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1-Methyl-1H-pyrazole-5-carbaldehyde

  • CAS No. 27258-33-9

  • Cat. No. CS-W007487
  • Molecule weight110.11
  • Purity≥95%
  • MDL No.MFCD03419801

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

1-Methyl-1H-pyrazole-5-carbaldehyde|CS-W007487

Structure of 27258-33-9

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General Information

  • CAS No. 27258-33-9
  • Cat. No. CS-W007487
  • Purity ≥95%
  • MDL No. MFCD03419801
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight 110.11
  • Synonym(s) 5-Formyl-1-methylpyrazole; 1-Methyl-1H-pyrazole-5-carbaldehyde
  • SMILES C[N]1C(=CC=N1)C=O

Description

1-Methyl-1H-pyrazole-5-carbaldehyde features a pyrazole ring bearing a methyl group at N1 and a formyl substituent at C5, delivering a highly functionalized heterocyclic scaffold. This electron-deficient aldehyde integrates readily into multicomponent reactions, enabling efficient access to complex nitrogen-containing architectures under mild conditions. The molecule exhibits enhanced solubility in polar organic solvents and maintains stability during standard handling procedures.

Application

1-Methyl-1H-pyrazole-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through nucleophilic addition and condensation reactions. Its aldehyde functionality exhibits good bench stability and tolerates common functional groups, facilitating straightforward purification and integration into multi-step syntheses. The pyrazole core provides structural rigidity and hydrogen-bonding capability, enhancing target affinity in bioactive molecule design.

Synthesis

  • Route1
    • null|null
      930-36-9
    • null|null
      68-12-2
    • ~92%
    • In-stock
      1-Methyl-1H-pyrazole-5-carbaldehyde|CS-W007487
      27258-33-9

    References

    • LABORATORIOS DEL DR. ESTEVE, S.A. Patent: EP1671968 A1, 2006 ; Location in patent: Page/Page column 10 ;
  • Route2
    • null|null
      68-12-2
    • ~92%
    • In-stock
      1-Methyl-1H-pyrazole-5-carbaldehyde|CS-W007487
      27258-33-9

    References

    • Jover, Antoni Torrens; Buschmann, Helmut H.; Dahmen, Stefan; Lormann, Matthias Patent: US2006/135787 A1, 2006 ; Location in patent: Page/Page column 3; 6-7 ;
  • Route3

    References

    • BASF SE Patent: US2010/174094 A1, 2010 ; Location in patent: Page/Page column 16 ;

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   0.2326
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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