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CS-W001157 4
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2-Methylquinoline-3-carboxylic acid

  • CAS No. 635-79-0

  • Cat. No. CS-0130278
  • Molecule weight187.19
  • Purity≥97%
  • MDL No.MFCD00510998

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

2-Methylquinoline-3-carboxylic acid|CS-0130278

Structure of 635-79-0

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General Information

  • CAS No. 635-79-0
  • Cat. No. CS-0130278
  • Purity ≥97%
  • MDL No. MFCD00510998
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₂
  • Molecular Weight 187.19
  • Synonym(s) 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID
  • SMILES O=C(C1=CC2=CC=CC=C2N=C1C)O

Description

2-Methylquinoline-3-carboxylic acid features a fused quinoline core with a methyl group at the 2-position and a carboxylic acid at the 3-position, enabling direct integration into bioactive scaffolds. The electron-deficient quinoline ring enhances π-stacking interactions, while the carboxylic acid facilitates conjugation or salt formation. This compound serves as a key intermediate in medicinal chemistry for targeting kinase pathways and other protein-ligand interfaces.

Application

2-Methylquinoline-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via standard coupling reactions. Its quinoline core provides enhanced metabolic stability and favorable pharmacokinetic properties, while the carboxylic acid group facilitates amide, ester, and heterocycle formation under mild conditions. Bench-stable and readily purified by recrystallization, it functions effectively in both small-molecule library synthesis and API development workflows.

Synthesis

  • Route1

    References

    • Chen, Zhang-Pei; Ye, Zhi-Shi; Chen, Mu-Wang; Zhou, Yong-Gui Synthesis (Germany), 2013 , vol. 45, # 23 p. 3239 - 3244
  • Route2

    References

    • Nammalwar, Baskar; Murie, Maeghan; Fortenberry, Chelsea; Bunce, Richard A. Tetrahedron Letters, 2014 , vol. 55, # 20 p. 3181 - 3183
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 23 p. 6897 - 6907

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

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.24142
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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