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CS-W001157 4
Total: USD 88.00

5-Fluoro-1H-benzo[d]imidazol-2(3H)-one

  • CAS No. 1544-75-8

  • Cat. No. CS-W020605
  • Purity≥98%
  • MDL No.MFCD05663528

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

5-Fluoro-1H-benzo[d]imidazol-2(3H)-one|CS-W020605

Structure of 1544-75-8

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General Information

  • CAS No. 1544-75-8
  • Cat. No. CS-W020605
  • Purity ≥98%
  • MDL No. MFCD05663528
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂O
  • Molecular Weight 152.13
  • Synonym(s) 5-Fluoro-1,3-dihydro-2H-benzimidazol-2-one; 5-Fluoro-1,3-dihydrobenzimidazol-2-one; 5-Fluoro-1H-benzimidazol-2(3H)-one; 5-Fluoro-2-benzimidazolinone; 5-Fluoro-1,3-dihydrobenzoimidazol-2-one
  • SMILES O=C1NC2=CC(F)=CC=C2N1

Description

5-Fluoro-1H-benzo[d]imidazol-2(3H)-one features a fluorinated benzimidazolone core with enhanced electron-withdrawing character, enabling its use in targeted heterocyclic synthesis. The scaffold integrates readily into pharmaceutical intermediates and functional materials, offering improved metabolic stability and solubility under standard conditions.

Application

5-Fluoro-1H-benzo[d]imidazol-2(3H)-one serves as a valuable heterocyclic building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds. Its fluorinated benzene ring enhances metabolic stability and modulates electronic properties, while the imidazolone core offers versatile reactivity for further functionalization. The compound exhibits good bench stability and facilitates efficient derivatization in standard coupling and substitution protocols.

Synthesis

  • Route1
    • In-stock
      4-Fluorobenzene-1,2-diamine|CS-W007604
      367-31-7
    • null|null
      530-62-1
    • ~81%
    • In-stock
      5-Fluoro-1H-benzo[d]imidazol-2(3H)-one|CS-W020605
      1544-75-8

    References

    • Ognyanov, Vassil I.; Balan, Chenera; Bannon, Anthony W.; Bo, Yunxin; Dominguez, Celia; Fotsch, Christopher; Gore, Vijay K.; Klionsky, Lana; Ma, Vu V.; Qian, Yi-Xin; Tamir, Rami; Wang, Xianghong; Xi, Ning; Xu, Shimin; Zhu, Dawn; Gavva, Narender R.; Treanor, James J. S.; Norman, Mark H. Journal of Medicinal Chemistry, 2006 , vol. 49, # 12 p. 3719 - 3742
  • Route2
    • null|null
      124-38-9
    • In-stock
      4-Fluorobenzene-1,2-diamine|CS-W007604
      367-31-7
    • ~94%
    • In-stock
      5-Fluoro-1H-benzo[d]imidazol-2(3H)-one|CS-W020605
      1544-75-8

    References

    • Kimura, Toshihiro; Kamata, Keigo; Mizuno, Noritaka Angewandte Chemie - International Edition, 2012 , vol. 51, # 27 p. 6700 - 6703
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 80, p. 1662

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

Quality Control

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Computational Chemistry Data

  • TPSA   48.65
  • LogP   0.9953
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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