Cas no 1622883-44-6 (1-Cyclopropyl-1H-pyrazole-4-carboxylic acid)

1-Cyclopropyl-1H-pyrazole-4-carboxylic acid is a versatile heterocyclic compound featuring a pyrazole core substituted with a cyclopropyl group at the 1-position and a carboxylic acid moiety at the 4-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The cyclopropyl ring enhances steric and electronic properties, while the carboxylic acid group allows for further functionalization, such as amide or ester formation. Its stability and well-defined reactivity profile facilitate its use in cross-coupling reactions and as a building block for bioactive molecules. The compound is particularly useful in medicinal chemistry for the development of targeted therapeutics.
1-Cyclopropyl-1H-pyrazole-4-carboxylic acid structure
1622883-44-6 structure
Product Name:1-Cyclopropyl-1H-pyrazole-4-carboxylic acid
CAS No:1622883-44-6
MF:C7H8N2O2
MW:152.150621414185
MDL:MFCD28405628
CID:3044741
PubChem ID:68584944
Update Time:2025-06-13

1-Cyclopropyl-1H-pyrazole-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid
    • SB13875
    • AK678661
    • 1-cyclopropyl-1H-pyrazole-4-carboxylicacid
    • 1H-Pyrazole-4-carboxylic acid, 1-cyclopropyl-
    • Z1889709700
    • 1622883-44-6
    • XPC88344
    • DS-20053
    • EN300-314050
    • SY099427
    • MFCD28405628
    • AKOS024124943
    • P15917
    • SCHEMBL3295288
    • 1-cyclopropylpyrazole-4-carboxylic acid
    • TQP0081
    • CS-0052578
    • MDL: MFCD28405628
    • Inchi: 1S/C7H8N2O2/c10-7(11)5-3-8-9(4-5)6-1-2-6/h3-4,6H,1-2H2,(H,10,11)
    • InChI Key: AUPHADTZIOYAMZ-UHFFFAOYSA-N
    • SMILES: OC(C1C=NN(C=1)C1CC1)=O

Computed Properties

  • Exact Mass: 152.058577502g/mol
  • Monoisotopic Mass: 152.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 179
  • 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: 55.1
  • XLogP3: 0.2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 360.3±15.0 °C at 760 mmHg
  • Flash Point: 171.7±20.4 °C
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

1-Cyclopropyl-1H-pyrazole-4-carboxylic acid Security Information

1-Cyclopropyl-1H-pyrazole-4-carboxylic acid Pricemore >>

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Additional information on 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid

Recent Advances in the Application of 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid (CAS: 1622883-44-6) in Chemical Biology and Pharmaceutical Research

The compound 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid (CAS: 1622883-44-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic carboxylic acid derivative serves as a crucial building block in the synthesis of novel bioactive molecules, particularly in the design of kinase inhibitors and antimicrobial agents. Recent studies have highlighted its potential in addressing unmet medical needs, making it a focal point for researchers aiming to develop next-generation therapeutics.

One of the most notable applications of 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid is its role in the synthesis of kinase inhibitors. Kinases are pivotal in numerous cellular processes, and their dysregulation is implicated in various diseases, including cancer and inflammatory disorders. Researchers have utilized this compound to develop selective inhibitors targeting specific kinase pathways, thereby minimizing off-target effects. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of derivatives of this compound in inhibiting aberrant kinase activity in non-small cell lung cancer (NSCLC) cell lines, showcasing its potential as a therapeutic agent.

In addition to its applications in oncology, 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid has shown promise in antimicrobial research. The rise of antibiotic-resistant pathogens has necessitated the discovery of novel antimicrobial scaffolds. Recent investigations have revealed that derivatives of this compound exhibit potent activity against multidrug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA) and extended-spectrum β-lactamase (ESBL)-producing Escherichia coli. These findings underscore its potential as a lead compound for developing new antibiotics to combat the global antimicrobial resistance crisis.

The synthetic versatility of 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid further enhances its appeal in pharmaceutical research. Its structural motifs allow for facile modifications, enabling the generation of diverse chemical libraries for high-throughput screening. A 2022 study in ACS Chemical Biology detailed the use of this compound in the synthesis of a series of analogs with improved pharmacokinetic properties, highlighting its utility in medicinal chemistry optimization. Such advancements are critical for accelerating the drug discovery pipeline and reducing the time-to-market for new therapeutics.

Despite its promising applications, challenges remain in the large-scale synthesis and formulation of 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid-based drugs. Recent efforts have focused on optimizing synthetic routes to enhance yield and purity while minimizing environmental impact. Green chemistry approaches, such as catalytic methods and solvent-free reactions, are being explored to address these challenges. Additionally, computational modeling and structure-activity relationship (SAR) studies are being employed to refine the design of derivatives with enhanced efficacy and safety profiles.

In conclusion, 1-Cyclopropyl-1H-pyrazole-4-carboxylic acid (CAS: 1622883-44-6) represents a valuable scaffold in chemical biology and pharmaceutical research. Its applications in kinase inhibition and antimicrobial therapy, coupled with its synthetic adaptability, position it as a key player in the development of innovative therapeutics. Continued research and collaboration across disciplines will be essential to fully unlock its potential and address the remaining challenges in its clinical translation.

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