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CS-W001157 4
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4-Methyl-1H-pyrazole-3-carboxylic acid

  • CAS No. 82231-51-4

  • Cat. No. CS-0063428
  • Purity≥97%
  • MDL No.None

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

4-Methyl-1H-pyrazole-3-carboxylic acid|CS-0063428

Structure of 82231-51-4

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General Information

  • CAS No. 82231-51-4
  • Cat. No. CS-0063428
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O₂
  • Molecular Weight 126.11
  • Synonym(s) 4-Methylpyrazole-3-carboxylic acid
  • SMILES O=C(C1=NNC=C1C)O

Description

4-Methyl-1H-pyrazole-3-carboxylic acid features a pyrazole core with complementary electron-rich and electron-deficient sites, enabling robust coupling in synthetic transformations. The methyl group enhances steric and electronic tuning, while the carboxylic acid moiety provides a direct handle for amide formation, esterification, or metal coordination. This bench-stable, moisture-tolerant scaffold integrates efficiently into bioactive molecule design and catalyst development.

Application

4-Methyl-1H-pyrazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard coupling and functionalization reactions. Its well-defined reactivity profile supports efficient derivatization under mild conditions, with the carboxylic acid group facilitating amide formation and esterification. The molecule exhibits bench stability and predictable behavior in common synthetic workflows, making it a reliable scaffold for constructing pharmacologically relevant pyrazole-based compounds.

Synthesis

  • Route1
    • null|null
      881668-83-3
    • ~99%
    • In-stock
      4-Methyl-1H-pyrazole-3-carboxylic acid|CS-0063428
      82231-51-4

    References

    • BIOLIPOX AB Patent: WO2006/32851 A1, 2006 ; Location in patent: Page/Page column 69-70; 73 ;
  • Route2
    • 1-(4-Methyl-1H-pyrazol-3-yl)ethan-1-one|CS-0867040
      68809-57-4
    • ~%
    • In-stock
      4-Methyl-1H-pyrazole-3-carboxylic acid|CS-0063428
      82231-51-4

    References

    • Chemische Berichte, , vol. 36, p. 1131
  • Route3

    References

    • Janin, Yves L. Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 6 p. 1410 - 1414

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   0.41632
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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