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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-indazole

  • CAS No. 13436-48-1

  • Cat. No. CS-0054743
  • Purity≥97%
  • MDL No.None

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

1-Methyl-1H-indazole|CS-0054743

Structure of 13436-48-1

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General Information

  • CAS No. 13436-48-1
  • Cat. No. CS-0054743
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight 132.16
  • Synonym(s) 1-Methylindazole
  • SMILES CN1N=CC2=CC=CC=C12

Description

1-Methyl-1H-indazole is a bench-stable, nitrogen-rich heterocycle featuring a fused indole-like core with a methyl group at the pyrrole nitrogen. This substitution enhances solubility and metabolic stability while preserving reactivity at the aromatic ring. The molecule serves as a key pharmacophore in medicinal chemistry, enabling integration into kinase inhibitors and CNS-targeted therapeutics through its ability to form hydrogen bonds and engage in π-stacking interactions.

Application

1-Methyl-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its methylated nitrogen at the 1-position enhances metabolic stability and modulates basicity, facilitating direct functionalization at C3 or C5 positions. The compound exhibits excellent bench stability, tolerates a range of reaction conditions, and is compatible with common coupling protocols, making it well-suited for parallel synthesis and lead optimization campaigns.

Synthesis

  • Route1

    References

    • Liu, Han-Jun; Hung, Shiang-Fu; Chen, Chuan-Lin; Lin, Mei-Huey Tetrahedron, 2013 , vol. 69, # 19 p. 3907 - 3912
  • Route2

    References

    • Journal of Organometallic Chemistry, , vol. 604, # 2 p. 157 - 169
  • Route3
    • In-stock
      2-Fluorobenzaldehyde|CS-W008891
      446-52-6
    • null|null
      60-34-4
    • ~40%
    • In-stock
      1-Methyl-1H-indazole|CS-0054743
      13436-48-1

    References

    • Wheeler, Rob C.; Baxter, Emma; Campbell, Ian B.; MacDonald, Simon J. F. Organic Process Research and Development, 2011 , vol. 15, # 3 p. 565 - 569

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   17.82
  • LogP   1.5733
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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