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CS-W001157 4
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2-Oxo-2,3-dihydro-1H-indole-5-carboxylic acid

  • CAS No. 102359-00-2

  • Cat. No. CS-0046855
  • Purity≥95%
  • MDL No.None

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

2-Oxo-2,3-dihydro-1H-indole-5-carboxylic acid|CS-0046855

Structure of 102359-00-2

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General Information

  • CAS No. 102359-00-2
  • Cat. No. CS-0046855
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₃
  • Molecular Weight 177.16
  • Synonym(s) 5-Carboxyoxindole
  • SMILES O=C1CC2=C(C=CC(C(O)=O)=C2)N1

Description

This indole derivative features a carboxylic acid group at the 5-position and a ketone at the 2-position, creating a rigid, electron-deficient heterocyclic scaffold. The fused ring system enhances stability and provides a strategic handle for derivatization in synthetic medicinal chemistry.

Application

2-Oxo-2,3-dihydro-1H-indole-5-carboxylic acid serves as a versatile building block for indole-based heterocycles and pharmaceutical intermediates. Its carboxylic acid functionality enables direct coupling reactions, while the 2-oxo group provides a handle for further functionalization. The molecule exhibits good bench stability and compatibility with standard synthetic protocols, facilitating efficient access to complex scaffolds in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Sugen, Inc. Patent: US6350754 B2, 2002 ; Location in patent: Page column 24 ;
  • Route2

    References

    • THE JOHNS HOPKINS UNIVERSITY; THE SCRIPPS RESEARCH INSTITUTE; ZACK, Donald, Jeffrey; BANNISTER, Thomas; VOJKOVSKY, Tomas; YANG, Zhiyong; BERLINICKE, Cynthia Patent: WO2011/119777 A2, 2011 ; Location in patent: Page/Page column 29-30 ; WO 2011/119777 A2
  • Route3

    References

    • Sugen, Inc. Patent: US6147106 A1, 2000 ; US 6147106 A

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

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Computational Chemistry Data

  • TPSA   66.4
  • LogP   0.8794
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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