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CS-W001157 4
Total: USD 88.00

4-Chloroquinoline-7-carboxylic acid

  • CAS No. 49713-58-8

  • Cat. No. CS-0130074
  • Molecule weight207.61
  • Purity≥95%
  • MDL No.None

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

4-Chloroquinoline-7-carboxylic acid|CS-0130074

Structure of 49713-58-8

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General Information

  • CAS No. 49713-58-8
  • Cat. No. CS-0130074
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆ClNO₂
  • Molecular Weight 207.61
  • Synonym(s) 4-chloro-7-quinolinecarboxylic acid
  • SMILES O=C(C1=CC=C2C(Cl)=CC=NC2=C1)O

Description

4-Chloroquinoline-7-carboxylic acid features a chlorine-substituted quinoline core with a carboxylic acid group at the C7 position, enabling direct conjugation in synthetic transformations. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key building block for bioactive molecule development under standard conditions.

Application

4-Chloroquinoline-7-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C7 position via palladium-catalyzed cross-coupling reactions. Its stability under standard synthetic conditions and compatibility with diverse nucleophiles facilitate efficient access to quinoline-based pharmacophores. The carboxylic acid group supports derivatization through amide bond formation or esterification, enhancing solubility and bioavailability profiles. This compound functions as a key scaffold for developing kinase inhibitors and other targeted therapeutics.

Synthesis

  • Route1
    • null|null
      1374258-80-6
    • ~%
    • In-stock
      4-Chloroquinoline-7-carboxylic acid|CS-0130074
      49713-58-8
    • 4-Hydroxy-7-quinolinecarboxylic acid|CS-0043244
      1150618-22-6

    References

    • WO2012/177893 A2, ; WO 2012/177893 A2
  • Route2

    References

    • WO2004/58743 A1, ; Page/Page column 116-117 ; WO 2004/058743 A1
  • Route3
    • In-stock
      7-Bromo-4-chloroquinoline|CS-W008441
      75090-52-7
    • null|null
      201230-82-2
    • ~%
    • In-stock
      4-Chloroquinoline-7-carboxylic acid|CS-0130074
      49713-58-8

    References

    • WO2005/63739 A1, ; Page/Page column 59-60 ; WO 2005/063739 A1

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   50.19
  • LogP   2.5864
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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