Cas no 1000547-15-8 (3-(Difluoromethyl)benzeneacetic Acid)

3-(Difluoromethyl)benzeneacetic acid is a fluorinated aromatic compound characterized by the presence of a difluoromethyl group adjacent to an acetic acid moiety. This structural feature enhances its utility as a versatile intermediate in pharmaceutical and agrochemical synthesis. The difluoromethyl group imparts improved metabolic stability and lipophilicity, making it valuable for modifying bioactive molecules. Its acetic acid functionality allows for further derivatization, enabling the formation of esters, amides, or other derivatives. The compound is particularly useful in medicinal chemistry for the development of enzyme inhibitors and receptor modulators. High purity grades ensure consistent performance in synthetic applications. Proper handling and storage are recommended due to its reactive carboxyl group.
3-(Difluoromethyl)benzeneacetic Acid structure
1000547-15-8 structure
Product Name:3-(Difluoromethyl)benzeneacetic Acid
CAS No:1000547-15-8
MF:C9H8F2O2
MW:186.155429840088
CID:867216
PubChem ID:55268128
Update Time:2025-06-11

3-(Difluoromethyl)benzeneacetic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-(3-(Difluoromethyl)phenyl)acetic acid
    • 2-[3-(difluoromethyl)phenyl]acetic acid
    • [3-(Difluoromethyl)phenyl]acetic acid
    • NE19193
    • Benzeneacetic acid, 3-(difluoromethyl)-
    • Z1814381834
    • 3-(Difluoromethyl)benzeneacetic Acid
    • Inchi: 1S/C9H8F2O2/c10-9(11)7-3-1-2-6(4-7)5-8(12)13/h1-4,9H,5H2,(H,12,13)
    • InChI Key: KDYGLVQGRMDQBI-UHFFFAOYSA-N
    • SMILES: FC(C1=CC=CC(CC(=O)O)=C1)F

Computed Properties

  • Exact Mass: 186.04923582g/mol
  • Monoisotopic Mass: 186.04923582g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 183
  • 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: 2.2
  • Topological Polar Surface Area: 37.3

3-(Difluoromethyl)benzeneacetic Acid Pricemore >>

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Additional information on 3-(Difluoromethyl)benzeneacetic Acid

Recent Advances in the Study of 3-(Difluoromethyl)benzeneacetic Acid (CAS: 1000547-15-8)

3-(Difluoromethyl)benzeneacetic Acid (CAS: 1000547-15-8) has emerged as a compound of significant interest in the field of chemical biology and pharmaceutical research. This compound, characterized by its difluoromethyl group attached to a benzeneacetic acid backbone, has shown promising potential in various therapeutic applications. Recent studies have focused on its synthesis, pharmacological properties, and potential as a building block for more complex molecules in drug discovery.

One of the key areas of research has been the optimization of synthetic routes for 3-(Difluoromethyl)benzeneacetic Acid. A study published in the Journal of Medicinal Chemistry (2023) demonstrated a novel, high-yield synthesis method that reduces production costs and improves scalability. The method involves a palladium-catalyzed cross-coupling reaction, which has been shown to be highly efficient for introducing the difluoromethyl group into the benzeneacetic acid framework.

Pharmacological evaluations of 3-(Difluoromethyl)benzeneacetic Acid have revealed its potential as an anti-inflammatory agent. In vitro studies have shown that the compound inhibits key inflammatory mediators such as COX-2 and TNF-α, with an IC50 value comparable to existing non-steroidal anti-inflammatory drugs (NSAIDs). Further in vivo studies in rodent models have confirmed its efficacy in reducing inflammation with fewer gastrointestinal side effects than traditional NSAIDs.

Another promising application of 3-(Difluoromethyl)benzeneacetic Acid is in the development of kinase inhibitors. Researchers have utilized this compound as a core structure to design novel inhibitors targeting specific kinases involved in cancer progression. Preliminary results from cell-based assays indicate that derivatives of this compound show selective inhibition of certain oncogenic kinases while sparing normal cells, suggesting potential for targeted cancer therapies.

The metabolic stability and pharmacokinetic properties of 3-(Difluoromethyl)benzeneacetic Acid have also been investigated. Studies have shown that the difluoromethyl group enhances metabolic stability compared to non-fluorinated analogs, leading to improved oral bioavailability and longer half-life in preclinical models. These findings support its potential as a lead compound for further drug development.

Recent computational studies have provided insights into the molecular interactions of 3-(Difluoromethyl)benzeneacetic Acid with various biological targets. Molecular docking simulations have revealed that the difluoromethyl group plays a crucial role in forming stable hydrogen bonds with target proteins, explaining the observed biological activity. These computational models are being used to guide the design of more potent derivatives.

In conclusion, 3-(Difluoromethyl)benzeneacetic Acid (CAS: 1000547-15-8) represents a versatile compound with multiple therapeutic applications. Ongoing research continues to explore its potential in various disease areas, with particular focus on inflammation and oncology. The development of efficient synthetic methods and the elucidation of its mechanism of action provide a solid foundation for future drug discovery efforts centered around this promising chemical entity.

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