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CS-W001157 4
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1H-Indazole-7-carboxylic acid

  • CAS No. 677304-69-7

  • Cat. No. CS-0006076
  • Purity≥96%
  • MDL No.MFCD06804572

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

1H-Indazole-7-carboxylic acid|CS-0006076

Structure of 677304-69-7

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General Information

  • CAS No. 677304-69-7
  • Cat. No. CS-0006076
  • Purity ≥96%
  • MDL No. MFCD06804572
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 7-(1H)Indazole carboxylic acid
  • SMILES O=C(C1=CC=CC2=C1NN=C2)O

Description

1H-Indazole-7-carboxylic acid features a rigid, electron-deficient indazole core paired with a carboxylic acid group at the 7-position, enabling direct conjugation in bioactive molecule synthesis. This scaffold integrates readily into pharmaceutical intermediates and serves as a key building block for kinase inhibitors and fluorescent probes.

Application

1H-Indazole-7-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical scaffolds. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions under standard conditions. The indazole core provides structural rigidity and hydrogen-bonding capacity, enhancing target affinity in medicinal chemistry applications. Bench-stable and readily purified by recrystallization, it functions effectively in multistep syntheses requiring functional group compatibility and predictable reactivity.

Synthesis

  • Route1

    References

    • Memory Pharmaceuticals Corporation Patent: WO2004/29050 A1, 2004 ; Location in patent: Page 64;65 ; WO 2004/029050 A1
  • Route2
    • Methyl 1H-Indazole-7-carboxylate hydrochloride|CS-0768167
      677304-71-1
    • ~91%
    • In-stock
      1H-Indazole-7-carboxylic acid|CS-0006076
      677304-69-7

    References

    • MEMORY PHARMACEUTICALS CORPORATION Patent: WO2005/92890 A2, 2005 ; Location in patent: Page/Page column 77-79 ; WO 2005/092890 A2
  • Route3

    References

    • Cottyn, Betty; Acher, Francine; Ramassamy, Booma; Alvey, Luke; Lepoivre, Michel; Frapart, Yves; Stuehr, Dennis; Mansuy, Daniel; Boucher, Jean-Luc; Vichard, Dominique Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 5962 - 5973

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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