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7-Fluoro-2H-indazole-3-carboxylic acid

  • CAS No. 959236-59-0

  • Cat. No. CS-0040090
  • Molecule weight180.14
  • Purity≥95%
  • MDL No.MFCD07378920

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

7-Fluoro-2H-indazole-3-carboxylic acid|CS-0040090

Structure of 959236-59-0

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General Information

  • CAS No. 959236-59-0
  • Cat. No. CS-0040090
  • Purity ≥95%
  • MDL No. MFCD07378920
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅FN₂O₂
  • Molecular Weight 180.14
  • Synonym(s) 7-fluoro-1H-indazole-3-carboxylic acid
  • SMILES O=C(C1=NNC2=C1C=CC=C2F)O

Description

7-Fluoro-2H-indazole-3-carboxylic acid features a fluorinated indazole core with a carboxylic acid at the 3-position, enabling direct conjugation or derivatization. The electron-withdrawing fluorine enhances metabolic stability and modulates electronic properties for use in bioactive molecule design. This bench-stable scaffold integrates readily into pharmaceutical intermediates and functional materials.

Application

7-Fluoro-2H-indazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard amide coupling, Suzuki-Miyaura, and Buchwald-Hartwig reactions. Its fluorinated indazole core provides enhanced metabolic stability and modulated electronic properties, while the carboxylic acid group facilitates direct derivatization or salt formation for improved solubility and handling.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US2011/28447 A1, 2011 ; Location in patent: Page/Page column 40 ;

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

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