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CS-W001157 4
Total: USD 88.00

7-Chloroquinolin-2(1H)-one

  • CAS No. 22614-72-8

  • Cat. No. CS-W006065
  • Purity≥95%
  • MDL No.MFCD08460109

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

7-Chloroquinolin-2(1H)-one|CS-W006065

Structure of 22614-72-8

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General Information

  • CAS No. 22614-72-8
  • Cat. No. CS-W006065
  • Purity ≥95%
  • MDL No. MFCD08460109
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 7-Chloro-2-hydroxyquinoline
  • SMILES O=C1NC2=C(C=CC(Cl)=C2)C=C1

Description

7-Chloroquinolin-2(1H)-one features a chlorine-substituted quinoline core with a lactam functionality, delivering enhanced electron-withdrawing character and improved solubility in polar solvents. This scaffold serves as a key building block for medicinal chemistry campaigns targeting kinase inhibitors and antiparasitic agents, offering robust stability under standard bench conditions.

Application

7-Chloroquinolin-2(1H)-one serves as a versatile scaffold for medicinal chemistry and materials science, enabling efficient derivatization at the C-3 position via nucleophilic substitution or transition-metal-catalyzed coupling. Its inherent stability, solubility in common organic solvents, and compatibility with diverse functional groups make it well-suited for high-throughput synthesis of quinolinone-based libraries. The chlorine substituent enhances electrophilicity for further functionalization, while the lactam moiety provides a rigid, planar framework ideal for target-directed design.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 22 p. 3397 - 3408
  • Route2
    • null|null
      150869-42-4
    • ~%
    • In-stock
      7-Chloroquinolin-2(1H)-one|CS-W006065
      22614-72-8

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 22 p. 3397 - 3408
  • Route3
    • null|null
      150869-43-5
    • ~%
    • In-stock
      7-Chloroquinolin-2(1H)-one|CS-W006065
      22614-72-8

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 22 p. 3397 - 3408

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   32.86
  • LogP   2.1815
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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