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8-Aminoquinolin-6-ol

  • CAS No. 7402-16-6

  • Cat. No. CS-0102267
  • Molecule weight160.17
  • Purity≥98%
  • MDL No.MFCD06408351

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

8-Aminoquinolin-6-ol|CS-0102267

Structure of 7402-16-6

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General Information

  • CAS No. 7402-16-6
  • Cat. No. CS-0102267
  • Purity ≥98%
  • MDL No. MFCD06408351
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) 8-AMINO-QUINOLIN-6-OL
  • SMILES OC1=CC(N)=C2N=CC=CC2=C1

Description

8-Aminoquinolin-6-ol features a quinolin-6-ol scaffold bearing an amino group at the 8-position, delivering enhanced electron density and improved solubility. This configuration supports direct integration into metal-chelating systems and facilitates functionalization in synthetic organic chemistry. The compound exhibits bench-stable handling characteristics under standard conditions.

Application

8-Aminoquinolin-6-ol serves as a versatile building block in medicinal chemistry, enabling the construction of quinoline-based scaffolds through standard coupling and functionalization reactions. Its amino and hydroxyl groups provide orthogonal handles for selective derivatization, while the inherent stability supports reliable handling and purification. The compound functions effectively in transition-metal-catalyzed transformations and is well-suited for applications requiring precise heterocyclic core modification in API development.

Synthesis

  • Route1

    References

    • Berkengeim; Spasokukozkii Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 541,543 Chem.Abstr., 1941 , p. 6962

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 : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   59.14
  • LogP   1.5226
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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