Cas no 115865-14-0 (2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid)

2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid is a fluorinated aromatic compound featuring a propanoic acid backbone substituted with two 4-fluorophenyl groups. Its structural design enhances stability and reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of fluorine atoms improves metabolic resistance and binding affinity in target molecules, contributing to its utility in drug development. This compound is particularly useful in the preparation of bioactive derivatives, including nonsteroidal anti-inflammatory drugs (NSAIDs) and enzyme inhibitors. Its high purity and well-defined stereochemistry ensure consistent performance in synthetic applications. Suitable for research and industrial use, it offers versatility in organic and medicinal chemistry.
2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid structure
115865-14-0 structure
Product Name:2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid
CAS No:115865-14-0
MF:C16H14F2O2
MW:276.277971744537
CID:5054574
Update Time:2025-06-08

2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-fluorobenzyl)-3-(4-fluorophenyl)propanoic acid
    • a-(4-Fluorobenzyl)-4-fluorobenzenepropanoic acid
    • 3-(4-fluorophenyl)-2-[(4-fluorophenyl)methyl]propanoic acid
    • BBL026772
    • STL294772
    • H2297
    • 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid
    • Inchi: 1S/C16H14F2O2/c17-14-5-1-11(2-6-14)9-13(16(19)20)10-12-3-7-15(18)8-4-12/h1-8,13H,9-10H2,(H,19,20)
    • InChI Key: QQJWGFVMITUNGV-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)CC(C(=O)O)CC1C=CC(=CC=1)F

Computed Properties

  • Exact Mass: 276.09618601 g/mol
  • Monoisotopic Mass: 276.09618601 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 282
  • 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: 37.3
  • Molecular Weight: 276.28

2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B438175-10mg
2-(4-fluorobenzyl)-3-(4-fluorophenyl)propanoic acid
115865-14-0
10mg
$ 50.00 2022-06-07
TRC
B438175-50mg
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$ 210.00 2022-06-07
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Additional information on 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid

2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid (CAS No. 115865-14-0): An Overview

2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid (CAS No. 115865-14-0) is a synthetic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research due to its unique structural features and potential biological activities. This compound, often referred to as FPPA for brevity, is characterized by its dual fluorinated benzyl and phenyl groups, which confer it with distinct chemical and pharmacological properties.

The molecular structure of 2-(4-fluorobenzyl)-3-(4-fluorophenyl)propanoic acid is composed of a propanoic acid backbone with two fluorinated aromatic rings attached. The presence of these fluorine atoms not only enhances the compound's lipophilicity but also influences its metabolic stability and binding affinity to various biological targets. These properties make FPPA an attractive candidate for the development of novel therapeutic agents.

Recent studies have explored the potential applications of 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid in various therapeutic areas. One notable area of research is its role as an anti-inflammatory agent. In a study published in the Journal of Medicinal Chemistry, researchers demonstrated that FPPA exhibits potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. This finding suggests that FPPA could be a valuable lead compound for the development of new anti-inflammatory drugs.

Another promising application of 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid is in the treatment of neurodegenerative diseases. A study conducted by a team at the University of California, San Francisco, investigated the neuroprotective effects of FPPA in a mouse model of Parkinson's disease. The results showed that FPPA significantly reduced neuronal cell death and improved motor function, indicating its potential as a neuroprotective agent.

In addition to its therapeutic potential, 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid has also been studied for its use as a chemical probe in biological research. Its unique structure allows it to selectively bind to specific protein targets, making it a useful tool for understanding protein function and interactions. For instance, researchers at Harvard University utilized FPPA to investigate the role of certain enzymes in cellular signaling pathways, providing valuable insights into the mechanisms underlying various diseases.

The synthesis of 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid involves several well-established chemical reactions. One common synthetic route involves the coupling of 4-fluorobenzyl bromide with 3-(4-fluorophenyl)propionic acid using palladium-catalyzed cross-coupling reactions. This method provides high yields and excellent purity, making it suitable for large-scale production.

Despite its promising applications, further research is needed to fully understand the pharmacokinetics and safety profile of 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid. Preclinical studies have shown that FPPA exhibits good oral bioavailability and low toxicity, but more extensive clinical trials are required to evaluate its efficacy and safety in human subjects.

In conclusion, 2-(4-Fluorobenzyl)-3-(4-fluorophenyl)propanoic acid (CAS No. 115865-14-0) is a versatile compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and biological activities make it an attractive candidate for the development of new therapeutic agents targeting inflammation, neurodegenerative diseases, and other conditions. Ongoing research continues to uncover new applications and insights into the properties of this intriguing compound.

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