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CS-W001157 4
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4-Oxo-1,4-dihydroquinoline-3-carboxylic acid

  • CAS No. 13721-01-2

  • Cat. No. CS-M2264
  • Molecule weight189.17
  • Purity≥98%
  • MDL No.MFCD00498984

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

4-Oxo-1,4-dihydroquinoline-3-carboxylic acid|CS-M2264

Structure of 13721-01-2

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General Information

  • CAS No. 13721-01-2
  • Cat. No. CS-M2264
  • Purity ≥98%
  • MDL No. MFCD00498984
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₃
  • Molecular Weight 189.17
  • Synonym(s) 1,4-DIHYDRO-4-OXO-QUINOLINE-3-CARBOXYLIC ACID
  • SMILES O=C1C(C(O)=O)=CNC2=CC=CC=C21

Description

4-Oxo-1,4-dihydroquinoline-3-carboxylic acid features a fused heterocyclic core with a carbonyl at the 4-position and a carboxylic acid at the 3-position, enabling direct integration into synthetic scaffolds. This electron-deficient quinoline derivative serves as a key building block for bioactive molecules, particularly in medicinal chemistry applications involving kinase inhibition and antimicrobial development.

Application

4-Oxo-1,4-dihydroquinoline-3-carboxylic acid serves as a versatile scaffold for medicinal chemistry and heterocyclic synthesis, enabling efficient access to quinoline-based pharmacophores. Its carboxylic acid group facilitates direct derivatization and conjugation, while the 4-oxo functionality supports regioselective functionalization. The compound exhibits bench stability and compatibility with common coupling reactions, making it a practical building block for API development and library synthesis.

Synthesis

  • Route1

    References

    • US2011/98311 A1, ;
  • Route2

    References

    • Chemical Communications, , # 43 p. 5438 - 5440
  • Route3
    • Diethyl 2-((phenylamino)methylene)malonate|CS-0151912
      54535-22-7
    • ~%
    • In-stock
      4-Oxo-1,4-dihydroquinoline-3-carboxylic acid|CS-M2264
      13721-01-2

    References

    • Chemical Communications, , # 43 p. 5438 - 5440

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   70.16
  • LogP   1.2263
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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