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CS-W001157 4
Total: USD 88.00

4-Methylquinolin-8-ol

  • CAS No. 3846-73-9

  • Cat. No. CS-W022224
  • Purity≥97%
  • MDL No.MFCD02170459

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

4-Methylquinolin-8-ol|CS-W022224

Structure of 3846-73-9

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General Information

  • CAS No. 3846-73-9
  • Cat. No. CS-W022224
  • Purity ≥97%
  • MDL No. MFCD02170459
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.19
  • Synonym(s) 8-hydroxy-4-methylquinoline
  • SMILES OC1=C2N=CC=C(C)C2=CC=C1

Description

4-Methylquinolin-8-ol features a quinoline scaffold with a methyl group at the 4-position and a phenolic hydroxyl at the 8-position, delivering enhanced solubility and stability. This structural motif enables direct incorporation into metal-chelating ligands and fluorescent probes, particularly in photoredox catalysis and bioimaging applications where electron-rich aromatic systems are advantageous.

Application

4-Methylquinolin-8-ol serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds. Its phenolic hydroxyl group facilitates direct functionalization and metal-catalyzed coupling reactions, while the methyl substituent enhances metabolic stability. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • 8-Methoxy-4-methylquinoline|CS-0282015
      61703-95-5
    • ~%
    • In-stock
      4-Methylquinolin-8-ol|CS-W022224
      3846-73-9

    References

    • Ferretti, Francesco; Ragaini, Fabio; Lariccia, Roberta; Gallo, Emma; Cenini, Sergio Organometallics, 2010 , vol. 29, # 6 p. 1465 - 1471
  • Route2
    • null|null
      78-94-4
    • null|null
      95-55-6
    • ~28%
    • In-stock
      4-Methylquinolin-8-ol|CS-W022224
      3846-73-9

    References

    • Chen, Mon-Yao; Hsu, Ming-Ann; Liu, Ching-Yang; Chow, Tahsin J. Journal of the Chinese Chemical Society, 2004 , vol. 51, # 4 p. 735 - 742
  • Route3
    • null|null
      90-04-0
    • null|null
      78-94-4
    • ~84%
    • In-stock
      4-Methylquinolin-8-ol|CS-W022224
      3846-73-9

    References

    • Belser, Peter; Bernhard, Stefan; Guerig, Urs Tetrahedron, 1996 , vol. 52, # 8 p. 2937 - 2944

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   2.24882
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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