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CS-W001157 4
Total: USD 88.00

7-Hydroxy-1,2,3,4-tetrahydroquinoline

  • CAS No. 58196-33-1

  • Cat. No. CS-W003468
  • Purity≥95%
  • MDL No.MFCD08063887

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

7-Hydroxy-1,2,3,4-tetrahydroquinoline|CS-W003468

Structure of 58196-33-1

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General Information

  • CAS No. 58196-33-1
  • Cat. No. CS-W003468
  • Purity ≥95%
  • MDL No. MFCD08063887
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO
  • Molecular Weight 149.19
  • Synonym(s) None
  • SMILES Oc1ccc2c(c1)NCCC2

Description

7-Hydroxy-1,2,3,4-tetrahydroquinoline features a hydroxyl group at the 7-position of a saturated quinoline core, enhancing solubility and enabling direct functionalization. This electron-rich scaffold serves as a key intermediate in medicinal chemistry, particularly for kinase inhibitors and bioactive heterocycles. The compound exhibits bench-stable handling characteristics under standard conditions.

Application

7-Hydroxy-1,2,3,4-tetrahydroquinoline serves as a versatile scaffold for medicinal chemistry and synthetic intermediates, offering a readily functionalizable aromatic ring system with inherent polarity from the phenolic hydroxyl group. The compound exhibits bench stability and compatibility with standard coupling reactions, enabling efficient derivatization for heterocyclic library expansion and target molecule synthesis.

Synthesis

  • Route1
    • 7-Hydroxy-3,4-dihydroquinolin-2(1H)-one  Brexpiprazole Impurity|CS-0167116
      22246-18-0
    • ~99%
    • In-stock
      7-Hydroxy-1,2,3,4-tetrahydroquinoline|CS-W003468
      58196-33-1

    References

    • Anzalone, Andrew V.; Wang, Tracy Y.; Chen, Zhixing; Cornish, Virginia W. Angewandte Chemie - International Edition, 2013 , vol. 52, # 2 p. 650 - 654 Angew. Chem., 2013 , vol. 125, # 2 p. 678 - 682,5
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 13 p. 3415 - 3418
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 32, p. 1278,1281

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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