Cas no 651734-62-2 (3-Ethoxy-2,6-difluorobenzoic Acid)

3-Ethoxy-2,6-difluorobenzoic Acid is a fluorinated benzoic acid derivative characterized by its ethoxy and difluoro substituents, which enhance its reactivity and utility in synthetic chemistry. This compound serves as a versatile intermediate in pharmaceutical and agrochemical applications, particularly in the synthesis of active ingredients requiring selective fluorination. The presence of fluorine atoms improves metabolic stability and bioavailability, while the ethoxy group contributes to solubility and functional group compatibility. Its high purity and well-defined structure make it suitable for precision reactions, including cross-coupling and carboxylation processes. The compound is typically handled under controlled conditions due to its sensitivity to moisture and light.
3-Ethoxy-2,6-difluorobenzoic Acid structure
651734-62-2 structure
Product Name:3-Ethoxy-2,6-difluorobenzoic Acid
CAS No:651734-62-2
MF:C9H8F2O3
MW:202.154829978943
MDL:MFCD11519368
CID:403796
PubChem ID:18444708
Update Time:2025-06-08

3-Ethoxy-2,6-difluorobenzoic Acid Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 3-ethoxy-2,6-difluoro-
    • 3-Ethoxy-2,6-difluorobenzoic acid
    • AS-35533
    • CS-0190905
    • 3-ETHOXY-2,6-DIFLUOROBENZOICACID
    • Z1269157393
    • MFCD11519368
    • SCHEMBL4398112
    • EN300-120240
    • AKOS015956832
    • 651734-62-2
    • DTXSID90593835
    • DB-285641
    • 3-ethoxy-2,6-difluoro-benzoic acid
    • Benzoic acid, 3-ethoxy-2,6-difluoro- (9CI)
    • 3-Ethoxy-2,6-difluorobenzoic Acid
    • MDL: MFCD11519368
    • Inchi: 1S/C9H8F2O3/c1-2-14-6-4-3-5(10)7(8(6)11)9(12)13/h3-4H,2H2,1H3,(H,12,13)
    • InChI Key: JOQRIDVHSRHQMD-UHFFFAOYSA-N
    • SMILES: FC1C(C(=O)O)=C(C=CC=1OCC)F

Computed Properties

  • Exact Mass: 202.04414
  • Monoisotopic Mass: 202.04415044g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 210
  • 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
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53

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Additional information on 3-Ethoxy-2,6-difluorobenzoic Acid

Recent Advances in the Application of 3-Ethoxy-2,6-difluorobenzoic Acid (CAS: 651734-62-2) in Chemical Biology and Pharmaceutical Research

3-Ethoxy-2,6-difluorobenzoic Acid (CAS: 651734-62-2) is a fluorinated benzoic acid derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, particularly in the development of novel therapeutics targeting inflammatory diseases, cancer, and infectious diseases. The unique electronic properties imparted by the fluorine atoms and the ethoxy substituent make this compound a valuable building block for drug discovery and medicinal chemistry.

Recent studies have highlighted the role of 3-Ethoxy-2,6-difluorobenzoic Acid in the synthesis of small-molecule inhibitors targeting protein kinases and other enzymes involved in disease pathways. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the development of potent inhibitors of the JAK-STAT signaling pathway, which is implicated in autoimmune disorders. The compound's ability to modulate electronic and steric properties of the resulting inhibitors was found to enhance their binding affinity and selectivity.

In addition to its applications in drug discovery, 3-Ethoxy-2,6-difluorobenzoic Acid has been employed in the design of fluorescent probes for biological imaging. A recent publication in ACS Chemical Biology (2024) described its incorporation into a fluorogenic probe for detecting reactive oxygen species (ROS) in live cells. The probe exhibited high sensitivity and specificity, enabling real-time monitoring of oxidative stress in disease models. This advancement underscores the compound's potential in chemical biology tools development.

The synthetic accessibility of 3-Ethoxy-2,6-difluorobenzoic Acid has also been a focus of recent research. A 2024 study in Organic Process Research & Development reported an optimized, scalable synthesis route with improved yield and purity, addressing previous challenges in large-scale production. This development is particularly significant for pharmaceutical applications where consistent quality and availability of the intermediate are crucial.

Looking forward, researchers are exploring the potential of 3-Ethoxy-2,6-difluorobenzoic Acid in emerging areas such as targeted protein degradation and covalent inhibitor design. Preliminary results from ongoing studies suggest that derivatives of this compound may serve as effective warheads for PROTACs (Proteolysis Targeting Chimeras), opening new avenues for drug discovery. The compound's unique structural features continue to make it a valuable asset in the medicinal chemist's toolbox.

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