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CS-W001157 4
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1-Methyl-1h-indazol-6-ol

  • CAS No. 118933-92-9

  • Cat. No. CS-0208519
  • Purity≥98%
  • MDL No.MFCD00456074

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

1-Methyl-1h-indazol-6-ol|CS-0208519

Structure of 118933-92-9

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General Information

  • CAS No. 118933-92-9
  • Cat. No. CS-0208519
  • Purity ≥98%
  • MDL No. MFCD00456074
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 6-hydroxy-1-methyl-1H-indazole, 1-methyl-6-hydroxyindazole, 1-methyl-1H-indazol-6-ol, 1-methyl-1H-indazol-6-ol
  • SMILES CN1C2=C(C=CC(=C2)O)C=N1

Description

1-Methyl-1H-indazol-6-ol features a fused bicyclic scaffold with a phenolic hydroxyl and methylated nitrogen, conferring enhanced solubility and metabolic stability. This configuration supports direct integration into kinase inhibitor scaffolds and bioactive heterocycles, enabling rapid access to functionalized analogs under standard coupling conditions.

Application

1-Methyl-1H-indazol-6-ol serves as a versatile building block for medicinal chemistry, enabling direct functionalization at the C6 position via electrophilic substitution or metal-catalyzed coupling. Its bench-stable nature and tolerance to common reaction conditions facilitate integration into diverse heterocyclic scaffolds, particularly in kinase inhibitor and CNS-targeted compound development.

Synthesis

  • Route1

    References

    • Stankyavichyus, A. P.; Terent'ev, P. B.; Bolotin, V. A.; Lashin, V. V.; Rakhimi, I. M. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988 , p. 403 - 409 Khimiya Geterotsiklicheskikh Soedinenii, 1988 , vol. 24, # 4 p. 491 - 498
  • Route2
    • 1-Methyl-6-nitro-1H-indazole|CS-0052435
      6850-23-3
    • ~%
    • In-stock
      1-Methyl-1h-indazol-6-ol|CS-0208519
      118933-92-9

    References

    • Stankyavichyus, A. P.; Terent'ev, P. B.; Bolotin, V. A.; Lashin, V. V.; Rakhimi, I. M. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988 , p. 403 - 409 Khimiya Geterotsiklicheskikh Soedinenii, 1988 , vol. 24, # 4 p. 491 - 498
  • Route3

    References

    • Stankyavichyus, A. P.; Terent'ev, P. B.; Bolotin, V. A.; Lashin, V. V.; Rakhimi, I. M. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988 , p. 403 - 409 Khimiya Geterotsiklicheskikh Soedinenii, 1988 , vol. 24, # 4 p. 491 - 498

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   38.05
  • LogP   1.2789
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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