Cas no 219986-64-8 (3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole)

3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole is a fluorinated pyrazole derivative characterized by its trifluoromethyl and p-tolyl substituents, which enhance its electronic and steric properties. This compound is of significant interest in medicinal and agrochemical research due to its potential as a versatile intermediate in the synthesis of bioactive molecules. The trifluoromethyl group improves metabolic stability and lipophilicity, while the p-tolyl moiety contributes to structural diversity. Its well-defined reactivity makes it suitable for further functionalization, enabling applications in drug discovery and material science. The compound is typically synthesized via cyclocondensation or cross-coupling methodologies, ensuring high purity and reproducibility for research and industrial use.
3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole structure
219986-64-8 structure
Product Name:3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole
CAS No:219986-64-8
MF:C11H9F3N2
MW:226.197772741318
MDL:MFCD03934062
CID:850581
PubChem ID:4166967
Update Time:2025-11-02

3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 3-(p-Tolyl)-5-(trifluoromethyl)-1H-pyrazole
    • SALOR-INT L233021-1EA
    • 5-(TRIFLUOROMETHYL)-3-P-TOLYL-1H-PYRAZOLE
    • 3-(4-METHYLPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE
    • 3-(4-Methylphenyl)-5-(trifluoromethyl)pyrazole
    • 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole
    • 3-Trifluoromethyl-5-
    • 5-trifluoromethyl-3-p-tolyl-1H-pyrazole
    • DTXSID10400173
    • SCHEMBL21614027
    • 5-(4-methylphenyl)-3-trifluoromethyl-1h-pyrazole
    • 5-p-tolyl-3-(trifluoromethyl)-1H-pyrazole
    • MFCD03934062
    • SY005287
    • J-016639
    • BS-42081
    • 1H-Pyrazole, 5-(4-methylphenyl)-3-(trifluoromethyl)-
    • D86584
    • BCP33838
    • 3-(Trifluoromethyl)-5-(p-Tolyl)-1H-Pyrazole
    • Celecoxib N-des(benzenesulfonamide)
    • DB-008250
    • G5K9F2B76J
    • 219986-64-8
    • 5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazole
    • 3-(Trifluoromethyl)-5-p-tolyl-1H-pyrazole
    • 1H-Pyrazole, 3-(4-methylphenyl)-5-(trifluoromethyl)-
    • MFCD07779618
    • DB-014183
    • W18889
    • 3-trifluoromethyl-5-(p-tolyl)-1h pyrazole
    • 948293-46-7
    • UNII-G5K9F2B76J
    • 1H-Pyrazole, 3-(4-methylphenyl)-5-(trifluoromethyl)-; 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole; 5-(Trifluoromethyl)-3-p-tolyl-1H-pyrazole
    • AKOS015950510
    • AKOS017343861
    • SCHEMBL5352040
    • DS-015773
    • 26974-15-2
    • Celecoxib Impurity 11
    • 5-(4-Methylphenyl)-3-(trifluoromethyl)-1H-pyrazole
    • MDL: MFCD03934062
    • Inchi: 1S/C11H9F3N2/c1-7-2-4-8(5-3-7)9-6-10(16-15-9)11(12,13)14/h2-6H,1H3,(H,15,16)
    • InChI Key: NQEFIPVOJGJVRG-UHFFFAOYSA-N
    • SMILES: FC(C1=CC(C2C=CC(C)=CC=2)=NN1)(F)F

Computed Properties

  • Exact Mass: 226.07200
  • Monoisotopic Mass: 226.07178278g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 234
  • 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: 3.2
  • Topological Polar Surface Area: 28.7?2

Experimental Properties

  • Flash Point: 162℃
  • PSA: 28.68000
  • LogP: 3.40390

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3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole Production Method

Additional information on 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole

Recent Advances in the Study of 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole (CAS: 219986-64-8): A Comprehensive Research Brief

The compound 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole (CAS: 219986-64-8) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activity, and potential as a drug candidate. The following sections provide an in-depth analysis of recent studies, highlighting key discoveries and future directions.

Recent studies have demonstrated that 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole exhibits promising pharmacological properties, particularly as an inhibitor of specific enzymatic pathways involved in inflammatory and oncogenic processes. A 2023 study published in the Journal of Medicinal Chemistry revealed that this compound effectively targets the COX-2 enzyme, showing higher selectivity and lower gastrointestinal toxicity compared to traditional nonsteroidal anti-inflammatory drugs (NSAIDs). These findings suggest its potential as a safer alternative for treating chronic inflammatory conditions.

In addition to its anti-inflammatory properties, 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole has shown notable activity in cancer research. A preclinical study conducted by researchers at the National Cancer Institute (NCI) in 2024 demonstrated that the compound induces apoptosis in certain cancer cell lines by modulating the PI3K/AKT/mTOR signaling pathway. The study also highlighted its synergistic effects when combined with conventional chemotherapeutic agents, paving the way for further investigations into combination therapies.

The synthesis and optimization of 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole have also been a focal point of recent research. A team from the Massachusetts Institute of Technology (MIT) developed a novel, scalable synthesis route for this compound, as detailed in a 2023 publication in Organic Letters. Their method utilizes a one-pot reaction under mild conditions, significantly improving yield and reducing environmental impact compared to traditional approaches. This advancement is expected to facilitate broader accessibility for both academic and industrial research.

Despite these promising developments, challenges remain in the clinical translation of 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole. Pharmacokinetic studies indicate that the compound has moderate bioavailability, necessitating further structural modifications or formulation strategies to enhance its therapeutic efficacy. Ongoing research is exploring prodrug derivatives and nanoparticle-based delivery systems to address these limitations.

In conclusion, 3-Trifluoromethyl-5-(p-tolyl)-1H-pyrazole (CAS: 219986-64-8) represents a versatile scaffold with significant potential in drug discovery. Its dual anti-inflammatory and anticancer activities, coupled with recent advancements in synthesis, position it as a compelling candidate for future therapeutic development. Continued research efforts should focus on optimizing its pharmacokinetic profile and elucidating its mechanisms of action to unlock its full clinical potential.

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