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CS-W001157 4
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4-(1H-Pyrazol-5-yl)benzoic acid

  • CAS No. 208511-67-5

  • Cat. No. CS-0060221
  • Purity≥97%
  • MDL No.MFCD08059895

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

4-(1H-Pyrazol-5-yl)benzoic acid|CS-0060221

Structure of 208511-67-5

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General Information

  • CAS No. 208511-67-5
  • Cat. No. CS-0060221
  • Purity ≥97%
  • MDL No. MFCD08059895
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₂
  • Molecular Weight 188.19
  • Synonym(s) 4-(1H-Pyrazol-3-yl)benzoic acid
  • SMILES O=C(O)C=1C=CC(=CC1)C2=NNC=C2

Description

4-(1H-Pyrazol-5-yl)benzoic acid features a conjugated aryl-pyrazole scaffold with a carboxylic acid handle, enabling direct integration into bioconjugation and medicinal chemistry workflows. The electron-deficient pyrazole ring enhances hydrogen bonding capacity, while the para-substituted benzene ring provides structural rigidity for targeted molecular recognition. This compound serves as a key building block in the synthesis of heterocyclic pharmaceuticals and functional materials.

Application

4-(1H-Pyrazol-5-yl)benzoic acid serves as a versatile building block for constructing bioactive heterocyclic scaffolds, enabling efficient coupling reactions via its carboxylic acid functionality. The pyrazole moiety provides strong hydrogen-bonding capacity and metabolic stability, enhancing target affinity in medicinal chemistry applications. Bench-stable and readily purified by recrystallization, it functions effectively in amide bond formation, Suzuki-Miyaura coupling, and solid-phase synthesis workflows.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 39, # 20 p. 3287 - 3290

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.7749
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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