Cas no 908014-77-7 (1-(Difluoromethyl)-1H-pyrazole)

1-(Difluoromethyl)-1H-pyrazole is a fluorinated heterocyclic compound characterized by a pyrazole ring substituted with a difluoromethyl group at the 1-position. This structural motif imparts unique physicochemical properties, including enhanced metabolic stability and lipophilicity, making it a valuable intermediate in pharmaceutical and agrochemical research. The difluoromethyl group contributes to improved bioavailability and resistance to oxidative degradation, while the pyrazole core offers versatile reactivity for further functionalization. Its applications span the synthesis of bioactive molecules, particularly in the development of enzyme inhibitors and receptor modulators. The compound's stability under various reaction conditions further enhances its utility in synthetic organic chemistry.
1-(Difluoromethyl)-1H-pyrazole structure
908014-77-7 structure
Product Name:1-(Difluoromethyl)-1H-pyrazole
CAS No:908014-77-7
MF:C4H4F2N2
MW:118.084767341614
MDL:MFCD04971168
CID:1036377
PubChem ID:5253348
Update Time:2025-11-02

1-(Difluoromethyl)-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 1-(Difluoromethyl)-1H-pyrazole
    • 1-(difluoromethyl)pyrazole
    • F2198-2560
    • DTXSID20413471
    • ZYLIDNPVKFVSJS-UHFFFAOYSA-N
    • 1-Difluoromethyl-1H-pyrazole
    • SCHEMBL924323
    • MFCD04971168
    • AT12045
    • 1-difluoromethylpyrazole
    • 908014-77-7
    • CS-0239370
    • Z339274954
    • AKOS000311532
    • GYUFLTOWUVCCNO-UHFFFAOYSA-N
    • EN300-211200
    • BBL040111
    • DB-328659
    • STK349874
    • MDL: MFCD04971168
    • Inchi: 1S/C4H4F2N2/c5-4(6)8-3-1-2-7-8/h1-4H
    • InChI Key: GYUFLTOWUVCCNO-UHFFFAOYSA-N
    • SMILES: FC(N1C=CC=N1)F

Computed Properties

  • Exact Mass: 118.03425446g/mol
  • Monoisotopic Mass: 118.03425446g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 76.4
  • 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: 1.1
  • Topological Polar Surface Area: 17.8?2

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Additional information on 1-(Difluoromethyl)-1H-pyrazole

1-(Difluoromethyl)-1H-pyrazole (CAS No. 908014-77-7): A Versatile Fluorinated Pyrazole Derivative

1-(Difluoromethyl)-1H-pyrazole (CAS No. 908014-77-7) is an important fluorinated heterocyclic compound that has gained significant attention in pharmaceutical and agrochemical research. This difluoromethyl-substituted pyrazole derivative exhibits unique chemical properties due to the presence of both the pyrazole ring and the difluoromethyl group, making it a valuable building block for various applications.

The molecular structure of 1-(Difluoromethyl)-1H-pyrazole features a five-membered aromatic ring containing two nitrogen atoms at positions 1 and 2, with a difluoromethyl (-CF2H) substituent attached to the nitrogen at position 1. This particular substitution pattern contributes to its enhanced stability and reactivity compared to other pyrazole derivatives, which explains its growing popularity in medicinal chemistry.

Recent studies highlight the importance of fluorinated pyrazole compounds in drug discovery, particularly in the development of kinase inhibitors and anti-inflammatory agents. The 1-(Difluoromethyl)-1H-pyrazole scaffold has shown promise in modulating biological targets due to its ability to form hydrogen bonds and its favorable metabolic stability. Researchers are particularly interested in how the difluoromethyl group influences the compound's pharmacokinetic properties and target binding affinity.

In agrochemical applications, 1-(Difluoromethyl)-1H-pyrazole derivatives have demonstrated effectiveness as key intermediates for crop protection products. The fluorine atoms in the molecule contribute to improved pesticidal activity and environmental stability, addressing current concerns about sustainable agriculture and reduced environmental impact. This aligns with the growing market demand for eco-friendly agrochemicals that maintain high efficacy while minimizing ecological footprint.

The synthesis of 1-(Difluoromethyl)-1H-pyrazole typically involves multi-step procedures starting from commercially available pyrazole precursors. Modern synthetic approaches focus on developing more efficient and environmentally benign routes, reflecting the pharmaceutical industry's shift toward green chemistry principles. Recent advancements in fluorination techniques have significantly improved the accessibility of this valuable compound.

From a commercial perspective, the global market for fluorinated heterocycles like 1-(Difluoromethyl)-1H-pyrazole continues to expand, driven by increasing demand from both pharmaceutical and agricultural sectors. Market analysts project steady growth in this segment, particularly for compounds that serve as versatile intermediates in drug discovery programs. The unique properties of the difluoromethyl group make this compound particularly attractive for patent-protected applications.

Quality control and analytical characterization of 1-(Difluoromethyl)-1H-pyrazole require specialized techniques due to its fluorine content. Common analytical methods include 19F NMR spectroscopy, mass spectrometry, and various chromatographic techniques. These methods ensure the compound meets the stringent purity requirements for pharmaceutical applications, where even minor impurities can significantly impact biological activity.

Storage and handling of 1-(Difluoromethyl)-1H-pyrazole require standard laboratory precautions for organic compounds. While not classified as highly hazardous, proper storage conditions (typically cool, dry environments in sealed containers) help maintain its stability over extended periods. Researchers working with this compound should follow good laboratory practices to ensure safety and material integrity.

Current research trends involving 1-(Difluoromethyl)-1H-pyrazole focus on exploring its potential in targeted drug delivery systems and as a component of novel materials. The compound's ability to participate in various chemical transformations makes it particularly valuable for creating diverse molecular architectures. These applications align with broader scientific interests in precision medicine and advanced material science.

Environmental considerations for 1-(Difluoromethyl)-1H-pyrazole derivatives are an active area of investigation, particularly regarding their biodegradation pathways and potential ecological impacts. As regulatory requirements for chemical products become more stringent worldwide, understanding the environmental fate of such compounds becomes increasingly important for their sustainable development and commercial success.

The intellectual property landscape surrounding 1-(Difluoromethyl)-1H-pyrazole and its derivatives continues to evolve, with numerous patents filed for specific applications and synthetic methods. Companies investing in this chemical space are actively developing proprietary technologies to create value-added derivatives while navigating the complex patent environment.

Future prospects for 1-(Difluoromethyl)-1H-pyrazole appear promising, with potential applications emerging in areas such as electronic materials, imaging agents, and specialty chemicals. The compound's unique combination of structural features and physicochemical properties positions it as a versatile platform for innovation across multiple scientific disciplines.

For researchers and industry professionals seeking detailed technical information about 1-(Difluoromethyl)-1H-pyrazole (CAS No. 908014-77-7), comprehensive data sheets including spectroscopic characteristics, solubility parameters, and synthetic protocols are available from specialized chemical suppliers and research databases.

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