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CS-W001157 4
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1-methyl-2-oxoquinoline-3-carbaldehyde

  • CAS No. 67735-60-8

  • Cat. No. CS-0061761
  • Purity≥97%
  • MDL No.None

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

1-methyl-2-oxoquinoline-3-carbaldehyde|CS-0061761

Structure of 67735-60-8

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General Information

  • CAS No. 67735-60-8
  • Cat. No. CS-0061761
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₂
  • Molecular Weight 187.19
  • Synonym(s) 1-Methyl-2-oxo-1,2-dihydroquinoline-3-carboxaldehyde
  • SMILES CN1C2=CC=CC=C2C=C(C=O)C1=O

Description

1-Methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde features a fused quinoline core with a methyl group at C1 and a formyl substituent at C3, enabling direct integration into heterocyclic scaffolds. The electron-deficient carbonyl at C2 facilitates nucleophilic additions, while the aldehyde group supports conjugation and coupling reactions under mild conditions. This bench-stable compound serves as a key intermediate in synthetic medicinal chemistry and materials science.

Application

1-Methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and natural product synthesis. Its conjugated quinoline core with orthogonal aldehyde and carbonyl functionalities enables selective functionalization in late-stage diversification. The molecule exhibits bench stability and compatibility with standard coupling reactions, facilitating efficient access to complex scaffolds relevant to kinase inhibitors and bioactive alkaloids.

Synthesis

  • Route1
    • In-stock
      2-Oxo-1,2-dihydroquinoline-3-carbaldehyde|CS-0117078
      91301-03-0
    • null|null
      114561-16-9
    • ~76%
    • In-stock
      1-methyl-2-oxoquinoline-3-carbaldehyde|CS-0061761
      67735-60-8
    • null|null
      35740-85-3

    References

    • Imperial Chemical Industries PLC; ICI Pharma Patent: US5202326 A1, 1993 ; US 5202326 A
  • Route2
    • null|null
      59050-15-6
    • null|null
      68-12-2
    • ~76%
    • In-stock
      1-methyl-2-oxoquinoline-3-carbaldehyde|CS-0061761
      67735-60-8

    References

    • Kobayashi, Yusuke; Harayama, Takashi Tetrahedron Letters, 2009 , vol. 50, # 48 p. 6665 - 6667
  • Route3
    • In-stock
      2-Oxo-1,2-dihydroquinoline-3-carbaldehyde|CS-0117078
      91301-03-0
    • null|null
      74-88-4
    • ~%
    • In-stock
      1-methyl-2-oxoquinoline-3-carbaldehyde|CS-0061761
      67735-60-8

    References

    • Raj, T. Tilak; Ambekar, Sarvottam Y. Journal fuer Praktische Chemie (Leipzig), 1988 , vol. 330, # 2 p. 293 - 298

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.07
  • LogP   1.351
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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