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CS-W001157 4
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5-(4-Chlorophenyl)-1h-pyrazole

  • CAS No. 59843-58-2

  • Cat. No. CS-0126523
  • Purity≥96%
  • MDL No.MFCD03085839

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

5-(4-Chlorophenyl)-1h-pyrazole|CS-0126523

Structure of 59843-58-2

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General Information

  • CAS No. 59843-58-2
  • Cat. No. CS-0126523
  • Purity ≥96%
  • MDL No. MFCD03085839
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂
  • Molecular Weight 178.62
  • Synonym(s) 3-(4-chlorophenyl)-1H-pyrazole
  • SMILES ClC1=CC=C(C2=CC=NN2)C=C1

Description

5-(4-Chlorophenyl)-1H-pyrazole is a heterocyclic compound featuring a pyrazole core substituted with a 4-chlorophenyl group. This configuration imparts enhanced electron-withdrawing character and improved stability under standard bench conditions. The molecule serves as a key scaffold in medicinal chemistry, enabling direct integration into bioactive molecules targeting kinase pathways and receptor systems. Its moisture-tolerant nature simplifies handling during synthesis and screening workflows.

Application

5-(4-Chlorophenyl)-1H-pyrazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its well-defined aromatic substitution pattern enables reliable coupling reactions, including Pd-catalyzed cross-couplings and electrophilic functionalizations. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions effectively as a pharmacophore scaffold in targeted synthesis workflows.

Synthesis

  • Route1

    References

    • Aggarwal, Varinder K.; De Vicente, Javier; Bonnert, Roger V. Journal of Organic Chemistry, 2003 , vol. 68, # 13 p. 5381 - 5383
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    • In-stock
      5-(4-Chlorophenyl)-1h-pyrazole|CS-0126523
      59843-58-2

    References

    • Mishra, Haritosh; Mukherjee, Rabindranath Journal of Organometallic Chemistry, 2006 , vol. 691, # 16 p. 3545 - 3555
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      92021-33-5
    • ~%
    • In-stock
      5-(4-Chlorophenyl)-1h-pyrazole|CS-0126523
      59843-58-2

    References

    • Levi, Lucilla; Boersch, Christina; Gers, Charlotte F.; Merkul, Eugen; Mueller, Thomas J. J. Molecules, 2011 , vol. 16, # 11 p. 9340 - 9356

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318-H411
Precautionary Statements : P264-P270-P273-P280-P330-P391-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.7301
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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