Methyl 4-hydroxyquinoline-2-carboxylate

CAS No. 5965-59-3
Cat. No. CS-D1621
Purity≥96%
MDL No.MFCD08693316

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FedEx Limited Quantities Ground	$0.00
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Methyl 4-hydroxyquinoline-2-carboxylate|CS-D1621

Structure of 5965-59-3

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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.

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

Computational Chemistry Data

TPSA 59.42
LogP 1.727
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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Methyl 4-hydroxyquinoline-2-carboxylate

CAS No. 5965-59-3

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