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CS-W001157 4
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4-Methoxyquinolin-2(1H)-one

  • CAS No. 27667-34-1

  • Cat. No. CS-0187030
  • Purity≥95%
  • MDL No.MFCD01463823

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

4-Methoxyquinolin-2(1H)-one|CS-0187030

Structure of 27667-34-1

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General Information

  • CAS No. 27667-34-1
  • Cat. No. CS-0187030
  • Purity ≥95%
  • MDL No. MFCD01463823
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.19
  • Synonym(s) 4-Methoxy-1H-quinolin-2-one
  • SMILES O=C1C=C(OC)C=2C=CC=CC2N1

Description

4-Methoxyquinolin-2(1H)-one features a quinolinone core with a methoxy group at the 4-position, enhancing electron density and solubility. This scaffold integrates readily into medicinal chemistry libraries, offering improved metabolic stability and favorable pharmacokinetic profiles in bioactive molecule design.

Application

4-Methoxyquinolin-2(1H)-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to quinoline-based bioactive molecules. Its ortho-carbonyl and methoxy functionalities offer predictable reactivity in electrophilic substitution, palladium-catalyzed coupling, and functionalization reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis and lead optimization workflows.

Synthesis

  • Route1

    References

    • Yu, Kuo-Long; Wang, Xiangdong; Sun, Yaxiong; Cianci, Christopher; Thuring, Jan Willem; Combrink, Keith; Meanwell, Nicholas; Zhang, Yi; Civiello, Rita L. Patent: US2003/207868 A1, 2003 ;
  • Route2
    • null|null
      14547-98-9
    • ~94%
    • In-stock
      4-Methoxyquinolin-2(1H)-one|CS-0187030
      27667-34-1

    References

    • Albini, Angelo; Fasani, Elisa; Dacrema, Lucia Maggi Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2738 - 2742
  • Route3
    • 2,4-Dimethoxyquinoline|CS-0012593
      40335-00-0
    • ~60%
    • In-stock
      4-Methoxyquinolin-2(1H)-one|CS-0187030
      27667-34-1

    References

    • Ramasamy; Balasubramaniam; Mohan E-Journal of Chemistry, 2010 , vol. 7, # 3 p. 1066 - 1070 Title/Abstract Full Text View citing articles Show Details Ramasamy; Balasubramaniam; Mohan Asian Journal of Chemistry, 2012 , vol. 24, # 10 p. 4726 - 4728

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-H302-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.09
  • LogP   1.5367
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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