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

  • CAS No. 5952-92-1

  • Cat. No. CS-W019444
  • Purity≥97%
  • MDL No.MFCD00159641

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

1-Methyl-1H-pyrazole-4-carboxylic acid|CS-W019444

Structure of 5952-92-1

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General Information

  • CAS No. 5952-92-1
  • Cat. No. CS-W019444
  • Purity ≥97%
  • MDL No. MFCD00159641
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O₂
  • Molecular Weight 126.11
  • Synonym(s) 1-methylpyrazole-4-carboxylic acid; 1-Methyl-1H-pyrazole-4-carboxylic acid
  • SMILES O=C(C1=CN(C)N=C1)O

Description

1-Methyl-1H-pyrazole-4-carboxylic acid features a pyrazole core with a methyl group at the N1 position and a carboxylic acid at the C4 position, delivering enhanced solubility and metabolic stability. This scaffold integrates readily into bioactive molecules, particularly as a hydrogen-bonding isostere in medicinal chemistry applications.

Application

1-Methyl-1H-pyrazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrazole-based heterocycles with enhanced solubility and metabolic stability. The carboxylic acid functionality facilitates direct coupling reactions and derivatization, while the methyl-substituted pyrazole core provides robust bench stability and predictable reactivity in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Monsanto Company Patent: US5498630 A1, 1996 ;
  • Route2

    References

    • SGX PHARMACEUTICALS, INC. Patent: WO2008/144767 A1, 2008 ; Location in patent: Page/Page column 118 ; WO 2008/144767 A1
  • Route3

    References

    • Tanaka, Norio; Shinke, Shuzo; Takigawa, Shinichiro Chemistry Letters, 1991 , # 4 p. 585 - 588

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   55.12
  • LogP   0.1183
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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