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CS-W001157 4
Total: USD 88.00

7-Fluoro-3,4-dihydroquinolin-2(1H)-one

  • CAS No. 4590-52-7

  • Cat. No. CS-0043835
  • Molecule weight165.16
  • Purity≥97%
  • MDL No.None

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

7-Fluoro-3,4-dihydroquinolin-2(1H)-one|CS-0043835

Structure of 4590-52-7

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General Information

  • CAS No. 4590-52-7
  • Cat. No. CS-0043835
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈FNO
  • Molecular Weight 165.16
  • Synonym(s) None
  • SMILES O=C1NC2=C(C=CC(F)=C2)CC1

Description

7-Fluoro-3,4-dihydroquinolin-2(1H)-one features a fluorinated quinolinone core with enhanced electron-withdrawing character due to the para-fluorine substitution. This scaffold integrates readily into medicinal chemistry libraries, offering improved metabolic stability and membrane permeability. The saturated ring system provides conformational rigidity beneficial for target binding.

Application

7-Fluoro-3,4-dihydroquinolin-2(1H)-one serves as a versatile heterocyclic scaffold in medicinal chemistry, enabling efficient access to bioactive molecules through established functionalization at the 2-position and C3–C4 ring system. Its fluorinated aromatic core enhances metabolic stability and modulates electronic properties, while the lactam functionality supports diverse transformations including nucleophilic substitution and transition-metal-catalyzed coupling. Bench-stable and amenable to purification via standard chromatography, it functions as a reliable building block for targeted synthesis of pharmaceutical intermediates and CNS-active compounds.

Synthesis

  • Route1

    References

    • BIOENERGENIX; MCCALL, John, M.; ROMERO, Donna, L. Patent: WO2012/94462 A2, 2012 ; Location in patent: Page/Page column 86 ; WO 2012/094462 A2
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    References

    • F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KNUST, Henner; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; ZHOU, Mingwei Patent: WO2013/37779 A1, 2013 ; Location in patent: Page/Page column 231 ;
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    References

    • Zhang, Lei; Sonaglia, Lorenzo; Stacey, Jason; Lautens, Mark Organic Letters, 2013 , vol. 15, # 9 p. 2128 - 2131

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   29.1
  • LogP   1.7104
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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