Cas no 142623-85-6 (5-(TRIFLUOROMETHYL)-3-(4-FLUOROPHENYL)-1H-PYRAZOLE)

5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole is a fluorinated pyrazole derivative with significant utility in pharmaceutical and agrochemical research. Its trifluoromethyl and fluorophenyl substituents enhance its metabolic stability and lipophilicity, making it a valuable scaffold for drug discovery and crop protection applications. The compound exhibits strong electron-withdrawing properties, which can influence reactivity and binding interactions in biological systems. Its structural features are advantageous for developing kinase inhibitors, antimicrobial agents, and other bioactive molecules. High purity and well-defined chemical properties ensure reproducibility in synthetic and mechanistic studies. This compound is particularly useful for researchers exploring structure-activity relationships in fluorinated heterocycles.
5-(TRIFLUOROMETHYL)-3-(4-FLUOROPHENYL)-1H-PYRAZOLE structure
142623-85-6 structure
Product Name:5-(TRIFLUOROMETHYL)-3-(4-FLUOROPHENYL)-1H-PYRAZOLE
CAS No:142623-85-6
MF:C10H6F4N2
MW:230.161655902863
MDL:MFCD02993074
CID:903432
PubChem ID:762931
Update Time:2025-10-29

5-(TRIFLUOROMETHYL)-3-(4-FLUOROPHENYL)-1H-PYRAZOLE Chemical and Physical Properties

Names and Identifiers

    • 5-(TRIFLUOROMETHYL)-3-(4-FLUOROPHENYL)-1H-PYRAZOLE
    • 3-(4-FLUOROPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE
    • EU-0077671
    • NCGC00340310-01
    • AB00294826-03
    • AKOS005608164
    • 5-(4-Fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole
    • SCHEMBL21401300
    • CS-0080498
    • SR-01000487881
    • MFCD07212770
    • AS-69085
    • DTXSID10354081
    • STK806360
    • DB-135554
    • 1H-Pyrazole, 3-(4-fluorophenyl)-5-(trifluoromethyl)-
    • 5-(4-Fluoro-phenyl)-3-trifluoromethyl-1H-pyrazole
    • SR-01000487881-1
    • 142623-85-6
    • SCHEMBL6331111
    • SCHEMBL14825087
    • W18932
    • MDL: MFCD02993074
    • Inchi: 1S/C10H6F4N2/c11-7-3-1-6(2-4-7)8-5-9(16-15-8)10(12,13)14/h1-5H,(H,15,16)
    • InChI Key: NDVPIRBTOQYYHD-UHFFFAOYSA-N
    • SMILES: FC(C1=CC(C2C=CC(=CC=2)F)=NN1)(F)F

Computed Properties

  • Exact Mass: 230.04678
  • Monoisotopic Mass: 230.04671085g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 236
  • 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: 2.9
  • Topological Polar Surface Area: 28.7?2

Experimental Properties

  • PSA: 28.68

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Additional information on 5-(TRIFLUOROMETHYL)-3-(4-FLUOROPHENYL)-1H-PYRAZOLE

5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole: A Comprehensive Overview

The compound 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole, identified by the CAS number 142623-85-6, is a significant molecule in the field of organic chemistry. This compound belongs to the class of pyrazole derivatives, which have gained considerable attention due to their diverse applications in pharmaceuticals, agrochemicals, and materials science. The structure of this compound features a pyrazole ring substituted with a trifluoromethyl group at position 5 and a fluorophenyl group at position 3, making it a unique member of the pyrazole family.

The synthesis of 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole involves a series of carefully designed reactions. The starting material is typically a substituted aldehyde or ketone, which undergoes condensation with an appropriate amine to form the pyrazole ring. The introduction of the trifluoromethyl group and the fluorophenyl group requires precise control over reaction conditions to ensure high yield and purity. Recent advancements in catalytic methods and green chemistry have significantly improved the efficiency of these syntheses, making this compound more accessible for research and industrial applications.

One of the most promising applications of 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole lies in its potential as a pharmacological agent. Pyrazole derivatives are known for their ability to modulate various biological targets, including enzymes, receptors, and ion channels. For instance, studies have shown that this compound exhibits potent anti-inflammatory activity by inhibiting cyclooxygenase (COX) enzymes. Additionally, it has demonstrated significant antioxidant properties, which could be beneficial in treating oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases.

The fluorophenyl group in 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole plays a crucial role in enhancing its pharmacokinetic properties. Fluoro substituents are known to improve drug stability and bioavailability, making this compound an attractive candidate for drug development. Recent research has also explored its potential as an antitumor agent. In vitro studies have shown that this compound induces apoptosis in cancer cells by targeting key signaling pathways involved in cell proliferation and survival.

In addition to its pharmacological applications, 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole has shown promise in materials science. Its unique electronic properties make it a suitable candidate for use in organic electronics, such as light-emitting diodes (LEDs) and field-effect transistors (FETs). The trifluoromethyl group contributes to the molecule's stability under high-energy conditions, while the fluorophenyl group enhances its electronic conductivity.

The latest research on 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole has focused on optimizing its synthesis and exploring its bioavailability further. Scientists have developed novel routes that reduce reaction time and minimize waste generation, aligning with sustainable chemistry principles. Furthermore, preclinical studies are underway to evaluate its safety profile and efficacy in animal models, paving the way for potential clinical trials.

In conclusion, 5-(Trifluoromethyl)-3-(4-fluorophenyl)-1H-pyrazole, with its unique structure and versatile properties, represents a valuable addition to the arsenal of chemical compounds used in various scientific disciplines. Its applications span from drug discovery to materials science, with ongoing research continuously uncovering new potentials for this intriguing molecule.

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