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CS-W001157 4
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1-Methyl-4-nitro-1H-pyrazole

  • CAS No. 3994-50-1

  • Cat. No. CS-W002627
  • Purity≥98%
  • MDL No.MFCD00464261

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

1-Methyl-4-nitro-1H-pyrazole|CS-W002627

Structure of 3994-50-1

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General Information

  • CAS No. 3994-50-1
  • Cat. No. CS-W002627
  • Purity ≥98%
  • MDL No. MFCD00464261
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅N₃O₂
  • Molecular Weight 127.10
  • Synonym(s) 1H-Pyrazole, 1-methyl-4-nitro-
  • SMILES Cn1ncc(c1)[N+](=O)[O-]

Description

1-Methyl-4-nitro-1H-pyrazole is a bench-stable heterocyclic compound featuring a nitro group at the para position relative to a methyl-substituted nitrogen. This electron-deficient pyrazole integrates readily into synthetic sequences requiring polar, reactive intermediates. Its stability under standard conditions enables straightforward handling in process development workflows.

Application

1-Methyl-4-nitro-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling efficient construction of nitrogen-rich heterocycles. Its nitro group facilitates reduction to an amine, which can be further elaborated via coupling or cyclization reactions. The molecule exhibits bench stability and compatibility with common functional groups, simplifying purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      4-Nitropyrazole|CS-W002458
      2075-46-9
    • null|null
      77-78-1
    • ~85%
    • In-stock
      1-Methyl-4-nitro-1H-pyrazole|CS-W002627
      3994-50-1

    References

    • XCOVERY, INC. Patent: WO2009/154769 A1, 2009 ; Location in patent: Page/Page column 37 ; WO 2009/154769 A1
  • Route2
    • In-stock
      4-Nitropyrazole|CS-W002458
      2075-46-9
    • null|null
      74-88-4
    • ~95%
    • In-stock
      1-Methyl-4-nitro-1H-pyrazole|CS-W002627
      3994-50-1

    References

    • CELON PHARMA S.A.; DZWONEK, Karolina; MROCZKIEWICZ, Michal; STEFANIAK, Filip; WIECZOREK, Maciej; DUBIEL, Krzysztof; LAMPARSKA-PRZYBYSZ, Monika Patent: WO2014/20531 A1, 2014 ; Location in patent: Page/Page column 15 ;
  • Route3

    References

    • Ravi; Gore, Girish M.; Sikder, Arun K.; Tewari, Surya P. Synthetic Communications, 2012 , vol. 42, # 23 p. 3463 - 3471

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   60.96
  • LogP   0.3283
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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