Cas no 741717-63-5 (Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate)

Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate is a fluorinated pyrazole derivative with significant utility in pharmaceutical and agrochemical research. Its trifluoromethyl group enhances metabolic stability and lipophilicity, making it a valuable intermediate for bioactive compound synthesis. The phenyl substitution at the 1-position and ester functionality at the 4-position provide versatility for further functionalization. This compound exhibits favorable physicochemical properties, including good solubility in organic solvents, facilitating its use in coupling reactions and heterocyclic modifications. Its structural features are particularly advantageous in the development of enzyme inhibitors and receptor ligands, underscoring its importance in medicinal chemistry and crop protection applications.
Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate structure
741717-63-5 structure
Product Name:Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate
CAS No:741717-63-5
MF:C13H11F3N2O2
MW:284.233853578568
MDL:MFCD10568308
CID:560294
PubChem ID:11448972
Update Time:2025-07-21

Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate
    • 1H-Pyrazole-4-carboxylicacid, 1-phenyl-3-(trifluoromethyl)-, ethyl ester
    • 1-Phenyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester
    • 1-Phenyl-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester
    • Ethyl 3-(trifluoroMethyl)-1-phenyl-1H-pyrazole-4-carboxylate
    • MFCD10568308
    • A865949
    • AKOS015840675
    • SCHEMBL408172
    • Ethyl 1-phenyl-3-(trifluoromethyl)pyrazole-4-carboxylate
    • DS-0494
    • CS-0151714
    • FT-0650006
    • AS-5121
    • 741717-63-5
    • MDL: MFCD10568308
    • Inchi: 1S/C13H11F3N2O2/c1-2-20-12(19)10-8-18(9-6-4-3-5-7-9)17-11(10)13(14,15)16/h3-8H,2H2,1H3
    • InChI Key: RNOJREZLCGQMPX-UHFFFAOYSA-N
    • SMILES: FC(C1C(C(=O)OCC)=CN(C2C=CC=CC=2)N=1)(F)F

Computed Properties

  • Exact Mass: 284.07700
  • Monoisotopic Mass: 284.07726208g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 343
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3
  • Topological Polar Surface Area: 44.1?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.3±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 355.0±42.0 °C at 760 mmHg
  • Flash Point: 168.5±27.9 °C
  • PSA: 44.12000
  • LogP: 3.06780
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate Security Information

Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate Customs Data

  • HS CODE:2933199090
  • Customs Data:

    China Customs Code:

    2933199090

    Overview:

    2933199090. Other structurally non fused pyrazole ring compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate Production Method

Additional information on Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (CAS No. 741717-63-5): A Comprehensive Overview

Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate, identified by its CAS number 741717-63-5, is a significant compound in the realm of pharmaceutical chemistry. This compound belongs to the pyrazole class, which is renowned for its diverse biological activities and applications in medicinal chemistry. The presence of a trifluoromethyl group and a phenyl substituent enhances its pharmacological potential, making it a subject of extensive research and development.

The Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate molecule exhibits unique structural and chemical properties that contribute to its utility in various synthetic pathways. The trifluoromethyl group, in particular, is known for its ability to modulate the metabolic stability and binding affinity of drug candidates. This feature has garnered considerable attention in the design of novel therapeutic agents.

In recent years, there has been a surge in research focusing on the development of novel heterocyclic compounds with potential therapeutic applications. Pyrazole derivatives, including the Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate, have been extensively studied for their antimicrobial, anti-inflammatory, and anticancer properties. The structural versatility of pyrazole allows for the introduction of various functional groups, enabling the creation of compounds with tailored biological activities.

One of the most compelling aspects of this compound is its role in the synthesis of bioactive molecules. The carboxylate ester group in the molecule can be readily transformed into other functional moieties, such as amides or acids, through standard chemical reactions. This flexibility makes it an invaluable intermediate in organic synthesis and drug discovery.

The pharmacological profile of Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate has been explored in several preclinical studies. These investigations have highlighted its potential as a lead compound for further development into therapeutic agents. The trifluoromethyl group, in particular, has been shown to enhance the binding affinity to biological targets, thereby improving the efficacy of drug candidates.

Recent advancements in computational chemistry have also facilitated the study of this compound's interactions with biological targets. Molecular docking simulations have revealed that the trifluoromethyl and phenyl substituents play crucial roles in stabilizing the binding interface with enzymes and receptors. This information has been instrumental in guiding the design of more potent derivatives.

The synthesis of Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate involves multi-step organic reactions, typically starting from commercially available precursors. The process often requires careful optimization to ensure high yield and purity. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions, have been employed to streamline the synthesis and improve efficiency.

The growing interest in fluorinated compounds has further underscored the importance of this molecule. Fluorochemicals are widely recognized for their ability to enhance drug bioavailability and metabolic stability. The incorporation of a trifluoromethyl group into pharmaceutical candidates has become a common strategy to improve their pharmacokinetic properties.

In conclusion, Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (CAS No. 741717-63-5) represents a promising compound with significant potential in pharmaceutical research and development. Its unique structural features and versatile synthetic applications make it a valuable tool for medicinal chemists. As research continues to uncover new biological activities and synthetic pathways, this compound is likely to play an increasingly important role in the discovery and development of novel therapeutic agents.

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