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1H-indazole-6-carboxylic acid

  • CAS No. 704-91-6

  • Cat. No. CS-0006078
  • Purity≥95%
  • MDL No.MFCD06804571

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

1H-indazole-6-carboxylic acid|CS-0006078

Structure of 704-91-6

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General Information

  • CAS No. 704-91-6
  • Cat. No. CS-0006078
  • Purity ≥95%
  • MDL No. MFCD06804571
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 1H-Indazol-6-carboxylic acid
  • SMILES O=C(C1=CC2=C(C=C1)C=NN2)O

Description

1H-indazole-6-carboxylic acid is a heterocyclic carboxylic acid featuring a fused bicyclic core with nitrogen-rich functionality. This compound integrates readily into bioactive molecule scaffolds due to its polar, planar structure and compatibility with amidation and coupling reactions under standard conditions.

Application

1H-indazole-6-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. Its carboxylic acid functionality enables straightforward derivatization via amide, ester, or acyl chloride formation, while the indazole core offers excellent stability and compatibility with diverse reaction conditions. The molecule functions as a key scaffold for constructing kinase inhibitors and other pharmaceutical candidates, facilitating efficient purification and orthogonal functionalization in multi-step syntheses.

Synthesis

  • Route1

    References

    • SUNESIS PHARMACEUTICALS, INC. Patent: WO2005/44817 A1, 2005 ; Location in patent: Page/Page column 118-119 ;
  • Route2
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      521278-08-0
    • ~%
    • In-stock
      1H-indazole-6-carboxylic acid|CS-0006078
      704-91-6

    References

    • WO2009/32125 A1, ; Page/Page column 111 ;
  • Route3

    References

    • WO2006/86255 A2, ; Page/Page column 62 ; WO 2006/086255 A2

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   1.2611
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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