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CS-W001157 4
Total: USD 88.00

5,6,7,8-Tetrahydroquinolin-8-ol

  • CAS No. 14631-46-0

  • Cat. No. CS-W003392
  • Purity≥97%
  • MDL No.MFCD07369987

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

5,6,7,8-Tetrahydroquinolin-8-ol|CS-W003392

Structure of 14631-46-0

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General Information

  • CAS No. 14631-46-0
  • Cat. No. CS-W003392
  • Purity ≥97%
  • MDL No. MFCD07369987
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO
  • Molecular Weight 149.19
  • Synonym(s) 8-quinolinol,5,6,7,8-tetrahydro-
  • SMILES OC1CCCc2c1nccc2

Description

5,6,7,8-Tetrahydroquinolin-8-ol features a saturated quinoline core with a strategically positioned hydroxyl group at the C8 position, enabling direct functionalization in synthetic routes. This bench-stable scaffold integrates readily into bioactive molecule frameworks, offering enhanced solubility and metabolic stability compared to fully aromatic analogs.

Application

5,6,7,8-Tetrahydroquinolin-8-ol serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its phenolic hydroxyl group offers direct functionalization potential, while the saturated ring system enhances metabolic stability and solubility. The compound exhibits robust bench stability and facilitates straightforward derivatization via coupling reactions or electrophilic substitution, making it a practical building block for lead optimization campaigns.

Synthesis

  • Route1
    • 5,6,7,8-Tetrahydro-8-quinolinol acetate|CS-0209764
      14631-47-1
    • ~%
    • In-stock
      5,6,7,8-Tetrahydroquinolin-8-ol|CS-W003392
      14631-46-0

    References

    • US6750348 B1, ; Page column 15 ; US 6750348 B1
  • Route2

    References

    • Chelucci, Giorgio Tetrahedron Letters, 2010 , vol. 51, # 12 p. 1562 - 1565
  • Route3
    • null|null
      14631-48-2
    • ~%
    • In-stock
      5,6,7,8-Tetrahydroquinolin-8-ol|CS-W003392
      14631-46-0

    References

    • Organic Letters, , vol. 8, # 9 p. 1879 - 1882

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   32.26
  • LogP   1.7503
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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