Cas no 1214384-09-4 (4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid)

4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid is a fluorinated biphenyl derivative featuring a carboxylic acid functional group and a methoxy substituent. This compound is valued in organic synthesis and pharmaceutical research for its structural versatility, serving as a key intermediate in the development of bioactive molecules. The fluorine atom enhances metabolic stability and binding affinity, while the carboxylic acid group allows for further derivatization. Its well-defined crystalline structure ensures high purity and reproducibility in reactions. This compound is particularly useful in medicinal chemistry for designing enzyme inhibitors or receptor modulators, where precise electronic and steric properties are critical. Suitable for controlled reactions under standard laboratory conditions.
4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid structure
1214384-09-4 structure
Product Name:4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid
CAS No:1214384-09-4
MF:C14H11FO3
MW:246.233747720718
MDL:MFCD14699843
CID:2617634
Update Time:2025-11-01

4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 4-(4-fluorophenyl)-3-methoxybenzoic acid
    • 4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid
    • 4'-Fluoro-2-methoxy[1,1'-biphenyl]-4-carboxylic acid
    • MDL: MFCD14699843
    • Inchi: 1S/C14H11FO3/c1-18-13-8-10(14(16)17)4-7-12(13)9-2-5-11(15)6-3-9/h2-8H,1H3,(H,16,17)
    • InChI Key: HBBPHXKONHXRPS-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1C=CC(C(=O)O)=CC=1OC

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 287
  • Topological Polar Surface Area: 46.5

4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid Pricemore >>

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abcr
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Additional information on 4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid

Research Brief on 4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid (CAS: 1214384-09-4) in Chemical Biology and Pharmaceutical Applications

4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid (CAS: 1214384-09-4) is a biphenyl derivative that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug development. This compound, characterized by its fluorine and methoxy functional groups, serves as a versatile intermediate in the synthesis of bioactive molecules. Recent studies have explored its role in the design of novel therapeutic agents, particularly in the context of inflammation, oncology, and central nervous system (CNS) disorders. This research brief synthesizes the latest findings on this compound, highlighting its chemical properties, synthetic pathways, and pharmacological potential.

The structural uniqueness of 4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid lies in its biphenyl scaffold, which is known to enhance binding affinity to various biological targets. The fluorine atom at the 4' position and the methoxy group at the 2 position contribute to its electronic and steric properties, making it an attractive candidate for structure-activity relationship (SAR) studies. Recent synthetic methodologies have focused on optimizing the yield and purity of this compound, with advancements in catalytic cross-coupling reactions and green chemistry approaches. These developments are critical for scaling up production and ensuring reproducibility in pharmaceutical applications.

In the realm of drug discovery, 4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid has been investigated as a key building block for the development of small-molecule inhibitors. For instance, it has been incorporated into the design of kinase inhibitors targeting aberrant signaling pathways in cancer. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the synthesis of potent BRAF V600E inhibitors, which are relevant for treating melanoma. The compound's ability to modulate protein-protein interactions (PPIs) has also been explored, with promising results in disrupting inflammatory cascades mediated by NF-κB.

Beyond oncology, this compound has shown potential in CNS drug development. Research published in ACS Chemical Neuroscience (2024) revealed its incorporation into novel analogs of serotonin receptor modulators, which exhibited improved blood-brain barrier (BBB) penetration and selectivity. These findings underscore the compound's versatility in addressing unmet medical needs in neuropsychiatric disorders. Additionally, its metabolic stability and low toxicity profile, as evidenced by in vitro and in vivo studies, further support its candidacy for preclinical development.

Despite these advancements, challenges remain in fully elucidating the compound's mechanism of action and optimizing its pharmacokinetic properties. Future research directions may include computational modeling to predict its interactions with off-target proteins and the development of prodrug strategies to enhance bioavailability. Collaborative efforts between academic institutions and pharmaceutical companies are expected to accelerate the translation of these findings into clinical applications. In conclusion, 4'-Fluoro-2-methoxybiphenyl-4-carboxylic acid represents a promising scaffold in chemical biology, with broad implications for next-generation therapeutics.

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