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CS-W001157 4
Total: USD 88.00

5,6,7,8-Tetrahydro-quinoline

  • CAS No. 10500-57-9

  • Cat. No. CS-0173570
  • Purity≥98%
  • MDL No.MFCD00006734

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

5,6,7,8-Tetrahydro-quinoline|CS-0173570

Structure of 10500-57-9

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General Information

  • CAS No. 10500-57-9
  • Cat. No. CS-0173570
  • Purity ≥98%
  • MDL No. MFCD00006734
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N
  • Molecular Weight 133.19
  • Synonym(s) 5,6,7,8-Tetrahydroquinoline; 2,3-Cyclohexenopyridine
  • SMILES C12=C(N=CC=C2)CCCC1

Description

5,6,7,8-Tetrahydroquinoline serves as a key heterocyclic scaffold in medicinal chemistry, offering enhanced metabolic stability and favorable pharmacokinetic properties. This saturated quinoline derivative integrates readily into bioactive molecules, where its electron-rich aromatic system supports hydrogen bonding and π-stacking interactions. The compound exhibits robust bench stability and compatibility with standard synthetic protocols.

Application

5,6,7,8-Tetrahydroquinoline serves as a versatile scaffold in medicinal chemistry, enabling rapid access to bioactive heterocycles through standard functionalization at the nitrogen and aromatic positions. Its stability under physiological conditions and compatibility with common coupling reactions make it a practical building block for drug discovery programs requiring modifiable, lipophilic frameworks.

Synthesis

  • Route1
    • null|null
      1227460-08-3
    • ~0%
    • In-stock
      5,6,7,8-Tetrahydro-quinoline|CS-0173570
      10500-57-9
    • null|null
      1227461-26-8

    References

    • RENOVIS, INC.; DUNCTON, Matthew; O'MAHONY, Donogh, John, Roger; COX, Matthew Patent: WO2010/59610 A1, 2010 ; Location in patent: Page/Page column 63 ; WO 2010/059610 A1
  • Route2
    • null|null
      91-22-5
    • ~7%
    • In-stock
      5,6,7,8-Tetrahydro-quinoline|CS-0173570
      10500-57-9
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1

    References

    • Journal of Catalysis, , vol. 311, p. 357 - 368
  • Route3
    • null|null
      2568-20-9
    • ~75%
    • In-stock
      5,6,7,8-Tetrahydro-quinoline|CS-0173570
      10500-57-9

    References

    • Pham, Van Cuong; Jossang, Akino; Chiaroni, Angele; Sevenet, Thierry; Bodo, Bernard Tetrahedron Letters, 2002 , vol. 43, # 42 p. 7565 - 7568

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   12.89
  • LogP   1.9604
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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