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CS-W001157 4
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5-Isopropyl-1H-pyrazole-3-carboxylic acid

  • CAS No. 92933-47-6

  • Cat. No. CS-W006370
  • Purity≥97%
  • MDL No.MFCD02224142

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

5-Isopropyl-1H-pyrazole-3-carboxylic acid|CS-W006370

Structure of 92933-47-6

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General Information

  • CAS No. 92933-47-6
  • Cat. No. CS-W006370
  • Purity ≥97%
  • MDL No. MFCD02224142
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂
  • Molecular Weight 154.17
  • Synonym(s) 5-Isopropyl-2H-pyrazole-3-carboxylic acid
  • SMILES CC(C)C1=CC(=NN1)C(O)=O

Description

5-Isopropyl-1H-pyrazole-3-carboxylic acid features a sterically hindered isopropyl group at the 5-position, enhancing metabolic stability while maintaining solubility in organic solvents. The carboxylic acid moiety enables direct coupling reactions, and the pyrazole core provides a rigid, electron-deficient platform for medicinal chemistry applications.

Application

5-Isopropyl-1H-pyrazole-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical research. Its pyrazole core provides robust stability and favorable pharmacophoric properties, while the carboxylic acid functionality enables straightforward derivatization via amide, ester, or acyl coupling reactions. The isopropyl substituent enhances lipophilicity and steric profile, contributing to improved metabolic stability in bioactive scaffolds. This compound exhibits excellent bench stability and compatibility with standard purification methods, facilitating integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Van Herk; Brussee; Van den Nieuwendijk; Van der Klein; IJzerman; Stannek; Burmeister; Lorenzen Journal of Medicinal Chemistry, 2003 , vol. 46, # 18 p. 3945 - 3951
  • Route2
    • Methyl 5-methyl-2,4-dioxohexanoate|CS-0217006
      20577-64-4
    • ~67%
    • In-stock
      5-Isopropyl-1H-pyrazole-3-carboxylic acid|CS-W006370
      92933-47-6

    References

    • Ustav Experimentalni Botaniky Akademie ved Ceske Republiky Patent: EP1475094 A1, 2004 ; Location in patent: Page 19 ;
  • Route3
    • null|null
      563-80-4
    • ~%
    • In-stock
      5-Isopropyl-1H-pyrazole-3-carboxylic acid|CS-W006370
      92933-47-6

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 18 p. 3945 - 3951

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.2313
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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