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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-indazol-4-ol

  • CAS No. 144528-23-4

  • Cat. No. CS-0054264
  • Purity≥97%
  • MDL No.MFCD11869776

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

1-Methyl-1H-indazol-4-ol|CS-0054264

Structure of 144528-23-4

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General Information

  • CAS No. 144528-23-4
  • Cat. No. CS-0054264
  • Purity ≥97%
  • MDL No. MFCD11869776
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) None
  • SMILES OC1=CC=CC2=C1C=NN2C

Description

1-Methyl-1H-indazol-4-ol features a fused bicyclic core with a phenolic hydroxyl group at the 4-position and a methyl substituent at the 1-nitrogen, conferring enhanced solubility and metabolic stability. This scaffold serves as a privileged motif in medicinal chemistry, integrating readily into kinase inhibitors and bioactive heterocycles. The compound exhibits bench-stable handling characteristics under standard conditions.

Application

1-Methyl-1H-indazol-4-ol serves as a versatile building block for medicinal chemistry campaigns, enabling direct incorporation into bioactive heterocycles via standard coupling and functionalization protocols. Its phenolic hydroxyl group facilitates efficient derivatization, while the methylated indazolone core exhibits enhanced bench stability and favorable solubility profiles. The compound functions effectively in Suzuki-Miyaura, Ullmann, and amide bond formation reactions, supporting rapid access to diverse scaffolds in drug discovery workflows.

Synthesis

  • Route1

    References

    • Mosti; Menozzi; Fossa; Schenone; Lampa; Parrillo; D'Amico; Rossi Farmaco, 1992 , vol. 47, # 5 p. 567 - 584
  • Route2
    • null|null
      145176-81-4
    • ~88%
    • In-stock
      1-Methyl-1H-indazol-4-ol|CS-0054264
      144528-23-4

    References

    • Mosti; Menozzi; Fossa; Schenone; Lampa; Parrillo; D'Amico; Rossi Farmaco, 1992 , vol. 47, # 5 p. 567 - 584
  • Route3

    References

    • Kawakita, Youichi; Banno, Hiroshi; Ohashi, Tomohiro; Tamura, Toshiya; Yusa, Tadashi; Nakayama, Akiko; Miki, Hiroshi; Iwata, Hidehisa; Kamiguchi, Hidenori; Tanaka, Toshimasa; Habuka, Noriyuki; Sogabe, Satoshi; Ohta, Yoshikazu; Ishikawa, Tomoyasu Journal of Medicinal Chemistry, 2012 , vol. 55, # 8 p. 3975 - 3991

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

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