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CS-W001157 4
Total: USD 88.00

5-Hydroxyisoquinoline

  • CAS No. 2439-04-5

  • Cat. No. CS-W004721
  • Purity≥95%
  • MDL No.MFCD00006906

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

5-Hydroxyisoquinoline|CS-W004721

Structure of 2439-04-5

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General Information

  • CAS No. 2439-04-5
  • Cat. No. CS-W004721
  • Purity ≥95%
  • MDL No. MFCD00006906
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO
  • Molecular Weight 145.16
  • Synonym(s) None
  • SMILES C1=CC=C(C2=CC=NC=C12)O

Description

5-Hydroxyisoquinoline delivers a rigid, electron-rich heterocyclic scaffold ideal for medicinal chemistry and materials science. This bench-stable compound features a phenolic hydroxyl group positioned at the 5-position, enabling direct functionalization or hydrogen bonding interactions. Its aromatic core supports metal coordination and π–π stacking, making it valuable in catalyst design and fluorescent probe development.

Application

5-Hydroxyisoquinoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position via coupling reactions. Its phenolic hydroxyl group offers enhanced solubility and hydrogen-bonding capacity, facilitating downstream derivatization. The scaffold exhibits bench stability and compatibility with standard synthetic protocols, making it valuable for constructing heterocyclic libraries and bioactive molecules.

Synthesis

  • Route1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 52, p. 10
  • Route2
    • In-stock
      Isoquinoline|CS-W013448
      119-65-3
    • ~45%
    • null|null
      112259-27-5
    • In-stock
      5-Hydroxyisoquinoline|CS-W004721
      2439-04-5

    References

    • Journal of the Chemical Society, Chemical Communications, , p. 1722 - 1724
  • Route3
    • null|null
      139484-28-9
    • ~%
    • In-stock
      5-Hydroxyisoquinoline|CS-W004721
      2439-04-5

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 1 p. 31 - 35

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.9404
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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