Cas no 125144-04-9 (5-Amino-1H-pyrazole-3-carbonitrile)

5-Amino-1H-pyrazole-3-carbonitrile is a versatile heterocyclic compound featuring both amino and cyano functional groups on a pyrazole backbone. Its unique structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of reactive sites allows for further functionalization, enabling the development of complex molecular architectures. This compound exhibits good stability under standard conditions and is compatible with a range of synthetic transformations. Its utility in medicinal chemistry is underscored by its role as a building block for biologically active molecules, including potential therapeutic agents. The product is typically supplied with high purity to ensure consistent performance in research and industrial applications.
5-Amino-1H-pyrazole-3-carbonitrile structure
125144-04-9 structure
Product Name:5-Amino-1H-pyrazole-3-carbonitrile
CAS No:125144-04-9
MF:C4H4N4
MW:108.101359367371
MDL:MFCD10697811
CID:855621
PubChem ID:21180574
Update Time:2025-11-02

5-Amino-1H-pyrazole-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-1H-pyrazole-3-carbonitrile
    • 1H-Pyrazole-3-carbonitrile,5-amino-(9CI)
    • 1H-Pyrazole-3-carbonitrile, 5-amino-
    • 3-amino-5-cyanopyrazole
    • ACMC-20e9on
    • aminopyrazolecarbonitrile
    • CTK0C2426
    • SureCN174542
    • SureCN244913
    • 5-Amino-3-cyano-1H-pyrazole
    • 3-Amino-1H-pyrazole-5-carbonitrile
    • 125144-04-9
    • DB-021091
    • SCHEMBL174542
    • J-516657
    • NF-0227
    • AB60556
    • MFCD10697811
    • DB-424463
    • 5-aminopyrazole carbonitrile
    • 5-Aminopyrazole-3-carbonitrile
    • AKOS015991584
    • SY010209
    • DTXSID50611140
    • 2390405-63-5
    • CS-0050697
    • 5-AMINO-2H-PYRAZOLE-3-CARBONITRILE
    • CLPXHJRACWYTNN-UHFFFAOYSA-N
    • EN300-1266223
    • AKOS006338131
    • MDL: MFCD10697811
    • Inchi: 1S/C4H4N4/c5-2-3-1-4(6)8-7-3/h1H,(H3,6,7,8)
    • InChI Key: CLPXHJRACWYTNN-UHFFFAOYSA-N
    • SMILES: N1C(C#N)=CC(N)=N1

Computed Properties

  • Exact Mass: 108.043596145g/mol
  • Monoisotopic Mass: 108.043596145g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 123
  • 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: -0.1
  • Topological Polar Surface Area: 78.5?2

5-Amino-1H-pyrazole-3-carbonitrile Pricemore >>

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Additional information on 5-Amino-1H-pyrazole-3-carbonitrile

5-Amino-1H-pyrazole-3-carbonitrile (CAS No. 125144-04-9): A Versatile Heterocyclic Compound in Modern Chemistry

5-Amino-1H-pyrazole-3-carbonitrile (CAS No. 125144-04-9) is a highly valuable heterocyclic compound that has gained significant attention in pharmaceutical and agrochemical research. This pyrazole derivative features both amino and cyano functional groups, making it a versatile building block for synthesizing more complex molecules. The compound's molecular formula is C4H4N4, with a molecular weight of 108.10 g/mol.

The 5-amino-1H-pyrazole-3-carbonitrile structure exhibits unique electronic properties due to its conjugated system, which contributes to its reactivity in various chemical transformations. Researchers particularly value this compound for its role as a precursor in the synthesis of pharmaceutical intermediates and biologically active compounds. Its thermal stability and solubility profile make it suitable for diverse reaction conditions.

In recent years, 5-amino-1H-pyrazole-3-carbonitrile applications have expanded significantly, especially in drug discovery programs targeting various therapeutic areas. The compound's scaffold appears in several kinase inhibitors and antimicrobial agents, aligning with current research trends in personalized medicine and antibiotic development. Its structural features allow for multiple points of modification, enabling medicinal chemists to create diverse libraries of potential drug candidates.

The synthesis of 5-amino-1H-pyrazole-3-carbonitrile typically involves cyclocondensation reactions of appropriate precursors. Modern synthetic approaches focus on improving yield and purity while minimizing environmental impact, reflecting the growing emphasis on green chemistry principles in industrial processes. Advanced purification techniques ensure the compound meets the stringent quality standards required for pharmaceutical applications.

Market demand for high-purity 5-amino-1H-pyrazole-3-carbonitrile has been steadily increasing, driven by its expanding applications in medicinal chemistry. The compound's role in developing anticancer agents and anti-inflammatory drugs has particularly attracted attention from research institutions and pharmaceutical companies. Analytical methods for quality control, including HPLC and NMR spectroscopy, have become more sophisticated to meet regulatory requirements.

From a safety perspective, proper handling procedures should be followed when working with 5-amino-1H-pyrazole-3-carbonitrile, including the use of appropriate personal protective equipment. While not classified as hazardous under standard conditions, good laboratory practices should always be maintained. The compound's stability data and storage recommendations are well-documented in scientific literature and material safety data sheets.

Recent publications have highlighted innovative applications of 5-amino-1H-pyrazole-3-carbonitrile derivatives in materials science, particularly in the development of organic electronic materials and luminescent compounds. This expansion into non-pharmaceutical applications demonstrates the compound's versatility and potential for cross-disciplinary innovation. Researchers are exploring its use in organic light-emitting diodes (OLEDs) and other advanced materials.

The future outlook for 5-amino-1H-pyrazole-3-carbonitrile research appears promising, with ongoing investigations into its potential in addressing current medical challenges. Its structural flexibility makes it particularly valuable in the era of combinatorial chemistry and high-throughput screening. As synthetic methodologies continue to advance, we can expect to see more efficient and sustainable production processes for this important chemical building block.

For researchers seeking 5-amino-1H-pyrazole-3-carbonitrile suppliers, it's essential to verify the compound's purity and analytical certificates. Reputable manufacturers typically provide comprehensive characterization data, including chromatographic purity and spectroscopic confirmation of structure. The global market offers various grades of this compound, from research quantities to bulk pharmaceutical intermediates.

In conclusion, 5-Amino-1H-pyrazole-3-carbonitrile (CAS No. 125144-04-9) represents a significant compound in modern synthetic chemistry with wide-ranging applications. Its importance in drug discovery and materials science continues to grow, making it a subject of ongoing research and development. As scientific understanding of its properties and reactivity deepens, new applications for this versatile heterocycle are likely to emerge in coming years.

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