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3-Methyl-1H-indazole-5-carboxylic acid

  • CAS No. 885223-58-5

  • Cat. No. CS-0091825
  • Molecule weight176.17
  • Purity≥96%
  • MDL No.MFCD14706741

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

3-Methyl-1H-indazole-5-carboxylic acid|CS-0091825

Structure of 885223-58-5

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General Information

  • CAS No. 885223-58-5
  • Cat. No. CS-0091825
  • Purity ≥96%
  • MDL No. MFCD14706741
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 3-methyl-1H-indazole-5-carboxlic acid
  • SMILES O=C(C1=CC2=C(NN=C2C)C=C1)O

Description

3-Methyl-1H-indazole-5-carboxylic acid features a fused bicyclic core with a methyl group at the 3-position and a carboxylic acid at the 5-position, offering enhanced solubility and metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key building block in medicinal chemistry for kinase inhibitors and targeted therapeutics.

Application

3-Methyl-1H-indazole-5-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. Its dual functionality—electron-rich indazole core and carboxylic acid group—enables direct amidation, esterification, and coupling reactions under standard conditions. The molecule exhibits good bench stability and facilitates efficient purification via recrystallization or chromatography, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1

    References

    • BIOENERGENIX Patent: US2012/277224 A1, 2012 ; Location in patent: Page/Page column 42 ; US 20120277224 A1
  • Route2
    • In-stock
      5-Bromo-3-methyl-1H-indazole|CS-B0742
      552331-16-5
    • null|null
      124-38-9
    • ~94%
    • In-stock
      3-Methyl-1H-indazole-5-carboxylic acid|CS-0091825
      885223-58-5

    References

    • AMGEN, INC. Patent: WO2006/44860 A2, 2006 ; Location in patent: Page/Page column 23-24 ; WO 2006/044860 A2
  • Route3
    • null|null
      201286-97-7
    • ~82%
    • In-stock
      3-Methyl-1H-indazole-5-carboxylic acid|CS-0091825
      885223-58-5

    References

    • PFIZER, INC. Patent: WO2009/144554 A1, 2009 ; Location in patent: Page/Page column 50 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.56952
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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