Cas no 850349-02-9 (8-Bromoimidazo[1,2-a]pyridine)

8-Bromoimidazo[1,2-a]pyridine is a brominated heterocyclic compound featuring an imidazo[1,2-a]pyridine core structure. This intermediate is valuable in organic synthesis, particularly in pharmaceutical and agrochemical research, due to its reactivity as a halogenated aromatic system. The bromine substituent at the 8-position facilitates further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the introduction of diverse substituents. Its rigid fused-ring system contributes to stability while maintaining compatibility with a range of reaction conditions. The compound is commonly utilized in the development of bioactive molecules, including potential drug candidates, owing to its ability to serve as a versatile scaffold for structural modifications.
8-Bromoimidazo[1,2-a]pyridine structure
8-Bromoimidazo[1,2-a]pyridine structure
Product Name:8-Bromoimidazo[1,2-a]pyridine
CAS No:850349-02-9
MF:C7H5BrN2
MW:197.032000303268
MDL:MFCD08706060
CID:716843
PubChem ID:17749933
Update Time:2025-06-09

8-Bromoimidazo[1,2-a]pyridine Chemical and Physical Properties

Names and Identifiers

    • 8-Bromoimidazo[1,2-a]pyridine
    • 8-Bromo-imidazo[1,2-a]pyridine
    • Imidazo[1,2-a]pyridine,8-bromo-
    • 8-bromoH-imidazo[1,2-a]pyridine
    • 8-bromo-imidazo(1,2-a)pyridine
    • GCCVNNZARPFXES-UHFFFAOYSA-N
    • STL555109
    • BBL101313
    • PB14615
    • VP12258
    • ST2419066
    • 8-Bromoimidazo[1,2-a]pyridine (ACI)
    • CS-W022561
    • EN300-172717
    • SCHEMBL418310
    • AC-22885
    • MFCD08706060
    • 850349-02-9
    • FS-2899
    • AKOS005257933
    • SY042522
    • 8-Bromoimidazo[1,2-a]pyridine, 96%
    • J-519401
    • DTXSID00590092
    • MDL: MFCD08706060
    • Inchi: 1S/C7H5BrN2/c8-6-2-1-4-10-5-3-9-7(6)10/h1-5H
    • InChI Key: GCCVNNZARPFXES-UHFFFAOYSA-N
    • SMILES: BrC1C2N(C=CN=2)C=CC=1

Computed Properties

  • Exact Mass: 195.96400
  • Monoisotopic Mass: 195.964
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 129
  • 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
  • Topological Polar Surface Area: 17.3
  • XLogP3: 2.5

Experimental Properties

  • Color/Form: Yellow to Brown Solid
  • Density: 1.69
  • Melting Point: 70-75?°C
  • Refractive Index: 1.688
  • PSA: 17.30000
  • LogP: 2.09680

8-Bromoimidazo[1,2-a]pyridine Security Information

8-Bromoimidazo[1,2-a]pyridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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8-Bromoimidazo[1,2-a]pyridine Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Ethanol ;  reflux
Reference
From Synthetic Simplified Marine Metabolite Analogues to New Selective Allosteric Inhibitor of Aurora B Kinase
Juillet, Charlotte; et al, Journal of Medicinal Chemistry, 2021, 64(2), 1197-1219

8-Bromoimidazo[1,2-a]pyridine Raw materials

8-Bromoimidazo[1,2-a]pyridine Preparation Products

8-Bromoimidazo[1,2-a]pyridine Suppliers

Amadis Chemical Company Limited
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(CAS:850349-02-9)8-Bromoimidazo[1,2-a]pyridine
Order Number:A21396
Stock Status:in Stock
Quantity:25g/100g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:01
Price ($):232.0/770.0

Additional information on 8-Bromoimidazo[1,2-a]pyridine

Introduction to 8-Bromoimidazo[1,2-a]pyridine (CAS No. 850349-02-9)

8-Bromoimidazo[1,2-a]pyridine (CAS No. 850349-02-9) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of imidazopyridines, which are known for their diverse biological activities and potential therapeutic applications. The presence of a bromine atom at the 8-position imparts unique chemical and biological properties, making it a valuable scaffold for the development of novel drugs.

The structure of 8-Bromoimidazo[1,2-a]pyridine consists of a fused ring system comprising an imidazole and a pyridine ring. The bromine substituent at the 8-position not only enhances the compound's reactivity but also influences its pharmacokinetic and pharmacodynamic properties. This makes it an attractive candidate for various medicinal applications, including the modulation of receptor activity and enzyme inhibition.

Recent studies have highlighted the potential of 8-Bromoimidazo[1,2-a]pyridine in several therapeutic areas. For instance, research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent anti-inflammatory and analgesic properties. These findings suggest that 8-Bromoimidazo[1,2-a]pyridine could be a promising lead compound for the development of new treatments for inflammatory diseases and pain management.

In addition to its anti-inflammatory effects, 8-Bromoimidazo[1,2-a]pyridine has been investigated for its potential as an antitumor agent. Studies have demonstrated that certain derivatives can selectively inhibit cancer cell growth by targeting specific signaling pathways involved in cell proliferation and survival. This selective inhibition minimizes toxicity to normal cells, making it a potentially safer alternative to conventional chemotherapy agents.

The synthetic accessibility of 8-Bromoimidazo[1,2-a]pyridine is another factor contributing to its popularity in research. Various synthetic routes have been developed to efficiently produce this compound and its derivatives. One common approach involves the condensation of 2-aminopyridine with an appropriate brominated aldehyde or ketone, followed by cyclization to form the imidazopyridine core. This synthetic flexibility allows researchers to easily modify the structure to optimize its biological activity and pharmacological properties.

The physicochemical properties of 8-Bromoimidazo[1,2-a]pyridine, such as solubility and stability, are also important considerations in drug development. Research has shown that the bromine substituent can enhance the lipophilicity of the molecule, which can improve its ability to cross biological membranes and reach target sites within cells. However, careful optimization is required to balance lipophilicity with other factors such as metabolic stability and bioavailability.

In preclinical studies, 8-Bromoimidazo[1,2-a]pyridine has demonstrated favorable pharmacokinetic profiles. It exhibits good oral bioavailability and a suitable half-life, which are crucial for effective drug delivery. Furthermore, its low toxicity profile in animal models suggests that it may be well-tolerated in humans, making it a promising candidate for further clinical evaluation.

The potential applications of 8-Bromoimidazo[1,2-a]pyridine extend beyond traditional pharmaceuticals. In the field of chemical biology, this compound has been used as a tool to probe cellular processes and signaling pathways. Its ability to selectively modulate specific targets provides valuable insights into disease mechanisms and can aid in the identification of new therapeutic targets.

In conclusion, 8-Bromoimidazo[1,2-a]pyridine (CAS No. 850349-02-9) is a multifaceted compound with significant potential in various areas of medicinal chemistry and pharmaceutical research. Its unique structure and biological properties make it an attractive scaffold for the development of novel drugs with diverse therapeutic applications. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in modern drug discovery efforts.

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Amadis Chemical Company Limited
(CAS:850349-02-9)8-Bromoimidazo[1,2-a]pyridine
A21396
Purity:99%/99%
Quantity:25g/100g
Price ($):232.0/770.0
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