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CS-W001157 4
Total: USD 88.00

5-Methoxy-1H-indazole

  • CAS No. 94444-96-9

  • Cat. No. CS-D0861
  • Purity≥98%
  • MDL No.MFCD07781657

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

5-Methoxy-1H-indazole|CS-D0861

Structure of 94444-96-9

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General Information

  • CAS No. 94444-96-9
  • Cat. No. CS-D0861
  • Purity ≥98%
  • MDL No. MFCD07781657
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 5-METHOXYINDAZOLE
  • SMILES COC1=CC=C(NN=C2)C2=C1

Description

5-Methoxy-1H-indazole features a methoxy group at the 5-position of the indazole core, enhancing solubility and modulating electronic properties. This substitution pattern supports its role in medicinal chemistry scaffolds, where it contributes to target binding affinity and metabolic stability. The compound serves as a key intermediate for bioactive molecule synthesis.

Application

5-Methoxy-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the 3- and 6-positions via electrophilic substitution or transition-metal-catalyzed coupling. Its methoxy group enhances solubility and modulates electronic properties, while the indazole core provides metabolic stability and hydrogen-bonding capacity. Bench-stable and compatible with standard purification methods, it facilitates efficient access to kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1
    • 4-Methoxy-2-methylaniline|CS-W016518
      102-50-1
    • ~18%
    • In-stock
      5-Methoxy-1H-indazole|CS-D0861
      94444-96-9

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1403255 A1, 2004 ; Location in patent: Page 44 ; EP 1403255 A1
  • Route2

    References

    • Yakugaku Zasshi, , vol. 79, p. 997,1001 Chem.Abstr., , p. 5719
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 71, # 21 p. 8166 - 8172

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

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Computational Chemistry Data

  • TPSA   37.91
  • LogP   1.5715
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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