Cas no 134589-59-6 (3-Chloro-1H-pyrazole-4-carboxylic acid)

3-Chloro-1H-pyrazole-4-carboxylic acid is a versatile heterocyclic compound with significant applications in pharmaceutical and agrochemical synthesis. Its pyrazole core, functionalized with a chloro group and carboxylic acid moiety, makes it a valuable intermediate for constructing complex molecules. The compound exhibits high reactivity, enabling efficient derivatization for the development of biologically active compounds. Its structural features contribute to its utility in medicinal chemistry, particularly in the design of enzyme inhibitors and receptor modulators. The presence of both electron-withdrawing and electron-donating groups enhances its potential for diverse chemical transformations. This compound is characterized by its stability and purity, ensuring reliable performance in synthetic applications.
3-Chloro-1H-pyrazole-4-carboxylic acid structure
134589-59-6 structure
Product Name:3-Chloro-1H-pyrazole-4-carboxylic acid
CAS No:134589-59-6
MF:C4H3ClN2O2
MW:146.531819581985
MDL:MFCD18207308
CID:95170
PubChem ID:22245191
Update Time:2025-11-06

3-Chloro-1H-pyrazole-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-1H-pyrazole-4-carboxylic acid
    • 5-Chloro-1H-pyrazole-4-carboxylic acid
    • 5-chloro-4-pyrazole carboxylic acid
    • 134589-59-6
    • AOFKZNFCUHQSLA-UHFFFAOYSA-N
    • SCHEMBL14399039
    • AT34386
    • 5-chloro-1H-pyrazole-4-carboxylicacid
    • EN300-2967454
    • CS-0134556
    • AMY11916
    • AKOS006388080
    • AKOS015902106
    • SCHEMBL4720157
    • 1186049-67-1
    • AMY11965
    • DS-17776
    • FT-0708140
    • FT-0742109
    • MFCD18207308
    • DA-16800
    • DB-061336
    • MDL: MFCD18207308
    • Inchi: 1S/C4H3ClN2O2/c5-3-2(4(8)9)1-6-7-3/h1H,(H,6,7)(H,8,9)
    • InChI Key: AOFKZNFCUHQSLA-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)O)C=NN1

Computed Properties

  • Exact Mass: 145.9883050g/mol
  • Monoisotopic Mass: 145.9883050g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 130
  • 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: 0.7
  • Topological Polar Surface Area: 66?2

Experimental Properties

  • Density: 1.714±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (3.5 g/l) (25 o C),

3-Chloro-1H-pyrazole-4-carboxylic acid Security Information

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Additional information on 3-Chloro-1H-pyrazole-4-carboxylic acid

3-Chloro-1H-pyrazole-4-carboxylic Acid (CAS 134589-59-6): Properties, Applications, and Market Insights

3-Chloro-1H-pyrazole-4-carboxylic acid (CAS 134589-59-6) is a versatile heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This pyrazole derivative serves as a crucial building block for synthesizing various bioactive molecules, making it a valuable intermediate in modern chemical industries.

The molecular structure of 3-chloro-1H-pyrazole-4-carboxylic acid features a five-membered aromatic ring containing two nitrogen atoms, with a chlorine substituent at the 3-position and a carboxylic acid group at the 4-position. This unique arrangement contributes to its reactivity and makes it an excellent precursor for drug discovery applications. Researchers particularly value its potential in developing kinase inhibitors, which are currently a hot topic in cancer treatment research.

In pharmaceutical applications, 3-Chloro-1H-pyrazole-4-carboxylic acid CAS 134589-59-6 has shown promise in the synthesis of various therapeutic agents. Its structural motif appears in several FDA-approved drugs, particularly those targeting inflammatory diseases and metabolic disorders. The compound's ability to form stable complexes with metal ions also makes it interesting for medicinal chemistry applications, especially in the design of novel metallodrugs.

The agrochemical industry utilizes 3-chloro pyrazole carboxylic acid derivatives in developing new-generation pesticides and herbicides. Its structural features contribute to the bioactivity of these compounds, offering solutions for crop protection against resistant pests - a growing concern in modern agriculture. Recent studies have explored its derivatives as potential plant growth regulators, addressing the increasing demand for sustainable agricultural practices.

From a synthetic chemistry perspective, 134589-59-6 serves as a valuable intermediate for various organic transformations. Its carboxylic acid group allows for easy derivatization through esterification or amidation reactions, while the chloro substituent enables further functionalization via cross-coupling reactions. These properties make it particularly useful in combinatorial chemistry and high-throughput screening approaches.

The global market for 3-Chloro-1H-pyrazole-4-carboxylic acid has shown steady growth, driven by increasing R&D activities in pharmaceutical and agrochemical sectors. Market analysts note particular demand from Asia-Pacific regions, where generic drug manufacturing and agricultural chemical production are expanding rapidly. Current pricing trends reflect its status as a specialty chemical with high purity requirements for research applications.

Recent advancements in green chemistry have explored more sustainable synthesis routes for pyrazole-4-carboxylic acid derivatives. Researchers are investigating catalytic methods and alternative solvents to reduce the environmental impact of production processes. These developments align with growing industry focus on sustainable chemical manufacturing practices and circular economy principles.

Quality control of CAS 134589-59-6 typically involves HPLC analysis to ensure high purity levels required for research applications. Storage recommendations generally suggest keeping the compound in cool, dry conditions away from light to maintain stability. Proper handling procedures are essential, though it doesn't fall under hazardous material classifications that require special permits.

The future outlook for 3-Chloro-1H-pyrazole-4-carboxylic acid appears promising, with potential applications emerging in material science and coordination chemistry. Its structural features make it interesting for developing functional materials, including metal-organic frameworks (MOFs) and luminescent compounds. These expanding applications could drive further market growth in coming years.

For researchers sourcing 3-chloro-1H-pyrazole-4-carboxylic acid 134589-59-6, it's important to verify supplier credentials and request comprehensive analytical certificates. Reputable suppliers should provide detailed specifications including purity levels, impurity profiles, and batch-to-batch consistency data. These quality assurances are particularly critical for pharmaceutical intermediates where consistency directly impacts research outcomes.

In summary, 3-Chloro-1H-pyrazole-4-carboxylic acid represents an important chemical building block with diverse applications across multiple industries. Its value in drug discovery, agricultural chemistry, and material science continues to drive research interest and commercial demand. As synthetic methodologies advance and new applications emerge, this compound will likely maintain its relevance in chemical research and industrial applications for years to come.

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