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CS-W001157 4
Total: USD 88.00

2-Methylquinolin-4(1H)-one

  • CAS No. 5660-24-2

  • Cat. No. CS-0159505
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD00518775

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

2-Methylquinolin-4(1H)-one|CS-0159505

Structure of 5660-24-2

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General Information

  • CAS No. 5660-24-2
  • Cat. No. CS-0159505
  • Purity ≥97%
  • MDL No. MFCD00518775
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight None
  • Synonym(s) 2-METHYL-4-HYDROXYQUINOLINE
  • SMILES O=C1C=C(C)NC2=C1C=CC=C2

Description

2-Methylquinolin-4(1H)-one features a sterically accessible quinolinone core with a methyl group at the 2-position, enhancing electron density at the C4 carbonyl. This bench-stable scaffold integrates readily into synthetic routes for kinase inhibitors and fluorescent probes, offering improved solubility over unsubstituted analogs.

Application

2-Methylquinolin-4(1H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds through standard functionalization at the 2-methyl and 4-one positions. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions facilitate downstream derivatization. The compound functions effectively in the synthesis of kinase inhibitors and other bioactive molecules, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1
    • null|null
      1100207-42-8
    • ~51%
    • In-stock
      2-Methylquinolin-4(1H)-one|CS-0159505
      5660-24-2

    References

    • Bristol-Myers Squibb Company Patent: US2009/18163 A1, 2009 ; Location in patent: Page/Page column 24-25 ; US 20090018163 A1
  • Route2
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9
    • null|null
      74497-02-2
    • ~94%
    • In-stock
      2-Methylquinolin-4(1H)-one|CS-0159505
      5660-24-2

    References

    • Yuan, Shizhen; Zhang, Kehua; Xia, Jingjing Asian Journal of Chemistry, 2013 , vol. 25, # 10 p. 5535 - 5538
  • Route3
    • 3-Methyl-5-(2-nitrophenyl)isoxazole|CS-0940071
      126633-04-3
    • ~61%
    • In-stock
      2-Methylquinolin-4(1H)-one|CS-0159505
      5660-24-2

    References

    • Sakamoto, Takao; Kondo, Yoshinori; Uchiyama, Daishi; Yamanaka, Hiroshi Tetrahedron, 1991 , vol. 47, # 28 p. 5111 - 5118

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   32.86
  • LogP   1.83652
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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