Cas no 1221793-66-3 (4,6-Difluoro-1H-benzodimidazol-2(3H)-one)

4,6-Difluoro-1H-benzodimidazol-2(3H)-one is a fluorinated benzimidazole derivative with notable applications in pharmaceutical and agrochemical research. Its unique structure, featuring fluorine substituents at the 4 and 6 positions, enhances its reactivity and binding affinity, making it a valuable intermediate in the synthesis of bioactive compounds. The compound's stability and electron-withdrawing properties contribute to its utility in heterocyclic chemistry, particularly in the development of enzyme inhibitors and antimicrobial agents. Its well-defined molecular framework allows for precise modifications, facilitating targeted drug design. This compound is typically handled under controlled conditions due to its sensitivity, ensuring optimal performance in specialized synthetic pathways.
4,6-Difluoro-1H-benzodimidazol-2(3H)-one structure
1221793-66-3 structure
Product Name:4,6-Difluoro-1H-benzodimidazol-2(3H)-one
CAS No:1221793-66-3
MF:C7H4F2N2O
MW:170.116268157959
CID:1025149
PubChem ID:23354131
Update Time:2025-08-05

4,6-Difluoro-1H-benzodimidazol-2(3H)-one Chemical and Physical Properties

Names and Identifiers

    • 4,6-Difluoro-1H-benzo[d]imidazol-2(3H)-one
    • 4,6-difluoro-1,3-dihydrobenzimidazol-2-one
    • CS-0140332
    • SCHEMBL8873233
    • MFCD16036122
    • AKOS017407152
    • 4,6-difluoro-1,3-dihydro-1,3-benzodiazol-2-one
    • 4,6-Difluoro-1,3-dihydro-2H-benzo[d]imidazol-2-one
    • A891186
    • SCHEMBL20919828
    • 4,6-Difluoro-1,3-dihydro-2H-benzimidazol-2-one
    • BS-21257
    • AKOS006334203
    • DB-348944
    • AT32411
    • DTXSID70633304
    • 1221793-66-3
    • 2H-Benzimidazol-2-one, 4,6-difluoro-1,3-dihydro-
    • 4,6-Difluoro-1H-benzodimidazol-2(3H)-one
    • MDL: MFCD16036122
    • Inchi: 1S/C7H4F2N2O/c8-3-1-4(9)6-5(2-3)10-7(12)11-6/h1-2H,(H2,10,11,12)
    • InChI Key: WYUDQMPZFGJEFY-UHFFFAOYSA-N
    • SMILES: FC1=CC(=CC2=C1NC(N2)=O)F

Computed Properties

  • Exact Mass: 170.02900
  • Monoisotopic Mass: 170.02916908g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 212
  • 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: 0.8
  • Topological Polar Surface Area: 41.1?2

Experimental Properties

  • PSA: 48.65000
  • LogP: 1.13440

4,6-Difluoro-1H-benzodimidazol-2(3H)-one Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4,6-Difluoro-1H-benzodimidazol-2(3H)-one Pricemore >>

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Additional information on 4,6-Difluoro-1H-benzodimidazol-2(3H)-one

Recent Advances in the Study of 4,6-Difluoro-1H-benzodimidazol-2(3H)-one (CAS: 1221793-66-3)

4,6-Difluoro-1H-benzodimidazol-2(3H)-one (CAS: 1221793-66-3) is a fluorinated benzimidazole derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug discovery and development. Recent studies have explored its utility as a key intermediate in the synthesis of novel therapeutic agents, particularly in the areas of oncology and infectious diseases. This research briefing provides an overview of the latest findings related to this compound, highlighting its chemical properties, biological activities, and potential clinical applications.

One of the most notable advancements in the study of 4,6-Difluoro-1H-benzodimidazol-2(3H)-one is its role in the development of kinase inhibitors. Kinases are critical targets in cancer therapy, and the fluorinated benzimidazole scaffold has been shown to enhance the binding affinity and selectivity of these inhibitors. Recent publications have demonstrated that derivatives of this compound exhibit potent inhibitory activity against a range of kinases, including those implicated in tumor growth and metastasis. These findings suggest that 4,6-Difluoro-1H-benzodimidazol-2(3H)-one could serve as a valuable building block for the design of next-generation anticancer drugs.

In addition to its applications in oncology, 4,6-Difluoro-1H-benzodimidazol-2(3H)-one has also been investigated for its antimicrobial properties. Studies have revealed that this compound and its derivatives exhibit broad-spectrum activity against both Gram-positive and Gram-negative bacteria, as well as certain fungal pathogens. The mechanism of action appears to involve interference with microbial DNA replication and cell wall synthesis, making it a promising candidate for the development of new antibiotics. Researchers are currently optimizing the chemical structure to improve its pharmacokinetic profile and reduce potential toxicity.

Another area of interest is the use of 4,6-Difluoro-1H-benzodimidazol-2(3H)-one in the synthesis of fluorescent probes for biological imaging. The fluorinated benzimidazole core provides a unique photophysical profile, enabling the development of probes with high sensitivity and specificity for detecting cellular processes. Recent work has focused on tailoring these probes for real-time imaging of enzyme activity and protein-protein interactions, which could have significant implications for both basic research and diagnostic applications.

Despite these promising developments, challenges remain in the practical application of 4,6-Difluoro-1H-benzodimidazol-2(3H)-one. Issues such as solubility, stability, and bioavailability need to be addressed to fully realize its potential in drug development. Ongoing research is exploring various formulation strategies, including nanoparticle-based delivery systems, to overcome these limitations. Furthermore, toxicological studies are being conducted to ensure the safety of this compound and its derivatives for clinical use.

In conclusion, 4,6-Difluoro-1H-benzodimidazol-2(3H)-one (CAS: 1221793-66-3) represents a versatile and promising scaffold in chemical biology and pharmaceutical research. Its applications span from kinase inhibitors and antimicrobial agents to fluorescent probes, highlighting its broad utility. As research continues to uncover new insights into its properties and mechanisms of action, this compound is poised to play a pivotal role in the development of innovative therapeutics and diagnostic tools. Future studies will likely focus on optimizing its chemical derivatives and exploring novel applications in emerging fields such as personalized medicine and targeted therapy.

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