Cas no 1251033-52-9 (2-bromo-7-methyl-imidazo[1,2-a]pyridine)

2-Bromo-7-methyl-imidazo[1,2-a]pyridine is a halogenated heterocyclic compound featuring a fused imidazo[1,2-a]pyridine core with a bromine substituent at the 2-position and a methyl group at the 7-position. This structure makes it a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The bromine atom facilitates further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the introduction of diverse substituents. The methyl group enhances stability and influences electronic properties, making it useful in medicinal chemistry for modulating bioactivity. Its well-defined reactivity and structural features contribute to its utility in constructing complex molecular frameworks.
2-bromo-7-methyl-imidazo[1,2-a]pyridine structure
1251033-52-9 structure
Product Name:2-bromo-7-methyl-imidazo[1,2-a]pyridine
CAS No:1251033-52-9
MF:C8H7BrN2
MW:211.058580636978
MDL:MFCD11976217
CID:1006903
PubChem ID:70077160
Update Time:2025-08-05

2-bromo-7-methyl-imidazo[1,2-a]pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-bromo-7-methyl-imidazo[1,2-a]pyridine
    • OTIXMZGEWSLSEJ-UHFFFAOYSA-N
    • 2-BROMO-7-METHYLH-IMIDAZO[1,2-A]PYRIDINE
    • AKOS022691245
    • SB32224
    • SCHEMBL7394248
    • MFCD11976217
    • AS-64670
    • CS-0047232
    • 2-bromo-7-methylimidazo[1,2-a]pyridine
    • BAC03352
    • W10490
    • AM805949
    • 1251033-52-9
    • MDL: MFCD11976217
    • Inchi: 1S/C8H7BrN2/c1-6-2-3-11-5-7(9)10-8(11)4-6/h2-5H,1H3
    • InChI Key: OTIXMZGEWSLSEJ-UHFFFAOYSA-N
    • SMILES: BrC1=CN2C=CC(C)=CC2=N1

Computed Properties

  • Exact Mass: 209.97926g/mol
  • Monoisotopic Mass: 209.97926g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • 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: 3.2
  • Topological Polar Surface Area: 17.3?2

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Additional information on 2-bromo-7-methyl-imidazo[1,2-a]pyridine

Comprehensive Overview of 2-Bromo-7-methyl-imidazo[1,2-a]pyridine (CAS No. 1251033-52-9)

2-Bromo-7-methyl-imidazo[1,2-a]pyridine (CAS No. 1251033-52-9) is a heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. The compound belongs to the imidazo[1,2-a]pyridine family, a class of nitrogen-containing bicyclic structures known for their broad biological activities. Researchers are particularly interested in its potential applications as a building block for drug discovery, given its versatility in medicinal chemistry.

The 2-bromo substitution on the imidazo[1,2-a]pyridine scaffold enhances its reactivity, making it a valuable intermediate for cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions are pivotal in constructing complex molecules for therapeutic agents. Meanwhile, the 7-methyl group contributes to the compound's lipophilicity, which can influence pharmacokinetic properties like absorption and distribution.

In recent years, the demand for imidazo[1,2-a]pyridine derivatives has surged, driven by their role in developing kinase inhibitors, antiviral agents, and anti-inflammatory drugs. A trending topic in scientific forums is the optimization of 2-bromo-7-methyl-imidazo[1,2-a]pyridine synthesis to improve yield and purity, addressing challenges like regioselectivity and scalability. Researchers frequently search for "efficient synthesis of 2-bromoimidazo[1,2-a]pyridine" or "applications of 7-methyl-imidazo[1,2-a]pyridine in drug design," reflecting the compound's relevance in cutting-edge studies.

From an industrial perspective, CAS 1251033-52-9 is often discussed in the context of green chemistry. Innovations in catalytic systems and solvent-free reactions aim to reduce environmental impact while maintaining high efficiency. This aligns with the growing emphasis on sustainable practices in chemical manufacturing, a hot topic among stakeholders.

Analytical characterization of 2-bromo-7-methyl-imidazo[1,2-a]pyridine typically involves techniques like NMR spectroscopy, mass spectrometry, and HPLC. These methods ensure compliance with regulatory standards, a critical consideration for industries prioritizing quality control. Questions such as "How to analyze imidazo[1,2-a]pyridine derivatives?" or "What are the stability conditions for CAS 1251033-52-9?" are commonly explored in academic and industrial settings.

In summary, 2-bromo-7-methyl-imidazo[1,2-a]pyridine (CAS No. 1251033-52-9) represents a cornerstone in modern synthetic chemistry, bridging fundamental research and practical applications. Its adaptability and functional groups make it indispensable for innovators seeking breakthroughs in life sciences and material engineering. As interest in tailored heterocycles grows, this compound will likely remain a focal point for advancements in molecular design.

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