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CS-W001157 4
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2-(1H-Indazol-3-yl)acetic acid

  • CAS No. 26663-42-3

  • Cat. No. CS-0043717
  • Purity≥97%
  • MDL No.MFCD08236726

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

2-(1H-Indazol-3-yl)acetic acid|CS-0043717

Structure of 26663-42-3

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General Information

  • CAS No. 26663-42-3
  • Cat. No. CS-0043717
  • Purity ≥97%
  • MDL No. MFCD08236726
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 3-indazoleacetic acid
  • SMILES O=C(O)CC1=NNC2=C1C=CC=C2

Description

2-(1H-Indazol-3-yl)acetic acid features a rigid indazole core linked to a carboxylic acid-bearing side chain, enabling integration into bioactive molecules. This structural motif enhances target engagement in kinase inhibition and receptor modulation studies. The compound exhibits favorable solubility and stability under standard conditions.

Application

2-(1H-Indazol-3-yl)acetic acid serves as a versatile building block for medicinal chemistry, enabling efficient access to bioactive heterocyclic scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the indazolyl moiety provides a rigid, polar core with established utility in kinase inhibitor design. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, supporting scalable synthesis and integration into standard drug discovery workflows.

Synthesis

  • Route1
    • null|null
      141-82-2
    • In-stock
      2-Nitrobenzaldehyde|CS-W007454
      552-89-6
    • ~55%
    • In-stock
      2-(1H-Indazol-3-yl)acetic acid|CS-0043717
      26663-42-3

    References

    • Zhang, Han-Cheng; Derian, Claudia K.; McComsey, David F.; White, Kimberly B.; Ye, Hong; Hecker, Leonard R.; Li, Jian; Addo, Michael F.; Croll, Diane; Eckardt, Annette J.; Smith, Charles E.; Li, Quan; Cheung, Wai-Man; Conway, Bruce R.; Emanuel, Stuart; Demarest, Keith T.; Andrade-Gordon, Patricia; Damiano, Bruce P.; Maryanoff, Bruce E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 6 p. 1725 - 1728
  • Route2

    References

    • Mylari, Banavara L.; Zembrowski, William J.; Beyer, Thomas A.; Aldinger, Charles E.; Siegel, Todd W. Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2155 - 2162
  • Route3
    • 2-(1H-indazol-3-yl)acetonitrile|CS-0439924
      101714-15-2
    • ~66%
    • In-stock
      2-(1H-Indazol-3-yl)acetic acid|CS-0043717
      26663-42-3

    References

    • Gomez, Robert; Jolly, Samson; Williams, Theresa; Tucker, Thomas; Tynebor, Robert; Vacca, Joe; McGaughey, Georgia; Lai, Ming-Tain; Felock, Peter; Munshi, Vandna; Destefano, Daniel; Touch, Sinoeun; Miller, Mike; Yan, Youwei; Sanchez, Rosa; Liang, Yuexia; Paton, Brenda; Wan, Bang-Lin; Anthony, Neville Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 24 p. 7344 - 7350

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   1.19
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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