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7-Methoxyquinoline-3-carboxylic acid

  • CAS No. 474659-26-2

  • Cat. No. CS-0133768
  • Purity≥98%
  • MDL No.MFCD09787873

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

7-Methoxyquinoline-3-carboxylic acid|CS-0133768

Structure of 474659-26-2

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General Information

  • CAS No. 474659-26-2
  • Cat. No. CS-0133768
  • Purity ≥98%
  • MDL No. MFCD09787873
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₃
  • Molecular Weight 203.19
  • Synonym(s) 7-Methoxy-3-Quinolinecarboxylic Acid
  • SMILES O=C(O)C1=CC2=CC=C(C=C2N=C1)OC

Description

7-Methoxyquinoline-3-carboxylic acid features a quinoline core functionalized with a methoxy group at the 7-position and a carboxylic acid at the 3-position, offering enhanced solubility and stability. This dual-functional scaffold integrates readily into pharmaceutical intermediates and bioactive molecule design, enabling efficient coupling reactions under standard conditions.

Application

7-Methoxyquinoline-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of quinoline-based scaffolds through standard coupling reactions. Its carboxylic acid functionality facilitates amide and ester formation under mild conditions, while the 7-methoxy group enhances solubility and modulates electronic properties. The molecule exhibits bench stability and compatibility with common protecting group strategies, supporting efficient purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • 3-Ethoxycarbonyl-7-methoxyquinoline|CS-0021462
      71082-46-7
    • ~%
    • In-stock
      7-Methoxyquinoline-3-carboxylic acid|CS-0133768
      474659-26-2

    References

    • MERCK and CO., INC. Patent: WO2006/14618 A2, 2006 ; Location in patent: Page/Page column 38 ; WO 2006/014618 A2
  • Route2
    • null|null
      71083-49-3
    • ~97%
    • In-stock
      7-Methoxyquinoline-3-carboxylic acid|CS-0133768
      474659-26-2

    References

    • Cai, Tingwei Bill; Zou, Zhou; Thomas, James B.; Brieaddy, Larry; Navarro, Hernan A.; Carroll, F. Ivy Journal of Medicinal Chemistry, 2008 , vol. 51, # 6 p. 1849 - 1860

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

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Computational Chemistry Data

  • TPSA   59.42
  • LogP   1.9416
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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