Cas no 1392102-12-3 (2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride)

2-Amino-6-Bromoimidazo[1,2-a]pyridine Hydrochloride is a halogenated heterocyclic compound with a molecular formula of C7H7BrClN3. It serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. The bromine substituent enhances reactivity for further functionalization, while the amino group provides a handle for derivatization. Its imidazopyridine core is of interest due to its structural similarity to purine bases, making it valuable in medicinal chemistry for targeting enzyme inhibition or receptor modulation. The hydrochloride salt improves solubility and stability, facilitating handling in organic reactions. This compound is typically used under controlled conditions due to its reactivity.
2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride structure
1392102-12-3 structure
Product Name:2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride
CAS No:1392102-12-3
MF:C7H7BrClN3
MW:248.507579088211
MDL:MFCD22205889
CID:1263090
PubChem ID:71651686
Update Time:2025-05-22

2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 6-bromoimidazo[1,2-a]pyridin-2-amine Hydrochloride (1:1)
    • PS-7503
    • EN300-222829
    • 6-Bromoimidazo[1,2-a]pyridin-2-aminehydrochloride
    • AKOS024258633
    • 6-Bromoimidazo[1,2-a]pyridin-2-amine hydrochloride
    • SCHEMBL16295471
    • 1392102-12-3
    • URYRZZMCJJBSSD-UHFFFAOYSA-N
    • 6-BROMOIMIDAZO[1,2-A]PYRIDIN-2-AMINE HCL
    • 6-bromoimidazo[1,2-a]pyridin-2-amine;hydrochloride
    • 2-Amino-6-bromoimidazo[1,2-a]pyridine HCl
    • CS-0099577
    • A929251
    • MFCD22205889
    • 2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride
    • MDL: MFCD22205889
    • Inchi: 1S/C7H6BrN3.ClH/c8-5-1-2-7-10-6(9)4-11(7)3-5;/h1-4H,9H2;1H
    • InChI Key: URYRZZMCJJBSSD-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2=NC(=CN2C=1)N.Cl

Computed Properties

  • Exact Mass: 246.95119g/mol
  • Monoisotopic Mass: 246.95119g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 153
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 43.3?2

2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride Pricemore >>

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Additional information on 2-Amino-6-Bromoimidazo1,2-APyridine Hydrochloride

Research Brief on 2-Amino-6-Bromoimidazo[1,2-a]Pyridine Hydrochloride (CAS: 1392102-12-3): Recent Advances and Applications

2-Amino-6-Bromoimidazo[1,2-a]Pyridine Hydrochloride (CAS: 1392102-12-3) is a heterocyclic compound of significant interest in the field of chemical biology and pharmaceutical research. This compound, characterized by its imidazopyridine core and bromo-substituent, has emerged as a versatile scaffold in drug discovery, particularly in the development of kinase inhibitors and other therapeutic agents. Recent studies have highlighted its potential in targeting various disease pathways, making it a focal point for ongoing research.

One of the key areas of investigation involves the compound's role as a building block for small-molecule inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in synthesizing potent inhibitors of protein kinases, which are critical targets in cancer therapy. The bromo-substituent at the 6-position allows for further functionalization, enabling the development of derivatives with enhanced selectivity and efficacy. Researchers have successfully utilized this compound to create analogs that exhibit nanomolar activity against specific kinase isoforms, underscoring its importance in structure-activity relationship (SAR) studies.

In addition to its applications in oncology, 2-Amino-6-Bromoimidazo[1,2-a]Pyridine Hydrochloride has shown promise in infectious disease research. A recent preprint on bioRxiv detailed its incorporation into novel antimicrobial agents targeting bacterial efflux pumps. The study reported that derivatives of this compound displayed synergistic effects with existing antibiotics, potentially overcoming resistance mechanisms in multidrug-resistant pathogens. This finding opens new avenues for combating antimicrobial resistance, a pressing global health challenge.

The synthetic accessibility of 2-Amino-6-Bromoimidazo[1,2-a]Pyridine Hydrochloride has also been a subject of optimization. A 2024 paper in Organic Process Research & Development described a scalable, high-yield synthesis route that reduces production costs while maintaining purity standards. This advancement is particularly relevant for industrial-scale applications, where cost-effective and sustainable manufacturing processes are paramount. The reported method employs green chemistry principles, minimizing hazardous waste and energy consumption.

Looking ahead, researchers are exploring the compound's potential in neurological disorders. Preliminary data from in vitro models suggest that certain derivatives may modulate neurotransmitter receptors implicated in neurodegenerative diseases. While these findings are still in early stages, they highlight the compound's versatility and the breadth of its possible therapeutic applications. Future studies are expected to elucidate its mechanisms of action and optimize its pharmacokinetic properties for clinical translation.

In conclusion, 2-Amino-6-Bromoimidazo[1,2-a]Pyridine Hydrochloride (CAS: 1392102-12-3) continues to be a valuable tool in medicinal chemistry, with recent research expanding its applications across multiple therapeutic areas. Its structural features enable diverse chemical modifications, making it a cornerstone for developing next-generation therapeutics. As investigations progress, this compound is poised to contribute significantly to addressing unmet medical needs in oncology, infectious diseases, and beyond.

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