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CS-W001157 4
Total: USD 88.00

6-Fluoroquinolin-4-ol

  • CAS No. 391-78-6

  • Cat. No. CS-0044574
  • Purity≥95%
  • MDL No.MFCD00269610

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

6-Fluoroquinolin-4-ol|CS-0044574

Structure of 391-78-6

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General Information

  • CAS No. 391-78-6
  • Cat. No. CS-0044574
  • Purity ≥95%
  • MDL No. MFCD00269610
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO
  • Molecular Weight 163.15
  • Synonym(s) 6-fluoroquinolin-4(1H)-one
  • SMILES OC1=CC=NC2=CC=C(F)C=C12

Description

6-Fluoroquinolin-4-ol features a fluorine atom at the 6-position of the quinoline core, enhancing electron-withdrawing character and modulating reactivity. The phenolic hydroxyl group enables hydrogen bonding and facilitates derivatization. This scaffold combines planarity with tunable polarity, supporting applications in medicinal chemistry and materials science.

Application

6-Fluoroquinolin-4-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 hydroxyl and C6 fluorine positions. Its stability under standard reaction conditions facilitates nucleophilic substitution, palladium-catalyzed coupling, and derivatization for heterocyclic scaffolds. The molecule functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive compounds, offering predictable reactivity and ease of purification in multi-step sequences.

Synthesis

  • Route1
    • In-stock
      Diethyl 2-(ethoxymethylene)malonate|CS-0019402
      87-13-8
    • null|null
      371-40-4
    • ~32%
    • In-stock
      6-Fluoroquinolin-4-ol|CS-0044574
      391-78-6

    References

    • MEDICINES FOR MALARIA VENTURE Patent: US2009/99220 A1, 2009 ; Location in patent: Page/Page column 8-9 ; US 20090099220 A1
  • Route2
    • In-stock
      Meldrum's acid|CS-D1154
      2033-24-1
    • null|null
      371-40-4
    • ~%
    • In-stock
      6-Fluoroquinolin-4-ol|CS-0044574
      391-78-6

    References

    • ACTELION PHARMACEUTICALS LTD Patent: WO2008/152603 A1, 2008 ; Location in patent: Page/Page column 36 ;
  • Route3

    References

    • Snyder et al. Journal of the American Chemical Society, 1947 , vol. 69, p. 371,373

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   33.12
  • LogP   2.0795
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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