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CS-W001157 4
Total: USD 88.00

5,6-Difluorobenzimidazole

  • CAS No. 78581-99-4

  • Cat. No. CS-0044504
  • Purity≥97%
  • MDL No.MFCD02031530

*For research and further manufacturing use only, not for direct human use.

5,6-Difluorobenzimidazole|CS-0044504

Structure of 78581-99-4

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General Information

  • CAS No. 78581-99-4
  • Cat. No. CS-0044504
  • Purity ≥97%
  • MDL No. MFCD02031530
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₂N₂
  • Molecular Weight 154.12
  • Synonym(s) 1H-Benzimidazole,5,6-difluoro-(9CI)
  • SMILES FC1=C(F)C=C2N=CNC2=C1

Description

5,6-Difluorobenzimidazole features a fluorinated benzimidazole core with enhanced electron deficiency, enabling robust coupling in transition metal-catalyzed reactions. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds and bioactive molecules, offering improved metabolic stability and membrane permeability.

Application

5,6-Difluorobenzimidazole serves as a valuable heterocyclic building block in medicinal chemistry, offering enhanced metabolic stability and modulated basicity due to the electron-withdrawing fluorine substituents. It functions as a key scaffold in kinase inhibitors and CNS-targeted therapeutics, enabling efficient coupling reactions via its imidazole nitrogen atoms. The compound exhibits good bench stability, facilitates straightforward purification, and demonstrates broad compatibility with standard cross-coupling and derivatization protocols.

Synthesis

  • Route1

    References

    • US2008/119496 A1, ; Page/Page column 9 ;
  • Route2
    • In-stock
      1,2-Diamino-4,5-difluorobenzene|CS-W007638
      76179-40-3
    • null|null
      122-51-0
    • ~87%
    • In-stock
      5,6-Difluorobenzimidazole|CS-0044504
      78581-99-4

    References

    • Synthesis (Germany), , vol. 45, # 2 art. no. SS-2012-T0784-OP, p. 272 - 280
  • Route3
    • null|null
      64-18-6
    • In-stock
      1,2-Diamino-4,5-difluorobenzene|CS-W007638
      76179-40-3
    • ~%
    • In-stock
      5,6-Difluorobenzimidazole|CS-0044504
      78581-99-4

    References

    • New Journal of Chemistry, , vol. 30, # 5 p. 803 - 809

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.8411
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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