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6-Fluoro-1H-indazole-3-carboxylic acid

  • CAS No. 129295-30-3

  • Cat. No. CS-0060654
  • Molecule weight180.14
  • Purity≥97%
  • MDL No.None

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

6-Fluoro-1H-indazole-3-carboxylic acid|CS-0060654

Structure of 129295-30-3

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General Information

  • CAS No. 129295-30-3
  • Cat. No. CS-0060654
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅FN₂O₂
  • Molecular Weight 180.14
  • Synonym(s) 6-FLUORO-3-INDOZOLE-CARBOXYLIC ACID
  • SMILES C1=CC2=C(C=C1F)NN=C2C(=O)O

Description

6-Fluoro-1H-indazole-3-carboxylic acid features a fluorinated indazole core with a carboxylic acid at the 3-position, offering enhanced metabolic stability and favorable electronic properties. This scaffold integrates readily into bioactive molecules, enabling efficient access to kinase inhibitors and targeted therapeutics through robust coupling reactions under standard conditions.

Application

6-Fluoro-1H-indazole-3-carboxylic acid serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling direct incorporation into bioactive scaffolds via standard amide coupling and Suzuki-Miyaura cross-coupling reactions. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the carboxylic acid group facilitates derivatization and conjugation. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses of kinase inhibitors and other pharmaceutical candidates.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 43, # 11 p. 1912 - 1930

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.4002
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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