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CS-W001157 4
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1,3-Dimethyl-1H-pyrazole-4-carboxylic acid

  • CAS No. 78703-53-4

  • Cat. No. CS-W005947
  • Purity≥97%
  • MDL No.MFCD00464005

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

1,3-Dimethyl-1H-pyrazole-4-carboxylic acid|CS-W005947

Structure of 78703-53-4

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General Information

  • CAS No. 78703-53-4
  • Cat. No. CS-W005947
  • Purity ≥97%
  • MDL No. MFCD00464005
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O₂
  • Molecular Weight 140.14
  • Synonym(s) 1H-Pyrazole-4-carboxylicacid, 1,3-dimethyl-
  • SMILES CN1C=C(C(O)=O)C(C)=N1

Description

1,3-Dimethyl-1H-pyrazole-4-carboxylic acid features a pyrazole core with methyl groups at the 1- and 3-positions and a carboxylic acid at the 4-position. This electron-deficient heterocycle integrates readily into medicinal chemistry scaffolds, offering enhanced metabolic stability and solubility in polar solvents under standard conditions.

Application

1,3-Dimethyl-1H-pyrazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling efficient access to pyrazole-based pharmacophores. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions under standard conditions. The dimethyl substitution enhances metabolic stability and modulates lipophilicity, while the core pyrazole ring provides robust bench stability and orthogonality in multi-step sequences. This compound functions effectively in solid-phase synthesis and solution-phase derivatization workflows.

Synthesis

  • Route1
    • 5-Chloro-1,3-dimethyl-1h-pyrazole-4-carboxylic acid|CS-0215548
      27006-82-2
    • ~91%
    • In-stock
      1,3-Dimethyl-1H-pyrazole-4-carboxylic acid|CS-W005947
      78703-53-4

    References

    • Huppatz Australian Journal of Chemistry, 1983 , vol. 36, # 1 p. 135 - 147
  • Route2

    References

    • Tetrahedron Letters, , vol. 50, # 6 p. 696 - 699
  • Route3

    References

    • Vasilevskii, S. F.; Gerasimov, V. A.; Shvartsberg, M. S. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1981 , vol. 30, # 4 p. 683 - 685 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1981 , # 4 p. 902 - 904

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   0.42672
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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