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CS-W001157 4
Total: USD 88.00

3-Nitropyrazole

  • CAS No. 26621-44-3

  • Cat. No. CS-W002457
  • Purity≥98%
  • MDL No.MFCD00159621

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

3-Nitropyrazole|CS-W002457

Structure of 26621-44-3

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General Information

  • CAS No. 26621-44-3
  • Cat. No. CS-W002457
  • Purity ≥98%
  • MDL No. MFCD00159621
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃N₃O₂
  • Molecular Weight 113.08
  • Synonym(s) None
  • SMILES O=[N+]([O-])C1=NNC=C1

Description

3-Nitropyrazole features a nitro group at the 3-position of the pyrazole ring, imparting strong electron-withdrawing character. This configuration enhances its utility in heterocyclic synthesis, particularly in constructing nitrogen-rich scaffolds for pharmaceutical and agrochemical applications. The compound exhibits bench-stable handling characteristics and integrates readily into multi-step transformations under standard conditions.

Application

3-Nitropyrazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the pyrazole ring due to its electron-deficient nature. The nitro group facilitates subsequent reduction to amino derivatives, which can be employed in Suzuki-Miyaura or Ullmann couplings. Its bench stability and compatibility with standard purification methods make it well-suited for multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Buschauer; Mohr; Schunack Archiv der Pharmazie, 1995 , vol. 328, # 4 p. 349 - 358
  • Route2

    References

    • Ravi; Tewari, Surya P. Catalysis Communications, 2012 , vol. 19, p. 37 - 41
  • Route3

    References

    • Ravi; Gore, Girish M.; Tewari, Surya P.; Sikder, Arun K. Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 6 p. 1322 - 1327

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

Quality Control

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   0.3179
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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