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CS-W001157 4
Total: USD 88.00

1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde

  • CAS No. 2644-93-1

  • Cat. No. CS-W016491
  • Purity≥98%
  • MDL No.MFCD00159623

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

1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde|CS-W016491

Structure of 2644-93-1

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General Information

  • CAS No. 2644-93-1
  • Cat. No. CS-W016491
  • Purity ≥98%
  • MDL No. MFCD00159623
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O
  • Molecular Weight 138.17
  • Synonym(s) 1H-Pyrazole-4-carboxaldehyde, 1,3,5-trimethyl-
  • SMILES CN1N=C(C)C(C=O)=C1C

Description

1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde features a pyrazole core with three methyl groups enhancing solubility and stability. The aldehyde functionality enables direct coupling in multistep syntheses, while the electron-rich aromatic system supports efficient transition-metal-catalyzed transformations. This bench-stable reagent integrates readily into complex molecular architectures requiring precise functional group placement.

Application

1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry. Its pyrazole core provides structural rigidity and metabolic stability, while the aldehyde functionality enables facile derivatization via reductive amination, condensation, or nucleophilic addition reactions. The trimethyl substitution enhances solubility and bench stability, facilitating purification and handling in standard laboratory workflows. This compound functions effectively in the synthesis of heterocyclic scaffolds and functionalized ligands for drug discovery applications.

Synthesis

  • Route1
    • In-stock
      1,3,5-Trimethylpyrazole|CS-W013666
      1072-91-9
    • null|null
      68-12-2
    • ~59%
    • In-stock
      1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde|CS-W016491
      2644-93-1

    References

    • Attaryan; Antanosyan; Panosyan; Asratyan; Matsoyan Russian Journal of General Chemistry, 2006 , vol. 76, # 11 p. 1817 - 1819
  • Route2
    • null|null
      72374-18-6
    • ~16%
    • In-stock
      1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde|CS-W016491
      2644-93-1
    • null|null
      95264-45-2

    References

    • Henn, Lothar; Hickey, Deirde M. B.; Moody, Christopher J.; Rees, Charles W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , p. 2189 - 2197
  • Route3
    • null|null
      72374-18-6
    • ~16%
    • In-stock
      1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde|CS-W016491
      2644-93-1
    • null|null
      72374-19-7

    References

    • Henn, Lothar; Hickey, Deirde M. B.; Moody, Christopher J.; Rees, Charles W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , p. 2189 - 2197

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   34.89
  • LogP   0.84944
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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