Cas no 50427-78-6 (5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide)

5-Amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide is a pyrazole-based heterocyclic compound with potential applications in pharmaceutical and agrochemical research. Its structure features a chlorophenyl substituent and a carboxamide functional group, which may contribute to its reactivity and binding affinity in biological systems. This compound is of interest due to its potential as a synthetic intermediate for the development of novel therapeutic agents or crop protection chemicals. The presence of both amino and carboxamide moieties offers versatility for further derivatization, making it a valuable building block in medicinal chemistry. Its well-defined molecular structure allows for precise modifications to optimize physicochemical properties and biological activity.
5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide structure
50427-78-6 structure
Product Name:5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide
CAS No:50427-78-6
MF:C10H9ClN4O
MW:236.657660245895
MDL:MFCD00128301
CID:383253
PubChem ID:2578228
Update Time:2025-11-02

5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-1-(3-bromophenyl)-1H-pyrazole-4-carboxamide
    • 1H-Pyrazole-4-carboxamide,5-amino-1-(3-chlorophenyl)-
    • 5-AMINO-1-(3-CHLOROPHENYL)-1H-PYRAZOLE-4-CARBOXAMIDE
    • 5-amino-1-(3-chlorophenyl)pyrazole-4-carboxamide
    • SMR000343614
    • AKOS005207849
    • SR-01000060630
    • Z55410606
    • SB75099
    • AM9852
    • 50427-78-6
    • SR-01000060630-1
    • DTXSID10368961
    • SCHEMBL2834342
    • F2135-0889
    • MLS000770142
    • 5-Amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide, AldrichCPR
    • HMS2770F19
    • EN300-11484
    • CHEMBL1699913
    • AS-43069
    • MFCD00128301
    • DTXCID70319999
    • 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide
    • MDL: MFCD00128301
    • Inchi: 1S/C10H9ClN4O/c11-6-2-1-3-7(4-6)15-9(12)8(5-14-15)10(13)16/h1-5H,12H2,(H2,13,16)
    • InChI Key: WEZHZDJZVBEJET-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC(=C1)N1C(=C(C(N)=O)C=N1)N

Computed Properties

  • Exact Mass: 236.046489
  • Monoisotopic Mass: 236.046489
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 276
  • 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: 86.9
  • XLogP3: 1.6

Experimental Properties

  • Density: 1.55
  • Boiling Point: 459°C at 760 mmHg
  • Flash Point: 231.4°C
  • Refractive Index: 1.715

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Additional information on 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide

5-Amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide (CAS No. 50427-78-6): A Versatile Heterocyclic Compound with Broad Applications

5-Amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide (CAS No. 50427-78-6) is an important heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This pyrazole derivative features a unique molecular structure combining an amino group at the 5-position and a carboxamide moiety at the 4-position of the pyrazole ring, with a 3-chlorophenyl substitution at the 1-position. The presence of these functional groups makes it a valuable building block for various synthetic applications.

The compound's molecular formula is C10H9ClN4O, with a molecular weight of 236.66 g/mol. Its structural features contribute to several interesting physicochemical properties, including moderate water solubility and good thermal stability. Researchers have particularly focused on its potential as a pharmacophore in drug discovery, especially in the development of kinase inhibitors and antimicrobial agents. Recent studies suggest possible applications in addressing antibiotic resistance, a major global health concern.

In the pharmaceutical industry, 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide serves as a key intermediate for synthesizing various bioactive molecules. Its structural motif appears in several investigational drugs targeting inflammatory pathways and metabolic disorders. The compound's ability to form hydrogen bonds through its amino and carboxamide groups enhances its binding affinity to biological targets, making it valuable for structure-activity relationship studies.

Beyond medicinal chemistry, this compound finds applications in agrochemical research, particularly in developing novel pesticides with improved efficacy and environmental profiles. The chlorophenyl moiety contributes to enhanced lipophilicity, which can improve the bioavailability of derived active ingredients. Researchers are exploring its potential in creating more sustainable crop protection solutions, aligning with current agricultural trends toward reduced environmental impact.

The synthesis of 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide typically involves multi-step organic reactions starting from appropriately substituted precursors. Modern synthetic approaches emphasize green chemistry principles, including atom economy and reduced solvent usage, reflecting the growing importance of sustainable manufacturing in the chemical industry. Analytical characterization commonly employs techniques like HPLC, NMR spectroscopy, and mass spectrometry to ensure purity and confirm structural identity.

From a commercial perspective, the demand for pyrazole-based intermediates like this compound continues to grow, driven by expanding research in personalized medicine and targeted therapies. The global market for such specialized chemicals shows steady growth, particularly in regions with strong pharmaceutical and biotechnology sectors. Quality control specifications typically require ≥98% purity for research applications, with strict limits on residual solvents and byproducts.

Recent scientific literature highlights innovative applications of 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide in materials science, particularly in the development of functional organic materials. Its ability to participate in various molecular interactions makes it interesting for designing supramolecular assemblies and advanced polymers. These developments align with current interests in smart materials and nanotechnology applications.

Safety considerations for handling this compound follow standard laboratory practices for organic chemicals. While not classified as highly hazardous, proper personal protective equipment including gloves and eye protection is recommended. Material safety data sheets provide detailed handling instructions, storage recommendations (typically 2-8°C under inert atmosphere), and disposal guidelines in compliance with environmental regulations.

The future research directions for 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide include exploration of its biological activities through high-throughput screening and computational modeling approaches. The compound's structural features make it a promising candidate for fragment-based drug discovery campaigns. Additionally, researchers are investigating its potential in combination therapies and as a scaffold for developing diagnostic agents.

For researchers and procurement specialists, key considerations when sourcing this compound include supplier reliability, batch-to-batch consistency, and comprehensive analytical documentation. Many users specifically search for "high purity 50427-78-6" or "5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide supplier" when looking for this material. The compound is typically available in gram to kilogram quantities from specialty chemical providers, with custom synthesis options for larger-scale requirements.

In summary, 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxamide (CAS No. 50427-78-6) represents a versatile chemical building block with diverse applications across multiple scientific disciplines. Its unique structural features and synthetic accessibility continue to make it valuable for both academic research and industrial development projects, particularly in the life sciences sector. Ongoing research will likely uncover additional applications for this interesting heterocyclic compound in emerging technological and therapeutic areas.

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