Cas no 1261912-59-7 (3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid)

3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid is a fluorinated aromatic carboxylic acid derivative with a methoxycarbonyl substituent, offering unique reactivity and structural features for synthetic applications. The presence of both fluorine and trifluoromethyl groups enhances its electron-withdrawing properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The carboxyl group provides a versatile handle for further functionalization, while the methoxycarbonyl moiety can be hydrolyzed or transformed under mild conditions. Its well-defined structure ensures consistent performance in coupling reactions, esterifications, and other transformations. This compound is particularly useful in the development of bioactive molecules due to its balanced lipophilicity and metabolic stability.
3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid structure
1261912-59-7 structure
Product Name:3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid
CAS No:1261912-59-7
MF:C16H10F4O4
MW:342.241818904877
MDL:MFCD18322213
CID:2763033
PubChem ID:53228043
Update Time:2025-11-02

3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • DTXSID80691576
    • 1261912-59-7
    • 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid, 95%
    • 3-(4-FLUORO-3-METHOXYCARBONYLPHENYL)-5-TRIFLUOROMETHYLBENZOIC ACID
    • MFCD18322213
    • 4'-Fluoro-3'-(methoxycarbonyl)-5-(trifluoromethyl)[1,1'-biphenyl]-3-carboxylic acid
    • 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid
    • MDL: MFCD18322213
    • Inchi: 1S/C16H10F4O4/c1-24-15(23)12-7-8(2-3-13(12)17)9-4-10(14(21)22)6-11(5-9)16(18,19)20/h2-7H,1H3,(H,21,22)
    • InChI Key: QYVKYWOUAJABCY-UHFFFAOYSA-N
    • SMILES: FC(C1=CC(C(=O)O)=CC(=C1)C1C=CC(=C(C(=O)OC)C=1)F)(F)F

Computed Properties

  • Exact Mass: 342.05152144Da
  • Monoisotopic Mass: 342.05152144Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 4
  • Complexity: 479
  • 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: 3.9
  • Topological Polar Surface Area: 63.6?2

3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB329488-5 g
3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid, 95%; .
1261912-59-7 95%
5g
€1159.00 2023-04-26
abcr
AB329488-5g
3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid, 95%; .
1261912-59-7 95%
5g
€1159.00 2024-06-08

3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid Related Literature

Additional information on 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid

Recent Advances in the Study of 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid (CAS: 1261912-59-7)

3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid (CAS: 1261912-59-7) is a fluorinated benzoic acid derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its trifluoromethyl and fluoro-methoxycarbonyl substituents, exhibits unique physicochemical properties that make it a promising candidate for drug development. Recent studies have explored its potential applications in medicinal chemistry, particularly in the design of enzyme inhibitors and receptor modulators.

A 2023 study published in the Journal of Medicinal Chemistry investigated the role of 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid as a key intermediate in the synthesis of novel kinase inhibitors. The researchers demonstrated that the compound's fluorinated aromatic ring system enhances binding affinity to target proteins, while the carboxylic acid moiety facilitates interactions with active site residues. Molecular docking simulations revealed that this compound exhibits high selectivity for specific kinase isoforms, suggesting its potential as a scaffold for targeted cancer therapies.

In the context of metabolic disease research, a recent preprint on bioRxiv (2024) highlighted the compound's utility as a peroxisome proliferator-activated receptor (PPAR) modulator. The study employed 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid as a chemical probe to investigate PPARγ partial agonism, with results indicating improved glucose uptake in adipocyte models without the adverse effects associated with full agonists. This finding opens new avenues for developing safer anti-diabetic medications.

From a synthetic chemistry perspective, advancements in the preparation of 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid have been reported in Organic Process Research & Development (2023). The new synthetic route features a palladium-catalyzed cross-coupling step that improves yield (82% vs previous 65%) while reducing heavy metal contamination. This process innovation addresses previous scalability challenges and enhances the compound's viability for industrial-scale pharmaceutical production.

Ongoing clinical research (Phase I trials as of Q2 2024) is evaluating derivatives of 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid as potential treatments for inflammatory bowel disease. Preliminary data suggest that structural modifications to the parent compound can fine-tune its immunomodulatory properties while maintaining favorable pharmacokinetic profiles. These developments underscore the compound's versatility as a pharmacophore in drug discovery pipelines.

As research progresses, the unique combination of fluorine atoms and aromatic systems in 3-(4-Fluoro-3-methoxycarbonylphenyl)-5-trifluoromethylbenzoic acid continues to reveal novel structure-activity relationships. Future directions include exploration of its applications in PET radiopharmaceuticals (leveraging the fluorine-18 isotope) and as a building block for covalent inhibitor design through its reactive carboxyl group. The compound's evolving role in chemical biology highlights its importance as both a tool compound and potential therapeutic agent.

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