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CS-W001157 4
Total: USD 88.00

6-Fluoroquinoline-2-carboxylic acid

  • CAS No. 86324-51-8

  • Cat. No. CS-0088149
  • Purity≥98%
  • MDL No.MFCD09837268

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

6-Fluoroquinoline-2-carboxylic acid|CS-0088149

Structure of 86324-51-8

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General Information

  • CAS No. 86324-51-8
  • Cat. No. CS-0088149
  • Purity ≥98%
  • MDL No. MFCD09837268
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆FNO₂
  • Molecular Weight 191.16
  • Synonym(s) None
  • SMILES FC1=CC=C2C(C=CC(C(O)=O)=N2)=C1

Description

6-Fluoroquinoline-2-carboxylic acid features a fluorinated quinoline core with a carboxylic acid group at the 2-position, enabling direct conjugation or metal chelation. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key building block in medicinal chemistry for targeted kinase inhibitors and fluorescent probes.

Application

6-Fluoroquinoline-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via standard amide coupling and Suzuki-Miyaura cross-coupling protocols. The quinoline core provides enhanced metabolic stability and favorable pharmacokinetic properties, while the ortho-fluoro and carboxylic acid functionalities offer orthogonal reactivity for downstream derivatization. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the synthesis of kinase inhibitors and other heterocyclic therapeutics.

Synthesis

  • Route1
    • null|null
      260430-93-1
    • ~86%
    • In-stock
      6-Fluoroquinoline-2-carboxylic acid|CS-0088149
      86324-51-8

    References

    • Houghton, Dylan T.; Arulsamy, Navamoney; Mehn, Mark P. Inorganic Chemistry, 2010 , vol. 49, # 3 p. 879 - 887
  • Route2

    References

    • Contour-Galcera, Marie-Odile; Sidhu, Alban; Plas, Pascale; Roubert, Pierre Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 15 p. 3555 - 3559
  • Route3
    • 6-Fluoroquinoline-2-carbonitrile|CS-0673722
      86324-50-7
    • ~87%
    • In-stock
      6-Fluoroquinoline-2-carboxylic acid|CS-0088149
      86324-51-8

    References

    • Stanton; Gruenfeld; Babiarz; Ackerman; Friedmann; Yuan; Macchia Journal of Medicinal Chemistry, 1983 , vol. 26, # 9 p. 1267 - 1277

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   50.19
  • LogP   2.0721
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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