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CS-W001157 4
Total: USD 88.00

2-Chloroquinolin-6-ol

  • CAS No. 577967-89-6

  • Cat. No. CS-W005318
  • Purity≥98%
  • MDL No.None

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

2-Chloroquinolin-6-ol|CS-W005318

Structure of 577967-89-6

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General Information

  • CAS No. 577967-89-6
  • Cat. No. CS-W005318
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 2-Chloro-6-hydroxyquinoline
  • SMILES OC1=CC=C2N=C(Cl)C=CC2=C1

Description

2-Chloroquinolin-6-ol features a chlorinated quinoline scaffold with a phenolic hydroxyl group, enabling direct functionalization at the 6-position. This bench-stable, moisture-tolerant heterocycle serves as a key intermediate in pharmaceutical synthesis and ligand development, combining enhanced reactivity with structural rigidity for efficient coupling reactions under standard conditions.

Application

2-Chloroquinolin-6-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via nucleophilic substitution or transition-metal-catalyzed coupling. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate efficient access to quinoline-based scaffolds common in kinase inhibitors and antimalarial agents.

Synthesis

  • Route1

    References

    • UCB, S.A. Patent: WO2003/93237 A1, 2003 ; Location in patent: Page/Page column 51 ;
  • Route2

    References

    • N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; STOUT, Adam Patent: WO2012/83165 A1, 2012 ; Location in patent: Page/Page column 91 ;
  • Route3
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    • ~%
    • In-stock
      2-Chloroquinolin-6-ol|CS-W005318
      577967-89-6

    References

    • N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; STOUT, Adam Patent: WO2012/48181 A1, 2012 ; WO 2012/048181 A1

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

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.5938
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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