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3-Methyl-1H-indazole-5-carbaldehyde

  • CAS No. 955127-80-7

  • Cat. No. CS-0433501
  • Purity≥95%
  • MDL No.MFCD16987568

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

3-Methyl-1H-indazole-5-carbaldehyde|CS-0433501

Structure of 955127-80-7

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General Information

  • CAS No. 955127-80-7
  • Cat. No. CS-0433501
  • Purity ≥95%
  • MDL No. MFCD16987568
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight None
  • Synonym(s) indazole-5-carboxaldehyde,3-methyl
  • SMILES O=CC1=CC2=C(NN=C2C)C=C1

Description

3-Methyl-1H-indazole-5-carbaldehyde features a conjugated aldehyde group positioned at the 5-position of a sterically accessible indazole scaffold. This electron-deficient heterocycle integrates readily into coupling reactions, serving as a key building block for bioactive molecules and functional materials.

Application

3-Methyl-1H-indazole-5-carbaldehyde serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling efficient functionalization at the C5 aldehyde position. Its compatibility with standard coupling reactions, including reductive amination and Grignard additions, facilitates rapid access to diverse indazole-based scaffolds. The molecule exhibits good bench stability and is readily purified by flash chromatography, supporting its use in iterative synthetic sequences and lead optimization campaigns.

Synthesis

  • Route1
    • In-stock
      5-Bromo-3-methyl-1H-indazole|CS-B0742
      552331-16-5
    • null|null
      68-12-2
    • ~67%
    • In-stock
      3-Methyl-1H-indazole-5-carbaldehyde|CS-0433501
      955127-80-7

    References

    • BIGNAN, Gilles; Gaul, Micheal; Xu, Guozhang; Zhao, Bao-Ping Patent: US2011/150864 A1, 2011 ; Location in patent: Page/Page column 206 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H302-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   1.68382
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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