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CS-W001157 4
Total: USD 88.00

1,2,3,4-Tetrahydro-6-isoquinolinol

  • CAS No. 14446-24-3

  • Cat. No. CS-M3291
  • Purity≥95%
  • MDL No.MFCD01717047

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

1,2,3,4-Tetrahydro-6-isoquinolinol|CS-M3291

Structure of 14446-24-3

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General Information

  • CAS No. 14446-24-3
  • Cat. No. CS-M3291
  • Purity ≥95%
  • MDL No. MFCD01717047
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO
  • Molecular Weight 149.19
  • Synonym(s) 1,2,3,4-Tetrahydroisoquinolin-6-ol
  • SMILES OC1=CC2=C(CNCC2)C=C1

Description

1,2,3,4-Tetrahydro-6-isoquinolinol features a saturated isoquinoline core with a hydroxyl group at the 6-position, offering enhanced solubility and stability compared to aromatic analogs. This scaffold integrates readily into bioactive molecule design, particularly in CNS-targeted compounds, due to its favorable polarity and metabolic resilience under standard bench conditions.

Application

1,2,3,4-Tetrahydro-6-isoquinolinol serves as a versatile scaffold for the synthesis of isoquinoline-based pharmaceuticals and bioactive molecules. Its saturated ring system offers enhanced stability and favorable solubility, while the primary alcohol functionality enables straightforward derivatization via esterification, etherification, or coupling reactions. This compound functions as a key intermediate in the construction of heterocyclic frameworks relevant to medicinal chemistry and natural product synthesis.

Synthesis

  • Route1

    References

    • Ben-Daniel; Deuther-Conrad; Scheunemann; Steinbach; Brust; Mishani Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 12 p. 6364 - 6370
  • Route2
    • 1,2,3,4-Tetrahydroisoquinolin-6-ol hydrochloride|CS-0669062
      63905-73-7
    • ~%
    • In-stock
      1,2,3,4-Tetrahydro-6-isoquinolinol|CS-M3291
      14446-24-3

    References

    • WO2009/105715 A1, ; Page/Page column 24-25 ; WO 2009/105715 A1
  • Route3
    • Norfenefrine|CS-0013711
      536-21-0
    • ~%
    • In-stock
      1,2,3,4-Tetrahydro-6-isoquinolinol|CS-M3291
      14446-24-3

    References

    • Journal of Organic Chemistry, , vol. 51, # 15 p. 3061 - 3063

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   1.0379
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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