Cas no 140685-72-9 (6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one)

6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one structure
140685-72-9 structure
Product Name:6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one
CAS No:140685-72-9
MF:C6H4BrN3O
MW:214.019459724426
MDL:MFCD24591127
CID:1295945
PubChem ID:15164391
Update Time:2025-07-20

6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one Chemical and Physical Properties

Names and Identifiers

    • Imidazo[1,2-a]pyrimidin-5(1H)-one, 6-bromo-
    • 6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one
    • 140685-72-9
    • EN300-333310
    • 6-bromo-1H-imidazo[1,2-a]pyrimidin-5-one
    • 6-bromo-1H,5H-imidazo[1,2-a]pyrimidin-5-one
    • 6-bromoimidazo[1,2-a]pyrimidin-5(1H)-one
    • MDL: MFCD24591127
    • Inchi: 1S/C6H4BrN3O/c7-4-3-9-6-8-1-2-10(6)5(4)11/h1-3H,(H,8,9)
    • InChI Key: URUOAWXLSHOGHW-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C2NC=CN2C1=O

Computed Properties

  • Exact Mass: 212.95382
  • Monoisotopic Mass: 212.95377g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 305
  • 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: 0
  • Topological Polar Surface Area: 44.7?2

Experimental Properties

  • PSA: 44.7

6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one Pricemore >>

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Additional information on 6-bromo-1H,5H-imidazo1,2-apyrimidin-5-one

Comprehensive Overview of 6-Bromo-1H,5H-imidazo[1,2-a]pyrimidin-5-one (CAS No. 140685-72-9)

6-Bromo-1H,5H-imidazo[1,2-a]pyrimidin-5-one (CAS No. 140685-72-9) is a heterocyclic organic compound with significant potential in pharmaceutical and agrochemical research. Its unique imidazo[1,2-a]pyrimidine scaffold makes it a valuable intermediate for designing novel bioactive molecules. Researchers are increasingly interested in this compound due to its structural similarity to purine bases, which allows it to interact with biological targets such as enzymes and receptors.

The compound's bromine substitution at the 6-position enhances its reactivity, enabling diverse chemical modifications. This feature is particularly attractive for medicinal chemists exploring structure-activity relationships (SAR) in drug discovery. Recent studies highlight its utility in developing kinase inhibitors and antimicrobial agents, aligning with the growing demand for targeted therapies and antibiotic alternatives.

In agrochemical applications, 6-bromo-1H,5H-imidazo[1,2-a]pyrimidin-5-one has shown promise as a precursor for crop protection agents. Its mode of action is being investigated for pest resistance management, a critical concern in modern agriculture. The compound's stability under various environmental conditions also makes it suitable for formulation development.

From a synthetic perspective, the compound's imidazo[1,2-a]pyrimidine core can be functionalized through cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings. These methods are widely used in high-throughput screening libraries, addressing the pharmaceutical industry's need for diverse molecular scaffolds. Computational chemistry tools, including molecular docking, further accelerate its application in rational drug design.

Environmental and safety profiles of CAS 140685-72-9 are rigorously evaluated to meet REACH compliance standards. Its biodegradation pathways and ecotoxicological data are actively studied, reflecting the industry's shift toward green chemistry principles. Analytical methods like HPLC-MS and NMR spectroscopy ensure precise quality control during production.

Market trends indicate rising demand for imidazo[1,2-a]pyrimidine derivatives in oncology and neurology research. The compound's potential in epigenetic modulation and neuroprotective agents aligns with current therapeutic hotspots. Patent filings related to its analogs have surged, underscoring its commercial viability.

For researchers sourcing 6-bromo-1H,5H-imidazo[1,2-a]pyrimidin-5-one, considerations include supplier reliability, batch-to-batch consistency, and regulatory documentation. Custom synthesis services often provide GMP-grade quantities for preclinical studies. Storage recommendations typically emphasize protection from light and moisture to maintain stability.

Emerging applications in fluorescent probes and bioimaging leverage the compound's conjugated system. Its photophysical properties are tunable through structural modifications, making it relevant for diagnostic tool development. Collaborative research between academia and industry continues to expand its utility across interdisciplinary fields.

In summary, CAS 140685-72-9 represents a versatile building block with multifaceted applications. Its integration into drug discovery pipelines and material science exemplifies the convergence of chemistry and biotechnology. Future research directions may explore its role in personalized medicine and sustainable agrochemicals, ensuring its relevance in evolving scientific landscapes.

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