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CS-W001157 4
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1-Methyl-1H-indazole-5-carbaldehyde

  • CAS No. 872607-89-1

  • Cat. No. CS-0043896
  • Purity≥97%
  • MDL No.MFCD11109365

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

1-Methyl-1H-indazole-5-carbaldehyde|CS-0043896

Structure of 872607-89-1

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General Information

  • CAS No. 872607-89-1
  • Cat. No. CS-0043896
  • Purity ≥97%
  • MDL No. MFCD11109365
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) 5-Formyl-1-methyl-1H-indazole
  • SMILES CN1N=CC2=CC(C=O)=CC=C12

Description

1-Methyl-1H-indazole-5-carbaldehyde features a conjugated aldehyde group positioned at the 5-position of a methyl-substituted indazole core. This electron-deficient carbonyl integrates readily into multistep syntheses, enabling efficient access to heterocyclic scaffolds via nucleophilic addition or condensation reactions under standard conditions.

Application

1-Methyl-1H-indazole-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the indazole core. The aldehyde group facilitates efficient coupling reactions, including reductive amination and Grignard additions, while the methyl-substituted indazole scaffold offers enhanced metabolic stability and favorable pharmacophore properties. Bench-stable and readily purified by flash chromatography, it functions reliably in multistep syntheses of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1
    • In-stock
      1-Methyl-5-bromo-1H-indazole|CS-M2952
      465529-57-1
    • null|null
      68-12-2
    • ~78%
    • In-stock
      1-Methyl-1H-indazole-5-carbaldehyde|CS-0043896
      872607-89-1

    References

    • GLAXO GROUP LIMITED Patent: WO2006/759 A1, 2006 ; Location in patent: Page/Page column 22-23 ; WO 2006/000759 A1
  • Route2

    References

    • GLAXO GROUP LIMITED Patent: WO2006/759 A1, 2006 ; Location in patent: Page/Page column 23 ; WO 2006/000759 A1
  • Route3

    References

    • WO2011/18454 A1, ; WO 2011/018454 A1

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   1.3858
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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