    • 2-amino-5-bromo-6-methyl-1,4-dihydroquinazolin-4-one
    • 147149-89-1
    • F52300
    • SCHEMBL7825873
    • 2-AMINO-5-BROMO-6-METHYL-3H-QUINAZOLIN-4-ONE
    • TQR0513
    • Inchi: 1S/C9H8BrN3O/c1-4-2-3-5-6(7(4)10)8(14)13-9(11)12-5/h2-3H,1H3,(H3,11,12,13,14)
    • InChI Key: NLYAFCDSBNSHPU-UHFFFAOYSA-N
    • SMILES: BrC1=C(C)C=CC2=C1C(NC(N)=N2)=O

Computed Properties

  • Exact Mass: 252.98514
  • Monoisotopic Mass: 252.98507g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 292
  • 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
  • Surface Charge: 0
  • Tautomer Count: 12
  • XLogP3: nothing
  • Topological Polar Surface Area: 67.5?2

Experimental Properties

  • Density: 1.874
  • Boiling Point: 450.009°C at 760 mmHg
  • Flash Point: 225.958°C
  • Refractive Index: 1.749
  • PSA: 67.48

4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
XW0060-5g
2-amino-5-bromo-6-methylquinazolin-4(3H)-one
147149-89-1 95%
5g
$2049 2023-09-07

4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl- Related Literature

Additional information on 4(1H)-Quinazolinone,2-amino-5-bromo-6-methyl-

Comprehensive Overview of 4(1H)-Quinazolinone, 2-amino-5-bromo-6-methyl- (CAS No. 147149-89-1)

The compound 4(1H)-Quinazolinone, 2-amino-5-bromo-6-methyl- (CAS No. 147149-89-1) is a heterocyclic organic molecule with significant potential in pharmaceutical and biochemical research. Its unique structure, featuring a quinazolinone core substituted with amino, bromo, and methyl groups, makes it a valuable intermediate for drug discovery and development. Researchers are increasingly interested in this compound due to its potential applications in targeting kinase inhibitors, anticancer agents, and anti-inflammatory therapies.

In recent years, the demand for quinazolinone derivatives has surged, driven by their versatility in medicinal chemistry. The presence of a bromo substituent at the 5-position and a methyl group at the 6-position enhances the compound's reactivity, enabling further functionalization. This adaptability aligns with current trends in precision medicine and targeted drug delivery, where tailored molecular structures are critical for efficacy and safety.

One of the most searched questions related to 4(1H)-Quinazolinone, 2-amino-5-bromo-6-methyl- is its role in cancer research. Studies suggest that quinazolinone derivatives exhibit promising activity against various cancer cell lines by modulating signal transduction pathways. The bromo and amino groups in this compound are particularly noteworthy, as they often contribute to binding affinity with biological targets, such as tyrosine kinases or DNA repair enzymes.

Another hot topic is the compound's potential in neurodegenerative disease research. The quinazolinone scaffold is known to interact with GABA receptors and other neural targets, making it a candidate for developing treatments for conditions like Alzheimer's and Parkinson's diseases. The 2-amino substitution in this derivative could further enhance its bioactivity, a subject of ongoing investigation.

From a synthetic chemistry perspective, CAS No. 147149-89-1 is often explored for its structure-activity relationships (SAR). Researchers are keen to understand how modifications to the quinazolinone core influence pharmacological properties. This aligns with the broader interest in fragment-based drug design, where small molecules like this serve as building blocks for larger, more complex therapeutics.

Environmental and green chemistry considerations are also relevant. The bromo group in 4(1H)-Quinazolinone, 2-amino-5-bromo-6-methyl- raises questions about sustainable synthesis methods. Recent advancements in catalytic bromination and microwave-assisted reactions offer greener alternatives to traditional halogenation processes, reducing waste and energy consumption.

In summary, 4(1H)-Quinazolinone, 2-amino-5-bromo-6-methyl- (CAS No. 147149-89-1) is a multifaceted compound with broad applications in drug discovery and biomedical research. Its relevance to cancer therapy, neurological disorders, and sustainable chemistry ensures it remains a focal point for scientific inquiry. As research progresses, this molecule may unlock new avenues for treating some of the most challenging diseases of our time.

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