Cas no 850429-64-0 (4,5-difluoroindolin-2-one)

4,5-Difluoroindolin-2-one is a fluorinated heterocyclic compound featuring an indolin-2-one core with fluorine substitutions at the 4 and 5 positions. This structural modification enhances its utility as a versatile intermediate in pharmaceutical and agrochemical synthesis. The presence of fluorine atoms improves metabolic stability, lipophilicity, and binding affinity, making it valuable for developing bioactive molecules. Its well-defined reactivity allows for selective functionalization, enabling applications in medicinal chemistry, particularly in kinase inhibitor design and other targeted therapies. The compound is characterized by high purity and consistent performance, ensuring reliability in research and industrial processes. Its synthetic flexibility and stability under various conditions further underscore its utility in advanced chemical applications.
4,5-difluoroindolin-2-one structure
4,5-difluoroindolin-2-one structure
Product Name:4,5-difluoroindolin-2-one
CAS No:850429-64-0
MF:C8H5F2NO
MW:169.128208875656
MDL:MFCD04112481
CID:729804
PubChem ID:3731011
Update Time:2025-10-28

4,5-difluoroindolin-2-one Chemical and Physical Properties

Names and Identifiers

    • 4,5-Difluoroindolin-2-one
    • 2H-Indol-2-one,4,5-difluoro-1,3-dihydro-
    • 4,5-difluoro-1,3-dihydroindol-2-one
    • 4,5-Difluorooxindole
    • 4,5-DIFLUORO-2,3-DIHYDRO-1H-INDOL-2-ONE
    • PubChem7166
    • 2H-Indol-2-one, 4,5-difluoro-1,3-dihydro-
    • 4,5-Difluoroindoline-2-one
    • YUPHSWQGQCGBQH-UHFFFAOYSA-N
    • BH165
    • SBB088235
    • PC1739
    • FCH921024
    • AB17537
    • 4,5-difluoro-1,3-dihydro-indol-2-one
    • AX8022849
    • AB1005652
    • V8
    • 4,5-Difluoro-1,3-dihydro-2H-indol-2-one (ACI)
    • 4,5-Difluoro-1,3-dihydro-2H-indol-2-one
    • AKOS006343007
    • AS-58410
    • DB-028655
    • MFCD04112481
    • D70637
    • DTXSID80395648
    • CS-0149734
    • 850429-64-0
    • SCHEMBL2076100
    • 4,5-difluoroindolin-2-one
    • MDL: MFCD04112481
    • Inchi: 1S/C8H5F2NO/c9-5-1-2-6-4(8(5)10)3-7(12)11-6/h1-2H,3H2,(H,11,12)
    • InChI Key: YUPHSWQGQCGBQH-UHFFFAOYSA-N
    • SMILES: O=C1CC2C(=CC=C(C=2F)F)N1

Computed Properties

  • Exact Mass: 169.03400
  • Monoisotopic Mass: 169.03392011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 209
  • 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
  • Topological Polar Surface Area: 29.1
  • XLogP3: 1

Experimental Properties

  • Melting Point: 194-198
  • PSA: 29.10000
  • LogP: 1.59740

4,5-difluoroindolin-2-one Security Information

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Additional information on 4,5-difluoroindolin-2-one

4,5-Difluoroindolin-2-One: A Comprehensive Overview

The compound 4,5-difluoroindolin-2-one, identified by the CAS registry number 850429-64-0, is a significant molecule in the field of organic chemistry. This compound belongs to the class of indolinones, which are known for their versatile applications in drug discovery, materials science, and chemical synthesis. The structure of 4,5-difluoroindolin-2-one features a bicyclic framework with a ketone group at position 2 and fluorine substituents at positions 4 and 5. These substituents play a crucial role in modulating the electronic properties and reactivity of the molecule.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 4,5-difluoroindolin-2-one. Researchers have employed various strategies, including one-pot synthesis and catalytic processes, to achieve high yields and purity. The fluorine atoms at positions 4 and 5 not only enhance the stability of the molecule but also contribute to its unique electronic characteristics. These properties make it an attractive candidate for applications in fluorescence sensing, optoelectronics, and drug delivery systems.

In terms of biological activity, 4,5-difluoroindolin-2-one has shown promising results in preliminary studies. It exhibits moderate inhibitory effects on certain enzymes associated with neurodegenerative diseases, such as acetylcholinesterase (AChE). This suggests potential applications in the development of therapeutic agents for Alzheimer's disease and related conditions. Furthermore, its fluorescence properties have been leveraged in bioimaging applications, where it serves as a probe for detecting specific biomolecules within cellular environments.

The structural versatility of 4,5-difluoroindolin-2-one has also made it a valuable building block in medicinal chemistry. By introducing additional functional groups or modifying the existing substituents, researchers can tailor its properties to suit specific biological targets. For instance, recent studies have explored the use of this compound as a scaffold for designing kinase inhibitors and anti-inflammatory agents.

From a materials science perspective, 4,5-difluoroindolin-2-one has demonstrated potential as a precursor for advanced materials such as organic semiconductors and light-emitting diodes (OLEDs). Its ability to form stable charge transfer complexes makes it an appealing candidate for next-generation electronic devices. Additionally, its thermal stability and photoluminescence properties have been exploited in the development of sensors for environmental monitoring.

In conclusion, 4,5-difluoroindolin-2-one (CAS No. 850429-64-0) is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical structure and functional properties continue to drive innovative research efforts aimed at unlocking its full potential. As advancements in synthetic techniques and materials science progress, this compound is poised to play an increasingly important role in both academic research and industrial applications.

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