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Methyl 4-hydroxyquinoline-2-carboxylate

  • CAS No. 5965-59-3

  • Cat. No. CS-D1621
  • Purity≥96%
  • MDL No.MFCD08693316

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

Methyl 4-hydroxyquinoline-2-carboxylate|CS-D1621

Structure of 5965-59-3

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General Information

  • CAS No. 5965-59-3
  • Cat. No. CS-D1621
  • Purity ≥96%
  • MDL No. MFCD08693316
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₃
  • Molecular Weight 203.19
  • Synonym(s) Quinaldic acid, 4-hydroxy-, methyl ester (8CI); 4-Hydroxyquinoline-2-carboxylic acid methyl ester; Methyl 4-hydroxy-2-quinolinecarboxylate; Methyl kynurenate
  • SMILES O=C(C1=NC2=CC=CC=C2C(O)=C1)OC

Description

Methyl 4-hydroxyquinoline-2-carboxylate features a quinoline core with strategically positioned hydroxyl and ester groups, enabling its use in medicinal chemistry scaffolds. The electron-rich aromatic system supports metal coordination, while the methyl ester facilitates downstream derivatization. This compound exhibits stability under standard conditions and serves as a key intermediate in developing bioactive molecules.

Application

Methyl 4-hydroxyquinoline-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds. The hydroxyl and ester functionalities provide orthogonal handles for selective derivatization, while the core structure exhibits favorable stability and solubility profiles. It facilitates direct functionalization at C4 and C2 positions, supporting diverse transformations including Suzuki couplings, nucleophilic substitutions, and heterocycle elaboration in standard synthetic workflows.

Safety Information

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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   59.42
  • LogP   1.727
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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