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CS-W001157 4
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1-(1H-Indazol-5-yl)ethanone

  • CAS No. 1001906-63-3

  • Cat. No. CS-0034052
  • Purity≥98%
  • MDL No.MFCD11869763

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

1-(1H-Indazol-5-yl)ethanone|CS-0034052

Structure of 1001906-63-3

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General Information

  • CAS No. 1001906-63-3
  • Cat. No. CS-0034052
  • Purity ≥98%
  • MDL No. MFCD11869763
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) 1-(1H-indazol-5-yl)ethan-1-one
  • SMILES CC(C1=CC2=C(NN=C2)C=C1)=O

Description

1-(1H-Indazol-5-yl)ethanone features a planar indazolyl core fused with a ketone-bearing ethyl side chain, enabling direct integration into bioactive molecule scaffolds. This bench-stable, moisture-tolerant building block facilitates rapid access to pharmaceutical intermediates through nucleophilic addition and coupling reactions under standard conditions.

Application

1-(1H-Indazol-5-yl)ethanone serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling efficient construction of indazole-based scaffolds. Its ketone functionality facilitates nucleophilic addition, reductive amination, and coupling reactions under standard conditions. The molecule exhibits good bench stability and is readily purified by recrystallization or column chromatography, supporting its use in iterative synthetic sequences and API intermediate development.

Synthesis

  • Route1
    • 1-(1-(Tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)ethan-1-one|CS-1716853
      1173003-55-8
    • ~%
    • In-stock
      1-(1H-Indazol-5-yl)ethanone|CS-0034052
      1001906-63-3

    References

    • WO2009/89057 A1, ; Page/Page column 52-53 ; WO 2009/089057 A1
  • Route2
    • Tert-butyl 5-acetyl-1h-indazole-1-carboxylate|CS-0272097
      877264-73-8
    • ~%
    • In-stock
      1-(1H-Indazol-5-yl)ethanone|CS-0034052
      1001906-63-3

    References

    • WO2008/7211 A1, ; Page/Page column 42 ; WO 2008/007211 A1
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 5 p. 1480 - 1483

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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