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CS-W001157 4
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6-Fluoro-1H-indazol-3-amine

  • CAS No. 404827-75-4

  • Cat. No. CS-0043984
  • Purity≥96%
  • MDL No.MFCD06739129

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

6-Fluoro-1H-indazol-3-amine|CS-0043984

Structure of 404827-75-4

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General Information

  • CAS No. 404827-75-4
  • Cat. No. CS-0043984
  • Purity ≥96%
  • MDL No. MFCD06739129
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FN₃
  • Molecular Weight 151.14
  • Synonym(s) 6-Fluoro-2h-indazol-3-amine
  • SMILES NC1=NNC2=C1C=CC(F)=C2

Description

6-Fluoro-1H-indazol-3-amine features a fluorinated indazole core with a primary amine at the 3-position, enabling direct incorporation into diverse heterocyclic scaffolds. The electron-deficient aromatic system enhances reactivity in transition-metal-catalyzed couplings, while the fluorine substituent improves metabolic stability and membrane permeability. This bench-stable compound serves as a key building block for bioactive molecule synthesis.

Application

6-Fluoro-1H-indazol-3-amine serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. Its electron-deficient indazolyl core enables efficient coupling reactions via the primary amine, while the fluorine substituent enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative scaffold elaboration and high-throughput screening campaigns.

Synthesis

  • Route1

    References

    • US2009/270405 A1, ; Page/Page column 82-83 ;
  • Route2
    • null|null
      1219024-63-1
    • ~73%
    • In-stock
      6-Fluoro-1H-indazol-3-amine|CS-0043984
      404827-75-4

    References

    • Journal of Organic Chemistry, , vol. 75, # 8 p. 2730 - 2732

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   54.7
  • LogP   1.2842
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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