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CS-W001157 4
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1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one

  • CAS No. 119022-51-4

  • Cat. No. CS-0006552
  • Molecule weight166.10
  • Purity≥97%
  • MDL No.MFCD00085094

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

1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one|CS-0006552

Structure of 119022-51-4

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General Information

  • CAS No. 119022-51-4
  • Cat. No. CS-0006552
  • Purity ≥97%
  • MDL No. MFCD00085094
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅F₃N₂O
  • Molecular Weight 166.10
  • Synonym(s) 3-Hydroxy-1-Methyl-5-(Trifluoromethyl)Pyrazole
  • SMILES O=C1NN(C)C(C(F)(F)F)=C1

Description

1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability. This dihydropyrazolone scaffold integrates readily into medicinal chemistry campaigns, offering a rigid, polarized framework for targeted molecular design.

Application

1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyrazole scaffolds. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the enolizable carbonyl supports diverse transformations including nucleophilic additions and coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • null|null
      372-31-6
    • null|null
      60-34-4
    • ~26%
    • In-stock
      1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one|CS-0006552
      119022-51-4

    References

    • Monsanto Company Patent: US4855442 A1, 1989 ;
  • Route2
    • Ethyl (Z)-3-amino-4,4,4-trifluorobut-2-enoate|CS-1720356
      141860-78-8
    • null|null
      60-34-4
    • ~47%
    • In-stock
      1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one|CS-0006552
      119022-51-4

    References

    • Gaede, Bruce J.; McDermott, Lisa L. Journal of Heterocyclic Chemistry, 1993 , vol. 30, # 1 p. 49 - 54
  • Route3
    • null|null
      372-31-6
    • null|null
      60-34-4
    • ~8%
    • In-stock
      1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol|CS-0102859
      122431-37-2
    • In-stock
      1-Methyl-5-trifluoromethyl-1,2-dihydropyrazol-3-one|CS-0006552
      119022-51-4

    References

    • Journal of Heterocyclic Chemistry, , vol. 27, # 2 p. 243 - 245

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.79
  • LogP   0.7322
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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