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CS-W001157 4
Total: USD 88.00

6-Fluoro-1H-indazole

  • CAS No. 348-25-4

  • Cat. No. CS-W005437
  • Purity≥98%
  • MDL No.MFCD07371562

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

6-Fluoro-1H-indazole|CS-W005437

Structure of 348-25-4

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General Information

  • CAS No. 348-25-4
  • Cat. No. CS-W005437
  • Purity ≥98%
  • MDL No. MFCD07371562
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂
  • Molecular Weight None
  • Synonym(s) uoro-1H-indazoL
  • SMILES FC1=CC=C2C(=C1)[NH]N=C2

Description

6-Fluoro-1H-indazole is a fluorinated heterocyclic scaffold featuring a nitrogen-rich core with enhanced electron-withdrawing character due to the para-fluorine substitution. This configuration improves metabolic stability and modulates lipophilicity, making it valuable for medicinal chemistry applications requiring optimized bioavailability and target engagement.

Application

6-Fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its fluorinated aromatic core provides enhanced metabolic stability and modulated electronic properties, while maintaining excellent bench stability and compatibility with common reaction conditions. This compound functions effectively in the synthesis of kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1
    • null|null
      1152719-92-0
    • ~78%
    • In-stock
      6-Fluoro-1H-indazole|CS-W005437
      348-25-4

    References

    • Gerstenberger, Brian S.; Rauckhorst, Mark R.; Starr, Jeremy T. Organic Letters, 2009 , vol. 11, # 10 p. 2097 - 2100
  • Route2

    References

    • Slade, David J.; Pelz, Nicholas F.; Bodnar, Wanda; Lampe, John W.; Watson, Paul S. Journal of Organic Chemistry, 2009 , vol. 74, # 16 p. 6331 - 6334
  • Route3

    References

    • Shimada, Itsuro; Maeno, Kyoichi; Kazuta, Ken-ichi; Kubota, Hideki; Kimizuka, Tetsuya; Kimura, Yasuharu; Hatanaka, Ken-ichi; Naitou, Yuki; Wanibuchi, Fumikazu; Sakamoto, Shuichi; Tsukamoto, Shin-ichi Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 4 p. 1966 - 1982

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
Precautionary Statements : P264-P270-P301+P310-P330-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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