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CS-W001157 4
Total: USD 88.00

6-Chloroquinoline-4-carboxylic acid

  • CAS No. 62482-29-5

  • Cat. No. CS-0139267
  • Purity≥95%
  • MDL No.MFCD07506540

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

6-Chloroquinoline-4-carboxylic acid|CS-0139267

Structure of 62482-29-5

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General Information

  • CAS No. 62482-29-5
  • Cat. No. CS-0139267
  • Purity ≥95%
  • MDL No. MFCD07506540
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆ClNO₂
  • Molecular Weight 207.61
  • Synonym(s) 6-CHLORO-QUINOLINE-4-CARBOXYLIC ACID
  • SMILES O=C(C1=CC=NC2=CC=C(Cl)C=C12)O

Description

6-Chloroquinoline-4-carboxylic acid features a chlorine substituent at the 6-position and a carboxylic acid group at the 4-position of the quinoline core. This electron-deficient heterocycle integrates readily into synthetic routes requiring polar, planar scaffolds. The compound serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and fluorescent probes, leveraging its ability to participate in amidation and coupling reactions under standard conditions.

Application

6-Chloroquinoline-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via coupling reactions. The carboxylic acid group facilitates amide and ester formation, while the chlorine substituent provides a handle for palladium-catalyzed cross-coupling. Its stability under standard reaction conditions and compatibility with diverse transformations make it well-suited for constructing quinoline-based pharmacophores and API intermediates.

Synthesis

  • Route1
    • 6-Chloroquinoline-2,4-dicarboxylic acid|CS-0331605
      62482-28-4
    • ~%
    • In-stock
      6-Chloroquinoline-4-carboxylic acid|CS-0139267
      62482-29-5

    References

    • Journal of the Chemical Society, , p. 426,428
  • Route2

    References

    • Chinese Chemical Letters, , vol. 21, # 1 p. 35 - 38
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 69, p. 1260,1263

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-P330-P362+P364-P405-P501

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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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