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CS-W001157 4
Total: USD 88.00

6-Fluoro-1,2,3,4-tetrahydroquinoline

  • CAS No. 59611-52-8

  • Cat. No. CS-W007199
  • Purity≥95%
  • MDL No.MFCD09040997

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

6-Fluoro-1,2,3,4-tetrahydroquinoline|CS-W007199

Structure of 59611-52-8

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General Information

  • CAS No. 59611-52-8
  • Cat. No. CS-W007199
  • Purity ≥95%
  • MDL No. MFCD09040997
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀FN
  • Molecular Weight 151.18
  • Synonym(s) 6-fluoro-1,2,3,4-tetrahydro-quinoline
  • SMILES FC1=CC2=C(NCCC2)C=C1

Description

6-Fluoro-1,2,3,4-tetrahydroquinoline features a fluorinated heterocyclic core that enhances metabolic stability and modulates electronic properties. This bench-stable scaffold integrates readily into medicinal chemistry libraries, offering improved membrane permeability and targeted binding affinity in bioactive molecule design.

Application

6-Fluoro-1,2,3,4-tetrahydroquinoline serves as a valuable scaffold in medicinal chemistry, offering enhanced metabolic stability and modulated lipophilicity. Its fluorinated aromatic core enables favorable binding interactions in target proteins, while the saturated ring facilitates downstream functionalization via standard electrophilic substitution or transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it a practical building block for the synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Ren, Dong; He, Lin; Yu, Lei; Ding, Ran-Sheng; Liu, Yong-Mei; Cao, Yong; He, He-Yong; Fan, Kang-Nian Journal of the American Chemical Society, 2012 , vol. 134, # 42 p. 17592 - 17598,7
  • Route2
    • null|null
      148960-32-1
    • ~%
    • In-stock
      6-Fluoro-1,2,3,4-tetrahydroquinoline|CS-W007199
      59611-52-8

    References

    • Bioorganic and Medicinal Chemistry, , vol. 16, # 17 p. 7956 - 7967
  • Route3
    • 6-Fluoro-3,4-dihydroquinoline-1(2H)-carbaldehyde|CS-1189227
      388078-32-8
    • ~36%
    • In-stock
      6-Fluoro-1,2,3,4-tetrahydroquinoline|CS-W007199
      59611-52-8

    References

    • Zakrzewska; Kolehmainen; Osmialowski; Gawinecki Journal of Fluorine Chemistry, 2001 , vol. 111, # 1 p. 1 - 10

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   12.03
  • LogP   2.1838
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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