Cas no 1019018-46-2 (7-bromoimidazo1,2-apyridine-2-carboxylic acid)

7-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid is a heterocyclic organic compound featuring a brominated imidazopyridine core with a carboxylic acid functional group. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the carboxylic acid group allows for derivatization into esters, amides, or other derivatives. Its rigid fused-ring system contributes to stability and potential binding affinity in medicinal chemistry applications. The compound is typically used in research settings for the design of kinase inhibitors, antimicrobial agents, and other biologically active compounds requiring a versatile scaffold.
7-bromoimidazo1,2-apyridine-2-carboxylic acid structure
1019018-46-2 structure
Product Name:7-bromoimidazo1,2-apyridine-2-carboxylic acid
CAS No:1019018-46-2
MF:C8H5BrN2O2
MW:241.041500806808
MDL:MFCD09995206
CID:1003480
PubChem ID:51063866
Update Time:2025-05-22

7-bromoimidazo1,2-apyridine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 7-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid
    • 7-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid hydrate
    • 7-broMoH-iMidazo[1,2-a]pyridin-2-carboxylic acid
    • AG-C-08936
    • ANW-69215
    • CTK5I8799
    • MolPort-009-196-869
    • PB32835
    • SBB053559
    • SureCN3653537
    • 7-Bromo-imidazo[1,2-a]pyridine-2-carboxylic acid
    • 7-bromoH-imidazo[1,2-a]pyridine-2-carboxylic acid
    • RP05852
    • AB0039362
    • Y6814
    • Imidazo[1,2-a]pyridine-2-carboxylic acid, 7-bromo-
    • 7-?Bromoimidazo[1,?2-?a]?pyridine-?2-?carboxylic a
    • Z2050687921
    • 7-br
    • 7-bromoimidazo1,2-apyridine-2-carboxylic acid
    • AKOS015969611
    • 7-Bromoimidazo[1,2-a]pyridine-2-carboxylicacid
    • AMY33995
    • SY042044
    • DB-369544
    • CS-0035435
    • 1019018-46-2
    • TS-03358
    • MFCD09995206
    • SCHEMBL3653537
    • DTXSID40679693
    • EN300-206662
    • Z1269131353
    • J-519162
    • 7-BroMoiMidazo[1,2-a]pyridine-2-carboxylic acid hydrate, 95%
    • MDL: MFCD09995206
    • Inchi: 1S/C8H5BrN2O2/c9-5-1-2-11-4-6(8(12)13)10-7(11)3-5/h1-4H,(H,12,13)
    • InChI Key: HKOPWQHBKVSTHO-UHFFFAOYSA-N
    • SMILES: BrC1C=CN2C=C(C(=O)O)N=C2C=1

Computed Properties

  • Exact Mass: 239.95300
  • Monoisotopic Mass: 239.95344g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 224
  • 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: 54.6
  • XLogP3: 2.3

Experimental Properties

  • Melting Point: 234-235℃
  • PSA: 54.60000
  • LogP: 1.79500

7-bromoimidazo1,2-apyridine-2-carboxylic acid 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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Additional information on 7-bromoimidazo1,2-apyridine-2-carboxylic acid

7-Bromoimidazo[1,2-a]pyridine-2-carboxylic Acid (CAS 1019018-46-2): A Versatile Building Block in Medicinal Chemistry

7-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid (CAS 1019018-46-2) is an important heterocyclic compound that has gained significant attention in pharmaceutical research and drug discovery. This brominated imidazopyridine derivative serves as a valuable scaffold for the synthesis of various biologically active molecules, particularly in the development of kinase inhibitors and other therapeutic agents.

The molecular structure of 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid combines the imidazopyridine core with a carboxylic acid functional group at position 2 and a bromine substituent at position 7. This unique arrangement provides multiple sites for chemical modification, making it an attractive building block for medicinal chemistry. Researchers have utilized this compound extensively in the synthesis of potential drug candidates targeting various diseases.

Recent studies highlight the growing importance of imidazo[1,2-a]pyridine derivatives in drug discovery, with particular focus on their applications in oncology and infectious disease research. The 7-bromo substitution in this compound offers excellent opportunities for further functionalization through cross-coupling reactions, which is why many pharmaceutical companies include this intermediate in their compound libraries.

From a synthetic chemistry perspective, 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid demonstrates good stability under various reaction conditions. The carboxylic acid group allows for easy conversion to amides, esters, or other derivatives, while the bromine atom serves as an excellent handle for palladium-catalyzed coupling reactions. These properties make it particularly valuable for structure-activity relationship (SAR) studies in medicinal chemistry programs.

The pharmaceutical industry has shown increasing interest in imidazopyridine-based compounds due to their diverse biological activities. Many researchers are investigating how modifications to the 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid scaffold can lead to improved drug-like properties, including better bioavailability and target selectivity. This aligns with current trends in drug discovery that emphasize the development of more selective and less toxic therapeutic agents.

In analytical chemistry, 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid can be characterized using standard techniques such as HPLC, NMR spectroscopy, and mass spectrometry. The compound typically appears as a white to off-white crystalline powder with good solubility in common organic solvents like DMSO and methanol, but limited solubility in water. These physical properties make it convenient for laboratory handling and storage.

The market for specialty chemical intermediates like 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid has been growing steadily, driven by increased R&D spending in the pharmaceutical sector. Many contract research organizations and custom synthesis providers now offer this compound as part of their catalog, reflecting its importance in modern drug discovery workflows.

From a regulatory perspective, 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid is generally considered safe for research purposes when handled according to standard laboratory safety protocols. However, as with all chemical substances, appropriate personal protective equipment should be used during handling, and material safety data sheets should be consulted before use.

Recent advances in synthetic methodology have made imidazo[1,2-a]pyridine derivatives more accessible to researchers. The development of efficient routes to 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid has been particularly important, as it serves as a key intermediate for many subsequent transformations. These synthetic improvements have contributed to the compound's growing popularity in medicinal chemistry.

Looking to the future, 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid is likely to maintain its position as an important tool in drug discovery. Its versatility and the continued interest in imidazopyridine-based pharmaceuticals suggest that demand for this intermediate will remain strong. Researchers are particularly excited about its potential applications in targeted therapies and personalized medicine approaches.

For scientists working with 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid, proper storage conditions are essential to maintain compound integrity. The material should be kept in a cool, dry place, protected from light and moisture. Under these conditions, the compound typically shows excellent long-term stability, making it reliable for extended research projects.

The intellectual property landscape surrounding imidazo[1,2-a]pyridine derivatives continues to evolve, with numerous patents being filed for novel compounds derived from scaffolds like 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid. This active patenting activity reflects the commercial potential of these structures and their importance in developing new therapeutic options.

In conclusion, 7-bromoimidazo[1,2-a]pyridine-2-carboxylic acid (CAS 1019018-46-2) represents a valuable chemical building block with wide applications in medicinal chemistry and drug discovery. Its unique structural features, synthetic versatility, and relevance to current pharmaceutical research trends ensure its continued importance in scientific research and development.

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