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CS-W001157 4
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1-(1H-Indazol-3-yl)ethanone

  • CAS No. 4498-72-0

  • Cat. No. CS-W006825
  • Molecule weight160.17
  • Purity≥98%
  • MDL No.None

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

1-(1H-Indazol-3-yl)ethanone|CS-W006825

Structure of 4498-72-0

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General Information

  • CAS No. 4498-72-0
  • Cat. No. CS-W006825
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) Ethanone, 1-(1H-indazol-3-yl)-
  • SMILES CC(C1=NNC2=C1C=CC=C2)=O

Description

1-(1H-Indazol-3-yl)ethanone features a planar indazolyl core fused with a ketone-functionalized ethyl group, enabling direct integration into bioactive scaffolds. This bench-stable, moisture-tolerant compound serves as a key intermediate in medicinal chemistry for constructing kinase inhibitors and heterocyclic drug candidates.

Application

1-(1H-Indazol-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to indazolyl-containing scaffolds via nucleophilic substitution, metal-catalyzed coupling, or reductive amination. Its ketone functionality offers high stability and compatibility with diverse reaction conditions, facilitating straightforward functionalization and purification. This compound functions as a key intermediate for the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1
    • In-stock
      N-methoxy-N-methyl-1H-indazole-3-carboxamide|CS-0037688
      351457-12-0
    • null|null
      75-16-1
    • ~82%
    • In-stock
      1-(1H-Indazol-3-yl)ethanone|CS-W006825
      4498-72-0

    References

    • Crestey, Francois; Stiebing, Silvia; Legay, Remi; Collot, Valerie; Rault, Sylvain Tetrahedron, 2007 , vol. 63, # 2 p. 419 - 428
  • Route2
    • null|null
      90563-52-3
    • ~29%
    • null|null
      3484-07-9
    • In-stock
      1-(1H-Indazol-3-yl)ethanone|CS-W006825
      4498-72-0

    References

    • Buechi, George; Lee, Gary C. M.; Yang, David; Tannenbaum, Steven R. Journal of the American Chemical Society, 1986 , vol. 108, # 14 p. 4115 - 4119
  • Route3

    References

    • Bhatt, Aaditya; Gurukumar; Basu, Amartya; Patel, Maulik R.; Kaushik-Basu, Neerja; Talele, Tanaji T. European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5138 - 5145

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   45.75
  • LogP   1.7655
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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