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CS-W001157 4
Total: USD 88.00

5-Fluoro-1H-benzo[d]imidazole

  • CAS No. 1977-72-6

  • Cat. No. CS-W005827
  • Purity≥98%
  • MDL No.MFCD00792438

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

5-Fluoro-1H-benzo[d]imidazole|CS-W005827

Structure of 1977-72-6

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General Information

  • CAS No. 1977-72-6
  • Cat. No. CS-W005827
  • Purity ≥98%
  • MDL No. MFCD00792438
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂
  • Molecular Weight 136.13
  • Synonym(s) 1H-Benzimidazole,5-Fluoro-
  • SMILES FC1=CC=C2NC=NC2=C1

Description

5-Fluoro-1H-benzo[d]imidazole features a fluorinated benzene ring fused to an imidazole core, delivering enhanced electron-withdrawing character and improved metabolic stability. This structural motif enables direct incorporation into bioactive scaffolds for medicinal chemistry applications, particularly in kinase inhibitors and CNS-targeted compounds. The fluorine substituent enhances membrane permeability and modulates electronic properties without significant steric perturbation.

Application

5-Fluoro-1H-benzo[d]imidazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through standard coupling and functionalization reactions. Its fluorinated aromatic core enhances metabolic stability and modulates electronic properties, while the imidazole nitrogen offers predictable coordination and hydrogen-bonding capability. Bench-stable and readily purified, it functions effectively in Pd-catalyzed cross-couplings, electrophilic substitutions, and as a key motif in kinase inhibitor and CNS-targeted compound development.

Synthesis

  • Route1

    References

    • Pu, Shuai; Liang, Qiuxiang; Luo, Xi; Luo, Juan Journal of Chemical Research, 2014 , vol. 38, # 2 p. 118 - 120
  • Route2
    • null|null
      64-18-6
    • In-stock
      4-Fluorobenzene-1,2-diamine|CS-W007604
      367-31-7
    • ~89%
    • In-stock
      5-Fluoro-1H-benzo[d]imidazole|CS-W005827
      1977-72-6

    References

    • Shibata; Das; Harada; Takeuchi; Bando Synlett, 2001 , # 11 p. 1755 - 1758
  • Route3
    • null|null
      124-38-9
    • In-stock
      4-Fluorobenzene-1,2-diamine|CS-W007604
      367-31-7
    • ~91%
    • In-stock
      5-Fluoro-1H-benzo[d]imidazole|CS-W005827
      1977-72-6

    References

    • Yu, Bo; Zhang, Hongye; Zhao, Yanfei; Chen, Sha; Xu, Jilei; Huang, Changliang; Liu, Zhimin Green Chemistry, 2013 , vol. 15, # 1 p. 95 - 99

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P280-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.702
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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