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CS-W001157 4
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4-Fluoro-1H-indazole

  • CAS No. 341-23-1

  • Cat. No. CS-D0834
  • Purity≥95%
  • MDL No.MFCD07371561

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

4-Fluoro-1H-indazole|CS-D0834

Structure of 341-23-1

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General Information

  • CAS No. 341-23-1
  • Cat. No. CS-D0834
  • Purity ≥95%
  • MDL No. MFCD07371561
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂
  • Molecular Weight 136.13
  • Synonym(s) 1H-Indazole, 4-fluoro-
  • SMILES FC1=CC=CC2=C1C=NN2

Description

4-Fluoro-1H-indazole is a fluorinated heterocyclic scaffold featuring a nitrogen-rich core with enhanced electron deficiency. This structural motif integrates readily into bioactive molecules, offering improved metabolic stability and membrane permeability. The para-fluorine substitution enables strong dipole interactions in target binding pockets. Ideal for medicinal chemistry campaigns requiring precise electronic tuning and favorable physicochemical properties.

Application

4-Fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. Its fluorinated aromatic core provides enhanced metabolic stability and modulates electronic properties for target engagement. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse reaction conditions, making it a practical scaffold for developing kinase inhibitors and CNS-targeted therapeutics.

Synthesis

  • Route1

    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
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 11 p. 3177 - 3180
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 11 p. 3177 - 3180

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

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