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CS-W001157 4
Total: USD 88.00

4-(Methoxycarbonyl)picolinic acid

  • CAS No. 24195-03-7

  • Cat. No. CS-0040828
  • Purity≥97%
  • MDL No.MFCD01927895

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

4-(Methoxycarbonyl)picolinic acid|CS-0040828

Structure of 24195-03-7

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General Information

  • CAS No. 24195-03-7
  • Cat. No. CS-0040828
  • Purity ≥97%
  • MDL No. MFCD01927895
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₄
  • Molecular Weight 181.15
  • Synonym(s) Pyridine-2,4-dicarboxylic acid 4-methyl ester
  • SMILES O=C(C1=NC=CC(C(OC)=O)=C1)O

Description

4-(Methoxycarbonyl)picolinic acid is a bench-stable, electron-deficient heterocyclic carboxylic acid featuring a strategically positioned methoxycarbonyl group at the C4 position of the pyridine ring. This functionalization enhances reactivity in coupling reactions and facilitates incorporation into bioconjugates, peptidomimetics, and polymer architectures. The molecule's polar ester moiety improves solubility in common organic solvents while maintaining compatibility with standard synthetic protocols.

Application

4-(Methoxycarbonyl)picolinic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to pyridine-based scaffolds. Its ortho-carboxylate functionality facilitates direct amidation, esterification, and cyclization reactions, while the methoxycarbonyl group offers excellent stability and ease of purification. This compound functions as a key intermediate in the synthesis of heterocyclic compounds and bioactive molecules, particularly those requiring regiocontrolled substitution on a picolinate core.

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   76.49
  • LogP   0.5664
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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