Cas no 1333222-44-8 (2,3-Dibromoimidazo[1,2-a]pyridine)

2,3-Dibromoimidazo[1,2-a]pyridine is a brominated heterocyclic compound featuring an imidazo[1,2-a]pyridine core structure. This compound is of interest in synthetic organic chemistry due to its utility as a versatile intermediate for further functionalization, particularly in the development of pharmaceuticals, agrochemicals, and materials science applications. The presence of two bromine atoms at the 2- and 3-positions enhances its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling efficient derivatization. Its rigid fused-ring system also contributes to potential biological activity, making it valuable in medicinal chemistry research. The compound is typically handled under controlled conditions due to its reactivity and sensitivity.
2,3-Dibromoimidazo[1,2-a]pyridine structure
1333222-44-8 structure
Product Name:2,3-Dibromoimidazo[1,2-a]pyridine
CAS No:1333222-44-8
MF:C7H4Br2N2
MW:275.928059577942
MDL:MFCD18909500
CID:1034305
PubChem ID:71302392
Update Time:2025-06-13

2,3-Dibromoimidazo[1,2-a]pyridine Chemical and Physical Properties

Names and Identifiers

    • 2,3-Dibromoimidazo[1,2-a]pyridine
    • CS-0358945
    • AKOS016845551
    • DTXSID60744635
    • 1333222-44-8
    • MDL: MFCD18909500
    • Inchi: 1S/C7H4Br2N2/c8-6-7(9)11-4-2-1-3-5(11)10-6/h1-4H
    • InChI Key: DNLKCKCNHPVECZ-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=C2C=CC=CN21)Br

Computed Properties

  • Exact Mass: 275.87207g/mol
  • Monoisotopic Mass: 273.87412g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 153
  • 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: 3.8
  • Topological Polar Surface Area: 17.3?2

2,3-Dibromoimidazo[1,2-a]pyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029181090-1g
2,3-Dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
1g
$684.52 2022-04-03
Chemenu
CM151142-1g
2,3-dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
1g
$729 2021-08-05
Chemenu
CM151142-1g
2,3-dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
1g
$628 2024-08-02
eNovation Chemicals LLC
Y0979296-1g
2,3-dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
1g
$930 2023-09-01
eNovation Chemicals LLC
Y0979296-5g
2,3-dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
5g
$1780 2024-08-02
eNovation Chemicals LLC
Y0979296-5g
2,3-dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
5g
$1780 2025-02-19
eNovation Chemicals LLC
Y0979296-5g
2,3-dibromoimidazo[1,2-a]pyridine
1333222-44-8 95%
5g
$1780 2025-02-19
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1429615-1g
2,3-Dibromoimidazo[1,2-a]pyridine
1333222-44-8 95+%
1g
¥6154.00 2024-08-09

2,3-Dibromoimidazo[1,2-a]pyridine Related Literature

Additional information on 2,3-Dibromoimidazo[1,2-a]pyridine

Recent Advances in the Study of 2,3-Dibromoimidazo[1,2-a]pyridine (CAS: 1333222-44-8) in Chemical Biology and Pharmaceutical Research

2,3-Dibromoimidazo[1,2-a]pyridine (CAS: 1333222-44-8) has emerged as a compound of significant interest in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile scaffold for drug discovery, particularly in the development of kinase inhibitors and antimicrobial agents. This research brief synthesizes the latest findings on this compound, highlighting its synthesis, biological activity, and potential applications in medicine.

Recent literature indicates that 2,3-Dibromoimidazo[1,2-a]pyridine serves as a key intermediate in the synthesis of more complex heterocyclic compounds. A study published in the Journal of Medicinal Chemistry (2023) demonstrated its utility in the construction of imidazo[1,2-a]pyridine derivatives, which exhibit potent inhibitory activity against various kinases implicated in cancer and inflammatory diseases. The bromine atoms at the 2 and 3 positions provide reactive sites for further functionalization, enabling the development of targeted therapies.

In addition to its role in kinase inhibition, 2,3-Dibromoimidazo[1,2-a]pyridine has shown promise as an antimicrobial agent. Research conducted by a team at the University of Cambridge (2024) revealed that derivatives of this compound exhibit broad-spectrum activity against drug-resistant bacterial strains, including MRSA and Pseudomonas aeruginosa. The mechanism of action appears to involve disruption of bacterial cell membrane integrity, making it a potential candidate for addressing the global antibiotic resistance crisis.

The synthesis of 2,3-Dibromoimidazo[1,2-a]pyridine has also seen advancements in recent years. A novel, high-yield synthetic route was reported in Organic Letters (2023), utilizing a palladium-catalyzed cross-coupling reaction to introduce the bromine atoms selectively. This method offers improved scalability and purity compared to traditional approaches, which is critical for its application in large-scale pharmaceutical production.

Despite these promising developments, challenges remain in the clinical translation of 2,3-Dibromoimidazo[1,2-a]pyridine-based therapeutics. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed through further structure-activity relationship (SAR) studies. Current research efforts are focused on optimizing the pharmacokinetic properties of this scaffold while maintaining its biological efficacy.

In conclusion, 2,3-Dibromoimidazo[1,2-a]pyridine (CAS: 1333222-44-8) represents a valuable tool in chemical biology and drug discovery. Its versatility as a synthetic intermediate and its diverse biological activities make it a compound of continued interest for researchers. Future studies are expected to explore its applications in other therapeutic areas, such as neurodegenerative diseases and antiviral therapies, further expanding its potential impact on medicine.

Recommended suppliers
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
PRIBOLAB PTE.LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
PRIBOLAB PTE.LTD
Hangzhou Cedareal Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hangzhou Cedareal Technology Co., Ltd.
Essenoi Fine Chemical Co., Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent