Cas no 1152557-01-1 (1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid)

1-(3-Bromophenyl)-1H-pyrazole-3-carboxylic acid is a brominated pyrazole derivative with a carboxylic acid functional group, making it a versatile intermediate in organic synthesis and pharmaceutical research. The presence of both the bromophenyl and pyrazole moieties enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating the construction of complex heterocyclic systems. The carboxylic acid group further allows for derivatization into esters, amides, or other functionalized compounds. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, owing to its structural rigidity and potential for hydrogen bonding. Its high purity and well-defined reactivity profile make it a reliable building block for targeted synthesis.
1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid structure
1152557-01-1 structure
Product Name:1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid
CAS No:1152557-01-1
MF:C10H7BrN2O2
MW:267.078781366348
MDL:MFCD10691996
CID:4572873
Update Time:2025-10-28

1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-(3-Bromophenyl)-1H-pyrazole-3-carboxylic Acid
    • 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid
    • MDL: MFCD10691996
    • Inchi: 1S/C10H7BrN2O2/c11-7-2-1-3-8(6-7)13-5-4-9(12-13)10(14)15/h1-6H,(H,14,15)
    • InChI Key: GGPGULVUQXKASX-UHFFFAOYSA-N
    • SMILES: N1(C2=CC=CC(Br)=C2)C=CC(C(O)=O)=N1

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Additional information on 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid

1-(3-Bromophenyl)-1H-pyrazole-3-carboxylic Acid: Properties, Applications, and Market Insights

1-(3-Bromophenyl)-1H-pyrazole-3-carboxylic acid (CAS No. 1152557-01-1) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated pyrazole derivative is widely recognized for its unique structural features, which make it a valuable intermediate in the synthesis of bioactive molecules. With the increasing demand for novel heterocyclic compounds in drug discovery, 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid has emerged as a key building block for developing targeted therapies.

The molecular structure of 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid combines a pyrazole ring with a carboxylic acid functional group and a bromine-substituted phenyl moiety. This combination provides excellent opportunities for further chemical modifications, making it particularly useful in medicinal chemistry. Researchers frequently employ this compound in the development of kinase inhibitors, anti-inflammatory agents, and other therapeutic candidates. The presence of both the 3-bromophenyl group and the pyrazole-3-carboxylic acid moiety allows for diverse reactivity patterns in synthetic applications.

In recent years, the compound has gained prominence due to its role in developing small molecule drugs targeting various diseases. The pharmaceutical industry has shown growing interest in pyrazole-based compounds as they often exhibit improved pharmacokinetic properties compared to other heterocycles. As a pharmaceutical intermediate, 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid offers several advantages, including good solubility in common organic solvents and stability under various reaction conditions.

The synthesis of 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid typically involves multi-step organic reactions starting from commercially available precursors. Modern synthetic approaches emphasize green chemistry principles, aiming to reduce waste and improve atom economy. These advancements align with current industry trends toward sustainable pharmaceutical manufacturing. Researchers are particularly interested in developing more efficient routes to produce this brominated pyrazole derivative with higher yields and purity.

Beyond pharmaceutical applications, 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid finds use in material science and specialty chemicals. Its unique electronic properties make it potentially valuable in developing organic electronic materials and advanced polymers. The compound's ability to participate in various coupling reactions also makes it attractive for creating novel molecular architectures with tailored properties.

The global market for pyrazole derivatives has been expanding steadily, driven by increasing R&D investments in drug discovery. As a niche chemical, 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid occupies a specialized segment with growing demand from contract research organizations and academic laboratories. Market analysts project continued growth for such fine chemicals as the pharmaceutical industry seeks more sophisticated building blocks for next-generation therapeutics.

Quality control and analytical characterization are crucial aspects of working with 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid. Advanced techniques such as HPLC, NMR spectroscopy, and mass spectrometry are routinely employed to ensure compound purity and identity. These analytical methods have become increasingly important as regulatory requirements for pharmaceutical intermediates become more stringent worldwide.

Storage and handling of 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid require standard laboratory precautions for organic compounds. While not classified as hazardous under normal conditions, proper storage in cool, dry environments helps maintain its stability over extended periods. Researchers should always consult the material safety data sheet (MSDS) for specific handling guidelines.

The future outlook for 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid appears promising, with potential applications emerging in areas like targeted drug delivery and molecular imaging. As computational chemistry and AI-assisted drug design advance, the demand for specialized intermediates like this bromophenyl pyrazole derivative is expected to grow. Its versatility as a synthetic building block positions it well for continued relevance in chemical research and development.

For researchers seeking high-quality 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid, several reputable chemical suppliers offer the compound in various quantities and purity grades. When sourcing this material, it's essential to verify certificates of analysis and consider the supplier's track record in providing consistent quality. The compound's pricing typically reflects its purity level and the scale of purchase, with custom synthesis options available for specific research needs.

In conclusion, 1-(3-bromophenyl)-1H-pyrazole-3-carboxylic acid represents an important chemical entity in modern organic and medicinal chemistry. Its combination of a pyrazole core, carboxylic acid functionality, and bromine substitution creates numerous possibilities for chemical derivatization and biological activity optimization. As research into heterocyclic compounds continues to advance, this compound will likely maintain its position as a valuable tool for scientists developing new therapeutic agents and functional materials.

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