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CS-W001157 4
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2-Chloroquinolin-8-ol

  • CAS No. 31568-91-9

  • Cat. No. CS-W000395
  • Purity≥97%
  • MDL No.MFCD00168950

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

2-Chloroquinolin-8-ol|CS-W000395

Structure of 31568-91-9

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General Information

  • CAS No. 31568-91-9
  • Cat. No. CS-W000395
  • Purity ≥97%
  • MDL No. MFCD00168950
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 8-Quinolinol, 2-chloro-
  • SMILES Clc1ccc2c(n1)c(O)ccc2

Description

2-Chloroquinolin-8-ol delivers a rigid, electron-deficient quinoline scaffold bearing a strategically positioned hydroxyl group. This combination enables direct functionalization at the C8 position and enhances metal coordination in catalytic systems. The chloro substituent provides a handle for cross-coupling reactions, while the phenolic OH supports hydrogen bonding and solubility modulation.

Application

2-Chloroquinolin-8-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C-8 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate efficient access to quinoline-based scaffolds. The chloro substituent provides a reliable handle for further derivatization, while the phenolic hydroxyl supports hydrogen bonding interactions relevant in target binding. This compound functions effectively in the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1
    • 8-Hydroxy-2(1H)-quinolinone Indacaterol  Impurity|CS-0229464
      15450-76-7
    • ~74%
    • In-stock
      2-Chloroquinolin-8-ol|CS-W000395
      31568-91-9

    References

    • Clino Ltd.; KUDO, Yukitsuka; FURUMOTO, Syozo; OKAMURA, Nobuyuki Patent: EP2634177 A1, 2013 ; Location in patent: Paragraph 0217; 0218 ;
  • Route2
    • null|null
      100822-30-8
    • ~72%
    • In-stock
      2-Chloroquinolin-8-ol|CS-W000395
      31568-91-9

    References

    • Gershon, Herman; Clarke, Donald D. Monatshefte fuer Chemie, 1991 , vol. 122, # 11 p. 935 - 942
  • Route3
    • 2-Hydroxyquinolin-8-yl acetate|CS-0216708
      15450-72-3
    • ~%
    • In-stock
      2-Chloroquinolin-8-ol|CS-W000395
      31568-91-9

    References

    • Gershon, Herman; Clarke, Donald D. Monatshefte fuer Chemie, 1991 , vol. 122, # 11 p. 935 - 942

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

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