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CS-W001157 4
Total: USD 88.00

4-Methoxy-1H-indazole

  • CAS No. 351210-06-5

  • Cat. No. CS-D1594
  • Purity≥98%
  • MDL No.MFCD09261131

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

4-Methoxy-1H-indazole|CS-D1594

Structure of 351210-06-5

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General Information

  • CAS No. 351210-06-5
  • Cat. No. CS-D1594
  • Purity ≥98%
  • MDL No. MFCD09261131
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 4-Methoxy indazole
  • SMILES COC1=CC=CC2=C1C=NN2

Description

4-Methoxy-1H-indazole is a bench-stable heterocyclic scaffold featuring a methoxy group at the 4-position, enhancing solubility and modulating electronic properties. This electron-rich indazole integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and bioactive molecule design.

Application

4-Methoxy-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, offering a stable platform for C3-functionalization and transition-metal-catalyzed coupling reactions. The methoxy group enhances solubility and modulates electronic properties, while the indazole core provides robust hydrogen-bonding capacity and metabolic stability. This compound facilitates the synthesis of bioactive scaffolds in drug discovery workflows and exhibits excellent bench stability, ease of purification, and compatibility with standard reaction conditions.

Synthesis

  • Route1

    References

    • Lukin, Kirill; Hsu, Margaret C.; Fernando, Dilinie; Leanna, M. Robert Journal of Organic Chemistry, 2006 , vol. 71, # 21 p. 8166 - 8172
  • Route2

    References

    • Tetrahedron Letters, , vol. 45, # 8 p. 1769 - 1771
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 23 p. 5293 - 5297

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

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